Chemistry 2030 Introduction to Organic Chemistry Fall Semester 2012 Dr. Rainer Glaser
|
|
- Aubrie Henderson
- 5 years ago
- Views:
Transcription
1 Chemistry 2030 Introduction to Organic Chemistry Fall Semester 2012 Dr. Rainer Glaser Examination #4 Carbonyl Compounds and Amines. Thursday, November 15, 2012, 8:25 9:15 am Name: Question 1. Aldehydes and Ketones 20 Question 2. Carboxylic Acids and Anhydrides 20 Question 3. Carboxylic Acid Esters 20 Question 4. Carboxylic Acid Halides, Anhydrides and Amides 20 Question 5. Amines and Diazonium Ions 20 Total 100 1
2 Question 1. Aldehydes and Ketones. (20 points) (a) Acetophenone (H 5 C 6 CO CH 3 ) is an enolizable ketone. Draw the two important resonance forms of the anion formed by deprotonation of acetophenone. Show all lone pairs and formal charges; use the correct resonance arrow. Use curved arrows to show the electron flow that converts one resonance forms into the other. (6 points) (b) Draw the structural formula and provide the name of one non-enolizable carbonyl (aldehyde or ketone) of your choice. (4 points) (c) The compound shown, but-2-enal, can be prepared in two steps beginning with acetaldehyde. The first reaction is a base-catalyzed aldol reaction and the second reaction is the thermal elimination of. Provide a structural formula of the aldol. In the structures of both the aldol and the but-2- enal, circle the fragment that functioned as the enolate in the aldol reaction. (5 points) Acetaldehyde Aldol (d) Cinnamaldehyde (H 5 C 6 CH=CH CHO) can be prepared in a two-step sequence consisting of an aldol reaction and thermal condensation. This synthesis involved a aldol reaction between the non-enolizable aldehyde and the enolizable aldehyde. (5 points) 2
3 Question 2. Carboxylic Acids and Anhydrides. (20 points) (a) Carboxylic acids and carboxylic acid amides form strongly bonded dimeric aggregates either with themselves (homodimer) or with each other (heterodimer). The electrostatic potential surface plots are shown of the homodimer of propanoic acid, H 3 C CH 2 COOH, and of the heterodimer of propanoic acid and its amide, H 3 C CH 2 CONH 2. Decide which plot shows which dimer and draw the complete structural formula of each dimer in the space above the plot. Indicate H-bonds as dashed lines. (6 points) (b) Syntheses of carboxylic acids. Provide substrate, reagent or product as requested. (12 points) Product formed by oxidation of Product formed by oxidation of p-xylene, toluene, C 6 H 5 CH 3 with hot KMnO 4 : H 3 C C 6 H 5 CH 3 with hot KMnO 4 : Reagent that reacts with phenylmagnesium bromide, H 5 C 6 MgBr to form benzoic acid, H 5 C 6 COOH after workup with dilute acid: Product of the acid-catalyzed hydrolysis of malononitrile, :N C CH 2 C N: (c) Succinic acid is the trivial name of butanedioic acid (note butane ). Succinic anhydride is the intramolecular anhydride of succinic acid. Draw the structure of succinic anhydride in the box to the right. (2 points) 3
4 Question 3. Carboxylic Acid Esters. (20 points) (a) Methyl formate H CO O CH 3 can be made by Fischer esterification of the carboxylic acid (formic acid, acetic acid, benzoic acid) and the alcohol (methanol, ethanol, phenol). Fischer esterification means that the ester formation is catalyzed by a strong mineral acid. (2 points) (b) Consider the mechanism of the formation of methyl formate H CO O CH 3 by Fischer esterification. Draw the structural formulas of the species indicated. Draw all lone pairs, provide all formal charges. You may abbreviate the methyl group as H 3 C or as Me. (12 points) 1: Protonated carboxylic acid, i.e., the actual substrate for alcohol addition 2: Product formed by addition of alcohol to the protonated carboxylic acid 3: Neutral gem tri-functional intermediate 4: Protonated gem tri-functional intermediate that will lead to water elimination (c) Consider the reaction of methyl formate with dimethylamine. Provide the structural formulas of all the products formed in the reaction and provide an acceptable name for the amide. (6 points) 4
5 Question 4. Carboxylic Acid Halides, Anhydrides and Amides. (20 points) (a) Consider the preparation of acetyl chloride from acetic acid using phosphorus pentachloride. Draw structural formulas of the substrate, of the reagent, of the organic product (the acetyl chloride), and also of the inorganic products. (8 points) (b) Consider the formation of N,N-dimethylacetamide, H 3 C CO N(CH 3 ) 2 by reaction of acetic anhydride with dimethylamine. Two molecules of the amine are required for every molecule of acetic anhydride used. Show reaction equations for the reaction A of the first amine with the anhydride and for the reaction B of the second amine with the formed in the preceding reaction. (8 points) (c) Draw the structures of the products of hydrolysis of N,N-dimethylacetamide, H 3 C CO N(CH 3 ) 2 in the presence of NaOH. [Hint: Account for salt formation.] (4 points) 5
6 Question 5. Amines and Diazonium Ions. (20 points) (a) Consider the reaction of trimethylamine, N(CH 3 ) 3 with benzyl iodide, H 5 C 6 CH 2 I. Draw the structure of the product and provide its name. (4 points) (b) Devise a synthesis of N,N-diethyl-m-toluamide (the insect repellent OFF TM ) by reaction of the appropriate amine, (name of the amine), and m-toluyl chloride in the presence of NaOH. Draw the structures of the amine, of the acid chloride, of the amide product, and of the inorganic products. (10 points) (c) Complete this scheme by providing the structure of the intermediate (center box) and the two reagents (boxes over arrows). (6 points) 6
Chemistry 2030 Introduction to Organic Chemistry Fall Semester 2013 Dr. Rainer Glaser
Chemistry 2030 Introduction to Organic Chemistry Fall Semester 2013 Dr. Rainer Glaser Examination #4 Enols and Aldol Reaction, Carboxylic Acids and Carboxylic Acid Derivatives. Thursday, November 14, 2013,
More informationChemistry 2050 Introduction to Organic Chemistry Fall Semester 2011 Dr. Rainer Glaser
Chemistry 2050 Introduction to Organic Chemistry Fall Semester 2011 Dr. Rainer Glaser Examination #4 Make-Up Carbonyl Compounds and Amines. Wednesday, November 30, 2011, 10 10:50 am Name: Answer Key Question
More informationChemistry 2050 Introduction to Organic Chemistry Fall Semester 2011 Dr. Rainer Glaser
Chemistry 2050 Introduction to Organic Chemistry Fall Semester 2011 Dr. Rainer Glaser Examination #4 Carbonyl Compounds and Amines. Wednesday, November 16, 2011, 10 10:50 am Name: Answer Key Question 1.
More informationChemistry 2050 Introduction to Organic Chemistry Fall Semester 2011 Dr. Rainer Glaser
Chemistry 2050 Introduction to Organic Chemistry Fall Semester 2011 Dr. Rainer Glaser Examination #4 Practice Edition Carbonyl Compounds and Amines. Wednesday, November 16, 2011, 10 10:50 am Name: Question
More informationChemistry 2030, FS17, Dr. Rainer Glaser Introduction to Organic Chemistry
Chemistry 2030, FS17, Dr. Rainer Glaser Introduction to Organic Chemistry Examination #4 Aldehydes & Ketones, Carboxylic Acids & Carboxylic Acid Derivatives, Lipids & Detergents, and Amines. Handout: Tuesday,
More informationChapter 10: Carboxylic Acids and Their Derivatives
Chapter 10: Carboxylic Acids and Their Derivatives The back of the white willow tree (Salix alba) is a source of salicylic acid which is used to make aspirin (acetylsalicylic acid) The functional group
More informationCHEM Chapter 21. Carboxylic Acid Derivatives_Nucleophilic Acyl Substitution Reactions (homework) W
Short Answer IUPAC Naming Instructions: Provide proper IUPAC names. 1. Name: 2. Name: 3. Name: Drawing Instructions: Draw structures corresponding to each of the given names. 4. Draw: acetic formic anhydride
More informationCH 320/328 N Summer II 2018
CH 320/328 N Summer II 2018 HW 1 Multiple Choice Identify the choice that best completes the statement or answers the question. There is only one correct response for each question. (5 pts each) 1. Which
More informationChapter 20: Carboxylic Acids
1 Chapter 20: Carboxylic Acids I. Introduction: Carboxylic acid structure: Classification of carboxylic acids: A carboxylic acid donates protons by the heterocyclic cleavage of the O-H bond, generating
More informationCHM 292 Final Exam Answer Key
CHM 292 Final Exam Answer Key 1. Predict the product(s) of the following reactions (5 points each; 35 points total). May 7, 2013 Acid catalyzed elimination to form the most highly substituted alkene possible
More information1. What is the major organic product obtained from the following sequence of reactions?
CH320 N N_HW1 Multiple Choice Identify the choice that best completes the statement or answers the question. There is only one correct response for each question. Carefully record your answers on the Scantron
More informationChemistry 2050 Introduction to Organic Chemistry Fall Semester 2011 Dr. Rainer Glaser
Chemistry 2050 Introduction to Organic Chemistry Fall Semester 2011 Dr. Rainer Glaser Examination #3 Alcohols, Ethers, Aldehydes & Ketones. Wednesday, October 26, 2011, 10 10:50 am Name: Question 1. Names,
More informationChemistry 2030 Introduction to Organic Chemistry Fall Semester 2017 Dr. Rainer Glaser
Chemistry 2030 Introduction to Organic Chemistry Fall Semester 2017 Dr. Rainer Glaser Examination #3 Nucleophilic Substitutions & Eliminations, Alcohols, and Ethers Thursday, November 2, 2017, 8:25-9:15
More informationN_HW1 N_HW1. 1. What is the purpose of the H 2 O in this sequence?
N_HW1 N_HW1 Multiple Choice Identify the choice that best completes the statement or answers the question. There is only one correct response for each question. 1. What is the purpose of the H 2 O in this
More informationCh 20 Carboxylic Acids and Nitriles
Ch 20 Carboxylic Acids and Nitriles Carboxylic Acids (RCO 2 H) are compounds with an OH attached to a carbonyl. Nitriles (RC N) are compounds a carbon-nitrogen triple bond. Naming Carboxylic Acids 1. Replace
More informationChemistry 2030 Introduction to Organic Chemistry Fall Semester 2015 Dr. Rainer Glaser
Chemistry 2030 Introduction to Organic Chemistry Fall Semester 2015 Dr. Rainer Glaser Examination #3 Nucleophilic Substitutions & Eliminations, Alcohols, and Ethers Thursday, November 5, 2015, 8:25-9:15
More informationNH 2 O O O O OCH (6 pts) Provide an acceptable name for each of the following compounds: NH 2 COOH HOOC COOH. piperidine
CEMISTRY 314-01 MIDTERM # 4 April 1, 2003 Statistics: Average: 87 pts (72%); ighest: 116 pts (97%); Lowest: 49 pts (41%) umber of students performing at or above average: 13 (62%) 1. (9 pts) Mark as true
More informationSpring Term 2012 Dr. Williams (309 Zurn, ex 2386)
Chemistry 242 Organic Chemistry II Spring Term 2012 Dr. Williams (309 Zurn, ex 2386) Web Page: http://math.mercyhurst.edu/~jwilliams/ jwilliams@mercyhurst.edu (or just visit Department web site and look
More informationChem 263 March 28, 2006
Chem 263 March 28, 2006 Properties of Carboxylic Acids Since carboxylic acids are structurally related to both ketones and aldehydes, we would expect to see some similar structural properties. The carbonyl
More informationCHAPTER 22 HW: CO 2 H DERIVATIVES
CHAPTER 22 HW: C 2 H DERIVATIVES MECLATURE 1. Give the name for each compound (IUPAC or common name). Use R/S naming where needed. Structure Br ame Structure ame 2. Give the name for each ester. Structure
More informationChapter 1 Reactions of Organic Compounds. Reactions Involving Hydrocarbons
Chapter 1 Reactions of Organic Compounds Reactions Involving Hydrocarbons Reactions of Alkanes Single bonds (C-C) are strong and very hard to break, therefore these compounds are relatively unreactive
More informationCarboxylic Acid Derivatives and Nucleophilic Acyl Substitution Reactions. McMurray Text Chapter 21
Carboxylic Acid Derivatives and Nucleophilic Acyl Substitution eactions McMurray Text Chapter 21 Carboxylic Acid Derivatives X Acid alide Ester ' Acid Anhydride ' N 2 Amide (1 ) Nomenclature Acid alides
More informationAldehydes and Ketones : Aldol Reactions
Aldehydes and Ketones : Aldol Reactions The Acidity of the a Hydrogens of Carbonyl Compounds: Enolate Anions Hydrogens on carbons a to carbonyls are unusually acidic The resulting anion is stabilized by
More informationCh 22 Carbonyl Alpha ( ) Substitution
Ch 22 Carbonyl Alpha () Substitution The overall reaction replaces an H with an E + The acid-catalyzed reaction has an enol intermediate The base-catalyzed reaction has an enolate intermediate Keto-Enol
More informationCHEMISTRY MIDTERM # 4 ANSWER KEY April 16, 2002
CEMISTY 314-01 MIDTEM # 4 ASWE KEY April 16, 00 1. (6 pts) Mark as true (T) or false (F) the following statements. Do not explain! (F) Amides are less reactive than acid chlorides but more reactive than
More informationCHEM 343 Principles of Organic Chemistry II Summer Instructor: Paul J. Bracher. Quiz # 3. Monday, July 21 st, :30 a.m.
CHEM 343 Principles of Organic Chemistry II Summer 2014 Quiz # 3 Solutions Key Page 1 of 9 CHEM 343 Principles of Organic Chemistry II Summer 2014 Instructor: Paul J. Bracher Quiz # 3 Monday, July 21 st,
More informationDr. Mohamed El-Newehy
By Dr. Mohamed El-Newehy Chemistry Department, College of Science, King Saud University http://fac.ksu.edu.sa/melnewehy Carboxylic acids and Their Derivatives 1 Structure of Carboxylic Acids -The functional
More informationLecture 3: Aldehydes and ketones
Lecture 3: Aldehydes and ketones I want to start by talking about the mechanism of hydroboration/ oxidation, which is a way to get alcohols from alkenes. This gives the anti-markovnikov product, primarily
More informationSynthesis of Nitriles a. dehydration of 1 amides using POCl 3 : b. SN2 reaction of cyanide ion on halides:
I. Nitriles Nitriles consist of the CN functional group, and are linear with sp hybridization on C and N. Nitriles are non-basic at nitrogen, since the lone pair exists in an sp orbital (50% s character
More informationC h a p t e r T w e n t y : Carboxylic Acids & Their Derivatives
C h a p t e r T w e n t y : Carboxylic Acids & Their Derivatives N C3 N Lysergic acid, the depressant used to make LSD, the famous acid of the 1960s LSD and the Search for God, a San Francisco-based band
More informationWhen we deprotonate we generate enolates or enols. Mechanism for deprotonation: Resonance form of the anion:
Lecture 5 Carbonyl Chemistry III September 26, 2013 Ketone substrates form tertiary alcohol products, and aldehyde substrates form secondary alcohol products. The second step (treatment with aqueous acid)
More informationCHEM 347 Organic Chemistry II (for Majors) Instructor: Paul J. Bracher. Quiz # 4. Due in Monsanto Hall 103 by: Friday, April 4 th, 2014, 7:00 p.m.
CHEM 347 Quiz # 4 Spring 2014 Page 1 of 9 CHEM 347 Organic Chemistry II (for Majors) Instructor: Paul J. Bracher Quiz # 4 Due in Monsanto Hall 103 by: Friday, April 4 th, 2014, 7:00 p.m. Student Name (Printed)
More informationALCOHOLS AND PHENOLS
ALCOHOLS AND PHENOLS ALCOHOLS AND PHENOLS Alcohols contain an OH group connected to a a saturated C (sp3) They are important solvents and synthesis intermediates Phenols contain an OH group connected to
More informationChem 263 Nov 24, Properties of Carboxylic Acids
Chem 263 ov 24, 2009 Properties of Carboxylic Acids Since carboxylic acids are structurally related to both ketones and aldehydes, we would expect to see some similar structural properties. The carbonyl
More informationCARBOXYLIC ACIDS and their Derivatives Nucleophilic Acyl substitution - Review the nomenclature for these compounds in your textbook
CARBXYLIC ACIDS and their Derivatives Nucleophilic Acyl substitution - Review the nomenclature for these compounds in your textbook R Z R Z R Z - the basicity of Z determines the relative stability of
More informationζ ε δ γ β α α β γ δ ε ζ
hem 263 Nov 17, 2016 eactions at the α-arbon The alpha carbon is the carbon adjacent to the carbonyl carbon. Beta is the next one, followed by gamma, delta, epsilon, and so on. 2 ε 2 δ 2 γ 2 2 β α The
More informationChemistry 212 and 300 Organic Chemistry II Winter Semester 2000 Dr. Rainer Glaser
Chemistry 212 and 300 rganic Chemistry II Winter Semester 2000 Dr. Rainer Glaser Examination #2 Amines, Carboxylic Acids & Carboxylic Acid Derivatives Thursday, March 9, 2000, 9:00-9:50 Your Name: Answer
More informationClass XII - Chemistry Aldehydes, Ketones and Carboxylic Acid Chapter-wise Problems
Class XII - Chemistry Aldehydes, Ketones and Carboxylic Acid Chapter-wise Problems I. Multiple Choice Questions (Type-I) 1. Addition of water to alkynes occurs in acidic medium and in the presence of Hg
More informationChapter 19. Synthesis and Reactions of b-dicarbonyl Compounds: More Chemistry of Enolate Anions. ß-dicarbonyl compounds. Why are ß-dicarbonyls useful?
Chapter 19 Synthesis and Reactions of b-dicarbonyl Compounds: More Chemistry of Enolate Anions ß-dicarbonyl compounds Two carbonyl groups separated by a carbon Three common types ß-diketone ß-ketoester
More informationQuestion 13.1: Classify the following amines as primary, secondary or tertiary: (i) (ii) (iii) (C 2 H 5 ) 2 CHNH 2 (iv) (C 2 H 5 ) 2 NH Primary: (i) and (iii) Secondary: (iv) Tertiary: (ii) Question 13.2:
More informationOrganic Compounds Containing C, H and O
Organic Compounds Containing C, H and O Long Answer Questions: **1. i. Explain the acidic nature of phenol and Compare with that of alcohols. ii. Describe the following a. Cannizaro reaction b. Decarboxylation.
More informationCHEM1902/ N-8 November Consider the following reaction sequences beginning with the carboxylic acid, E.
CHEM1902/4 2014-N-8 November 2014 Consider the following reaction sequences beginning with the carboxylic acid, E. 6 Name compounds E and G. E: G: Propose structures for compounds F, H and J. F H J Propose
More informationChapter 19. Organic Chemistry. Carbonyl Compounds III. Reactions at the a-carbon. 4 th Edition Paula Yurkanis Bruice
Organic Chemistry 4 th Edition Paula Yurkanis Bruice Chapter 19 Carbonyl Compounds III Reactions at the a-carbon Disampaikan oleh: Dr. Sri Handayani 2013 Irene Lee Case Western Reserve University Cleveland,
More informationAldehydes, Ketones and Carboxylic acids
Teacher Orientation Aldehydes, Ketones and Carboxylic Acids contains following topics: Nomenclature Preparation Properties Student Orientation Preparation and Properties Of Aldehydes, Ketones and Carboxylic
More informationCOURSE UNIT DESCRIPTION. Dept. Organic Chemistry, Vilnius University. Type of the course unit
Course unit title Organic Chemistry II Lecturer(s) Rimantas Vaitkus COURSE UNIT DESCRIPTION Department Dept. Organic Chemistry, Vilnius University Cycle First Type of the course unit Mode of delivery Period
More informationCarbonyl Chemistry. aldehydes ketones. carboxylic acid and derivatives. Wednesday, April 29, 2009
Carbonyl Chemistry X aldehydes ketones carboxylic acid and derivatives Electrophiles (eg. + ) Nucleophiles (eg. C 3 MgBr) an enolate Base β β β α α α 1 2 3 4 Nuc- 1 2 Nuc 3 4 1,2-addition 1 2 3 4 Nuc-
More informationAcyl-Transfer Reactions
hem 215-216 W13 otes Dr. Masato Koreeda - Page 1 of 17. Date: March 18, 2013 hapter 15: arboxylic Acids and Their Derivatives and 21.3, /21.5 A Acyl-Transfer eactions I. Introduction Examples: note: could
More informationName: Date: I. Multiple Choice (Circle the letter for the best answer)
Organic Chemistry II Sample Exam 3 You should also be able to name compounds, draw structures from names, and complete reactions given the reactants and conditions of the reaction. Name: Date: I. Multiple
More informationChap 11. Carbonyl Alpha-Substitution Reactions and Condensation Reactions
Chap 11. Carbonyl Alpha-Substitution eactions and Condensation eactions Four fundamental reactions of carbonyl compounds 1) Nucleophilic addition (aldehydes and ketones) ) Nucleophilic acyl substitution
More informationCHAPTER 22 HW: CO 2 H DERIVATIVES
APTER 22 W: 2 DERIVATIVES MELATURE 1. Give the name for each compound (IUPA or common name). Use R/S naming where needed. Structure 2 3 1 3 ame 2,2-dimethylpropanoyl chloride (R)-3-methylpentanoyl bromide
More informationState University of New York at Stony Brook Department of Chemistry. CHE 322, Organic Chemistry II Exam II March 17, 2004 Form 1
State University of New York at Stony Brook Department of Chemistry CHE 22, rganic Chemistry II Exam II March 17, 2004 Form 1 Please answer all questions specifically, concisely, and readably in the spaces
More informationAromatic Hydrocarbons
Aromatic Hydrocarbons Aromatic hydrocarbons contain six-membered rings of carbon atoms with alternating single and double carbon-carbon bonds. The ring is sometimes shown with a circle in the center instead
More information1/4/2011. Chapter 18 Aldehydes and Ketones Reaction at the -carbon of carbonyl compounds
Chapter 18 Aldehydes and Ketones Reaction at the -carbon of carbonyl compounds The Acidity of the Hydrogens of Carbonyl Compounds: Enolate Anions Hydrogens on carbons to carbonyls are unusually acidic
More informationORGANIC - BROWN 8E CH CARBOXYLIC ACIDS.
RGANIC - BRWN 8E CH. 17 - CARBXYLIC ACIDS!! www.clutchprep.com RGANIC - BRWN 8E CH. 17 - CARBXYLIC ACIDS CNCEPT: CARBXYLIC ACID NMENCLATURE IUPAC: Replace alkane -e with Substituents are located using
More informationvideo 14.4 isomers isomers Isomers have the molecular formula but are rearranged in a structure with different properties. Example: Both C 4 H 10
video 14.4 isomers isomers Isomers have the molecular formula but are rearranged in a structure with different properties. Example: Both C 4 H 10 Butane Methylpropane 1 match the isomers drawing an isomer
More informationVikasana CET Oxygen containing organic compounds-ii. Phenol Aldehydes & Ketones Carboxylic Acids
Vikasana CET-2013 Oxygen containing organic compounds-ii Phenol Aldehydes & Ketones Carboxylic Acids 1 PHENOL 2 Cumene process does not involve 1) Oxidation 2) Alkylation 3) Molecular rearrangement 4)
More informationCHEM 343 Principles of Organic Chemistry II Summer Instructor: Paul J. Bracher. Quiz # 3. Monday, July 21 st, :30 a.m.
CHEM 343 Principles of Organic Chemistry II Summer 2014 Quiz # 3 Problem Booklet Page 1 of 7 CHEM 343 Principles of Organic Chemistry II Summer 2014 Instructor: Paul J. Bracher Quiz # 3 Monday, July 21
More informationAlpha Substitution and Condensations of Enols and Enolate Ions. Alpha Substitution
Alpha Substitution and ondensations of Enols and Enolate Ions hap 23 W: 27, 28, 30, 31, 37, 39, 42-44, 47, 51, 54-56 Alpha Substitution Replacement of a hydrogen on the carbon adjacent to the carbonyl,
More informationAssessment Schedule 2016 Chemistry: Demonstrate understanding of the properties of organic compounds (91391)
NCEA Level 3 Chemistry (91391) 2016 page 1 of 6 Assessment Schedule 2016 Chemistry: Demonstrate understanding of the properties of organic compounds (91391) Evidence Statement Q Evidence Achievement Achievement
More informationALDEH. I. Multiple Choice Questions (Type-I)
Unit 12 ALDEHYDE ALDEH YDES, KETONE KET ONES AND CARBOX C ARBOXYLIC ACIDS I. Multiple Choice Questions (Type-I) 1. Addition of water to alkynes occurs in acidic medium and in the presence of Hg 2+ ions
More informationBut in organic terms: Oxidation: loss of H 2 ; addition of O or O 2 ; addition of X 2 (halogens).
Reactions of Alcohols Alcohols are versatile organic compounds since they undergo a wide variety of transformations the majority of which are either oxidation or reduction type reactions. Normally: Oxidation
More informationCh 19 Aldehydes and Ketones
Ch 19 Aldehydes and Ketones Aldehydes (RCHO), with the exception of formaldehyde (H 2 CO), are compounds with both an H and an organic group attached to a carbonyl. Ketones (R 2 CO) are compounds with
More informationFor more info visit Aldehyde and Ketones. Preparation of Aldehydes. a. Oxidation of primary alcohols
Aldehyde and Ketones Preparation of Aldehydes a. Oxidation of primary alcohols Preparation of Ketones: a) Oxidation of Secondary alcohols: d) With Organometallics Reactions of Aldehydes and Ketones: a)
More informationChapter 19 Substitutions at the Carbonyl Group
Chapter 19 Substitutions at the Carbonyl Group In Chapter 18 Additions to the Carbonyl Groups In Chapter 19 Substitutions at the Carbonyl Group O O - - O - O R Y R C+ Y R Y Nu -Ȳ R N u + Y=goodleavinggroup
More informationChem 263 Nov 14, e.g.: Fill the reagents to finish the reactions (only inorganic reagents)
hem 263 ov 14, 2013 More examples: e.g.: Fill the reagents to finish the reactions (only inorganic reagents) Br 2 hv Br a 2 r 4 S 2 or swern oxidation Mg Li 0 0 MgBr Li e.g. : Fill the reagents (any reagents
More informationNote: You must have your answers written in pen if you want a regrade!!!!
AME (Print): SIGATURE: hemistry 310 Dr. Brent Iverson 2nd Midterm March 29, 2007 Please print the first three letters of your last name in the three boxes Please ote: This test may be a bit long, but there
More informationQuímica Orgânica I. Ciências Farmacêuticas Bioquímica Química AFB QO I 2007/08 1
Química rgânica I Ciências Farmacêuticas Bioquímica Química AFB Q I 2007/08 1 alcohols Adaptado de rganic Chemistry, 6th Edition; Wade rganic Chemistry, 6 th Edition; McMurry AFB Q I 2007/08 2 Typical
More information2. An aldehyde can be obtained by the dehydrogenation of an alcohol. The catalyst used in the reaction is
Class: 12 Subject: Chemistry Topic: Organic Chemistry of O compounds No. of Questions: 20 Duration: 60 Min Maximum Marks: 60 1. Rectified spirit is converted to absolute alcohol taking advantage of the
More informationChemistry 234 Practice Exam 3. The Periodic Table
ame: Last First MI Chemistry 234 Practice Exam 3 Instructions: The first 15 questions of this exam should be answered on the provided Scantron. You must use a pencil for filling in the Scantron sheet.
More informationLecture 2. The framework to build materials and understand properties
Lecture 2 The framework to build materials and understand properties 1 Trees are made into a solid materials/structures in an environment that consists of small molecules: CO 2, N 2, H 2 0, CH 4 O C 2.58Ǻ
More informationCarboxylic Acids and Nitriles
Carboxylic Acids and Nitriles Why this Chapter? Carboxylic acids present in many industrial processes and most biological processes They are the starting materials from which other acyl derivatives are
More informationChem 263 Nov 19, Cl 2
Chem 263 Nov 19, 2013 eactions of Enolates: X X alogenation X C 2 Alkylation C Aldol eaction X C Acylation Example: halogenation LDA 2 Chloroacetone is used in tear gas. chloroacetone In this reaction,
More informationWeek 6 notes CHEM
Week 6 notes EM1002 2009 Unless otherwise stated, all images in this file have been reproduced from: Blackman, Bottle, Schmid, Mocerino and Wille, hemistry, 2007 (John Wiley) ISBN: 9 78047081 0866 1 Note
More informationOxidation of alcohols Chromic Acid KMnO4 PCC Swern 1 ROH RCOOH RCOOH RCHO RCHO 2 ROH Ketone Ketone Ketone Ketone 3 ROH NR NR NR NR
Chapter 11 xidation in rganic terms xidation Reduction Neither Addition of, X2; loss of 2 Addition of 2; loss of or X2 Anytime you oxidize one carbon but reduce another (ex. Adding and to adjacent carbons)
More informationDefinition: A carboxylic acid derivative undergoes hydrolysis (bond breaking with water) to form a carboxylic acid R C N + H 2 O + H O R
arboxylic Acid Derivatives Addition/Elimination Definition: A carboxylic acid derivative undergoes hydrolysis (bond breaking with water) to form a carboxylic acid X = l, Br addition/elimination X acid
More informationClass: 12 Subject: chemistry Topic: Organic Chemistry of O compounds No. of Questions: 20 Duration: 60 Min Maximum Marks: 60
Class: 12 Subject: chemistry Topic: Organic Chemistry of O compounds No. of Questions: 20 Duration: 60 Min Maximum Marks: 60 1. Ethylene is passed through conc. H 2 SO 4 and the product obtained is diluted
More informationChapter 20: Carboxylic Acids and Nitriles شیمی آلی 2
Chapter 20: Carboxylic Acids and Nitriles شیمی آلی 2 Dr M. Mehrdad University of Guilan, Department of Chemistry, Rasht, Iran m-mehrdad@guilan.ac.ir Based on McMurry s Organic Chemistry, 7 th edition The
More informationSECTION A. 1. Which is general formula of aldehyde and ketone? (c) CnHnO
SEM 4 SLE UNIT 5 SECTION A 1. Which is general formula of aldehyde and ketone? (a) CnH2n+1O (b) CnH2nO (c) CnHnO (d) CnH2n+2O Ans: (b) CnH2nO 2. Propanal and propan- 2- one are which type of isomers? (a)
More informationMULTIPLE CHOICE 2 points each
Name: Date: Score: / 110 Chapter 1/ TEST 1 OPEN BOOK KEY Organic Chemistry MULTIPLE CHOICE 2 points each 1. An atom of which element would have an electron configuration of 1s 2 2s 2 2p 6 3s 2 3p 1? a.
More informationALDEHYDES, KETONES AND CARBOXYLIC ACIDS
Unit - 12 ALDEHYDES, KETONES AND CARBOXYLIC ACIDS 1. Indicate the electrophilic and nucleophilic centres in acetaldehyde. 2. Write the IUPAC names of the following organic compounds : 122 XII Chemistry
More informationDEPARTMENT: Chemistry
CODE CHEM 204 TITLE: Organic Chemistry II INSTITUTE: STEM DEPARTMENT: Chemistry COURSE DESCRIPTION: A continuation of CHEM-203, students will extend their studies into topics including aromatic hydrocarbons,
More informationChemistry 52 Exam #2. Name: 5 February This exam has six (6) questions, two cover pages, six exam pages, and three scratch pages.
Chemistry 52 Exam #2 Name: 5 February 2003 This exam has six (6) questions, two cover pages, six exam pages, and three scratch pages. Please check before beginning to make sure no questions are missing.
More informationAlkyl phenyl ketones are usually named by adding the acyl group as prefix to phenone.
Aldehydes, Ketones and Carboxylic Acids Nomenclature of aldehydes and ketones Aldehydes: Often called by their common names instead of IUPAC names. Ketones: Derived by naming two alkyl or aryl groups bonded
More informationCHAPTER 19: CARBONYL COMPOUNDS III
CHAPTER 19: CARBONYL COMPOUNDS III A hydrogen bonded to a carbon adjacent to a carbonyl carbon is sufficiently acidic to be removed by a strong base. The carbon adjacent to a carbonyl carbon is called
More informationDownloaded from
ALDEHYDES, KETONES AND CARBOXYLIC ACIDS Aldehydes, Ketones and Carboxylic acids are important classes of organic compounds containing carbonyl groups. They are highly polar molecules. They boil at higher
More informationChapter 20 Carboxylic Acid Derivatives. Nucleophilic Acyl Substitution
ucleophilic Acyl Substitution hapter 20 arboxylic Acid Derivatives ucleophilic Acyl Substitution Y (1) need to have Y as a u Y u u + Y (2) could not happen with aldehydes or ketones as : and : are poor
More informationLoudon Chapter 20 & 21 Review: Carboxylic Acids & Derivatives CHEM 3331, Jacquie Richardson, Fall Page 1
Loudon Chapter 20 & 21 eview: Carboxylic Acids & Derivatives CEM 3331, Jacquie ichardson, Fall 2010 - Page 1 These two chapters cover compounds which are all at the three bonds to more electronegative
More informationQ. No. 4 Chlorination of toluene in the presence of light and heat followed by treatment with aqueous NaOH gives o cresol p cresol 2, 4 dihydroxy tolu
Q. No. 1 Glycerine has One primary and two secondary OH groups One secondary and two primary OH groups Three primary OH groups Three secondary OH groups Q. No. 2 The structural formula of cyclohexanol
More informationKeynotes in Organic Chemistry
Keynotes in Organic Chemistry Second Edition ANDREW F. PARSONS Department of Chemistry, University of York, UK Wiley Contents Preface xi 1 Structure and bonding 1 1.1 Ionic versus covalent bonds 1 1.2
More information21.1 Introduction Carboxylic Acids Nomenclature of Carboxylic Acids. Acids Structure and Properties of Carboxylic Acids.
21.1 Introduction Carboxylic Acids Carboxylic acids are abundant in nature and in pharmaceuticals. 21.1 Introduction Carboxylic Acids The US produces over 2.5 million tons of acetic acid per year, which
More informationCape Cod Community College
Cape Cod Community College Departmental Syllabus Prepared by the Department of Natural Sciences & Applied Technology Date of Departmental Approval: February 3, 2014 Date Approved by Curriculum and Programs:
More informationSection Practice Exam II Solutions
Paul Bracher Chem 30 Section 7 Section Practice Exam II s Whether problems old r problems new, You d better practice, r you ll fail exam II. -- Anonymous TF Problem 1 a) Rank the following series of electrophiles
More informationHyperlearning MCAT Instructor Qualifying Exam Organic Chemistry
Hyperlearning MCAT Instructor Qualifying Exam Organic Chemistry 30 Questions (5 pages); Time limit = 45 minutes Use of books or notes is not permitted. 1. When analyzed with a polarimeter, which of the
More informationb.p.=100 C b.p.=65 C b.p.=-25 C µ=1.69 D µ=2.0 D µ=1.3 D
Alcohols I eading: Wade chapter 10, sections 10-1- 10-12 Study Problems: 10-35, 10-37, 10-38, 10-39, 10-40, 10-42, 10-43 Key Concepts and Skills: Show how to convert alkenes, alkyl halides, and and carbonyl
More informationORGANIC - CLUTCH CH ALCOHOLS AND CARBONYL COMPOUNDS.
!! www.clutchprep.com CONCEPT: INTRO TO REDOX Oxidation reactions involve an increase in the content of a molecule Reduction reactions involve an increase in the content of a molecule EXAMPLE: Label the
More informationAlcohol, Phenols & Ethers
Alcohol, Phenols & Ethers 1) Conc. H 2 S 4 Heated with excess of C 2 H 5 at 140 o c to form CH 2 b) CH 2 CH 2 CH 2 CH 2 d) CH 2 = CH 2 2) In the following series of chemical reactions identify Z C 3 H
More informationChapter 20 Carboxylic Acid Derivatives Nucleophilic Acyl Substitution
Chapter 20 Carboxylic Acid Derivatives Nucleophilic Acyl Substitution Nomenclature: In carboxylic acid chlorides, anhydrides, esters and amides, the parent is the carboxylic acid. In each case be sure
More informationReactions at α-position
Reactions at α-position In preceding chapters on carbonyl chemistry, a common reaction mechanism observed was a nucleophile reacting at the electrophilic carbonyl carbon site NUC NUC Another reaction that
More information(1) Recall the different types of intermolecular interactions. (2) Look at the structure and determine the correct answer.
MCAT rganic Chemistry - Problem Drill 11: Carboxylic Acids Question No. 1 of 10 Question 1. What kinds of interactions are holding together the carboxylic acid dimer shown? Question #01 3 C C 3 (A) Van
More informationCH 3 CHCH 3 CH 3 CHCH 3 Isopropyl cation. Oxomium ion intermediate. intermediate (an electrophile)
Understanding (as opposed to memorizing) mechanisms is critical to mastering organic chemistry. Although the mechanisms you encounter throughout the course may seem entirely different, they are actually
More information