Funsheet 10.0 [REPRESENTING ORGANIC MOLECULES] Gu 2015 1. Draw the complete structural formula for the following organic molecules. a) CH 3 CH 2 CH 3 b)
Funsheet 10.0 [REPRESENTING ORGANIC MOLECULES] Gu 2015 e) f) 2. Draw the line diagram for the following organic molecules. a) CH 3 CH 2 CH 2 CH 3 b)
Funsheet 10.0 [REPRESENTING ORGANIC MOLECULES] Gu 2015 3. Write the condensed structural formula for the following organic molecules. a) b) 4. Write the molecular formula for the following organic molecules. a) CH 3 CH 2 CH 2 COOH b) H 2 C H 2 C H 2 C CH 2 H 2 C CH 2 H 2 C CH 2
Funsheet 10.0 [REPRESENTING ORGANIC MOLECULES] Gu 2015 5. Find the error in the following structures. a) b) CH 3 CH 3 CH 2 CH 2 CH 3 6. How many hydrogens will be on each of the following structures? Fill them in. a) b)
Funsheet 10.1 [SUBSTITUTED ALKANES] Gu 2015 1. Draw the following organic molecules. a) 3 ethyl 2,3 dimethylhexane b) 2,2 dimethyl 5,6 dipropylnonane c) 4 ethyl 3 methyl 5 propyloctane d) 2,2,3,3 tetramethylpentane e) 3,4 diethylhexane f) 5 butyl 6,6 diethyl 3,3,7 trimethyldecane g) dimethylpropane h) 4 ethyl 2 methyloctane i) hexamethylpentane j) 3,6 diethyl 4 methyl 5 propyloctane
Funsheet 10.1 [SUBSTITUTED ALKANES] Gu 2015 2. Name the following organic molecules. a) b) e) f) g) CH 3 CH CH CH 3 CH 3 CH 2 CH 2 CH 2 CH 3 h) CH 3 CH 2 CH CH 2 CH 3 CH 3 CH 2 C CH 2 CH 3 CH 3 CH 2 CH CH 2 CH 3 i) CH 3 CH 3 CH 3 C CH 2 CH 2 CH 2 CH 2 C CH 3 CH 3 CH 3 j) CH 3 CH 3 CH CH CH CH 2 CH 3 CH 3 CH 2 CH 2 CH 3
Funsheet 10.1 [CYCLOALKANES & ISOMERS] Gu 2015 1. Draw the following cycloalkanes as condensed structures and line diagrams. a) cyclopropane b) cycloheptane c) 1 butyl 2 propylcyclohexane d) 1,1 diethyl 3 heptylcyclobutane
Funsheet 10.1 [CYCLOALKANES & ISOMERS] Gu 2015 2. Name the following cycloalkanes. a) b) H 2 C H 2 C H 2 C CH 2 H 2 C CH 2 H 2 C CH 2 e) f) g) h) 3. Draw 3 structural isomers for C 7 H 16 (there are 9 total)!
Funsheet 10.2 [ALKENES] Gu 2015 1. Draw the following alkenes. a) cis 2 methyl 3 hexene b) trans 2 methyl 3 hexene c) 3 ethyl 6 methyl 1,3 nonadiene d) trans 5 methyl 3 octene e) propene f) 3,4,5,6,7 pentamethyl 2,4,6 nonatriene (challenge: give the cis/trans name) g) 1,3 butadiene h) cis 6 methyl 5 propyl 3 decene
Funsheet 10.3 [ALKYNES] Gu 2015 1. Draw the following alkynes. For practice, draw the following as condensed structures and line diagrams. a) 4 nonyne b) 3 methyl 4 octyne c) 3 ethyl 4 methyl 1 hexyne d) cyclononyne e) 5 ethyl 6,6 dimethyl 3 heptyne f) 4 chloro 4 iodo 2 pentyne g) 3 bromo 4 propylcyclopentyne h) 3,3,4,7 tetramethyl 1,5 octadiyne
Funsheet 10.3 [ALKYNES] Gu 2015 2. Name the following alkynes. a) b) e) f) g) h) i) j)
Funsheet 10.4 [BENZENES] Gu 2015 1. Draw the following benzenes. a) pentylbenzene b) 1,3,5 trifluorobenzene c) hexabutylbenzene d) 1 bromo 4 pentylbenzene e) iodobenzene f) pentamethylbenzene g) 1 ethyl 2 methyl 4 propylbenzene h) 1,3,5 tripropylbenzene
Funsheet 10.4 [BENZENES] Gu 2015 2. Name the following benzenes. a) b) e) f) 3. One resonance structure of naphthalene is given below. Draw two other resonance structures. 4. One resonance structure of anthracene is given below. Draw three other resonance structures.
Funsheet 10.5 [FUNCTIONAL GROUPS] Gu 2015 Circle the functional groups which exist in each of the following molecules and label each group as one of the following. Note that single, double, and triple bonds are NOT considered functional groups. DOU = double bond AMN = amine ARO = aromatic ring HAL = halogen TRI = triple bond ALD = aldehyde KET = ketone ETH = ether ALC = alcohol AMD = amide CAR = carboxylic acid EST = ester
Funsheet 10.5 [FUNCTIONAL GROUPS] Gu 2015 Circle the functional groups which exist in each of the following molecules and label each group as one of the following. Note that single, double, and triple bonds are NOT considered functional groups. DOU = double bond AMN = amine ARO = aromatic ring HAL = halogen TRI = triple bond ALD = aldehyde KET = ketone ETH = ether ALC = alcohol AMD = amide CAR = carboxylic acid EST = ester
Funsheet 10.6 [ALCOHOLS] Gu 2015 1. Draw the following alcohols. a) 2 ethyl 1 pentanol b) 2,4 dimethyl 3 hexanol c) 2 methylcyclopentanol d) 3 methyl 1 phenyl 2 pentanol e) 5,5 dichloro 4 octanol f) 4 ethyl 3 phenyl 2 octanol g) 1,1 difluoro 2 pentanol h) 2 ethylcyclobutanol
Funsheet 10.6 [ALCOHOLS] Gu 2015 2. Name the following alcohols. a) b) e) f) g) h) i) j)
Funsheet 10.7 [KETONES] Gu 2015 1. Draw the following ketones. a) 2 octanone b) cyclobutanone c) 3,3,4 tribromo 2 hexanone d) 4 ethyl 2 methyl 3 hexanone e) 3,4 dimethylcyclopentanone f) 3,4 heptanedione g) propanone h) butanedione
Funsheet 10.7 [KETONES] Gu 2015 2. Name the following ketones. a) b) e) f) g) h) i) j)
Funsheet 10.8 [ALDEHYDES] Gu 2015 1. Draw the following aldehydes. a) 2,3,4 trimethylhexanal b) methanal c) 3 ethyl 3 methyloctanal d) Bonus: benzaldehyde 2. Is it possible to have a cyclic aldehyde? 3. What is wrong about the name 2 ethyl 4 butanal?
Funsheet 10.8 [ALDEHYDES] Gu 2015 4. Name the following aldehydes. a) b) e) f) g) h) i) j)
Funsheet 10.9 [CARBOXYLIC ACIDS] Gu 2015 1. Draw the following carboxylic acids. a) 2 methylpentanoic acid (draw the condensed structure) b) 4 bromo 3,5 dichloroheptanoic acid c) 2 methyl 3 propylhexanoic acid d) Bonus: benzoic acid 2. Acetic acid is the chemical name for household white vinegar. a) The molecular formula for acetic acid is. b) Write the dissociation equation for this acid c) Draw the dissociation equation for this acid using complete structural diagrams. d) Give this compound its organic name
Funsheet 10.9 [CARBOXYLIC ACIDS] Gu 2015 3. What is wrong with the following names or structures? a) 2,2 dibutylethanoic acid b) 1 methylbutanoic acid 4. Name the following carboxylic acids. a) b) *OH as a branch is called hydroxyl e) f)
Funsheet 10.10 [ESTERS] Gu 2015 1. Draw the following esters. a) ethyl propanoate b) methyl hexanoate c) pentyl hexanoate d) hexyl pentanoate 2. Name the following esters. a) b)
Funsheet 10.10 [ESTER SYNTHESIS] Gu 2015 1. Predict the product ester from the following reactants. a) + H + b) + H + c) + H + d) + H + e) + methanol H + f) + cyclohexanol H +
Funsheet 10.10 [ESTER SYNTHESIS] Gu 2015 2. What carboxylic acid and alcohol were used to make the following esters? a) H + b) H + c) H + d) H +
Funsheet 10.11 [ETHERS] Gu 2015 1. Draw the following ethers. a) ethyl pentyl ether b) butyl methyl ether c) hexyl methyl ether d) dibutyl ether 2. Name the following ethers. a) b)
Funsheet 10.12 [AMINES] Gu 2015 1. Draw the following structures. a) 6 amino 7 ethyl 3 methyl 4 nonone b) 1 amino 2 propylhexane c) 3 amino 4,5 dimethylheptane (draw as a condensed structure) d) trans 1,1 diamino 3 hexene 2. What is the difference between a primary, secondary, and tertiary amine?
Funsheet 10.12 [AMINES] Gu 2015 3. Name the following structures. a) b) e) f) g) h) i) j)
Funsheet 10.13 [AMIDES] Gu 2015 1. Draw the following amides. a) 2 bromobutanamide b) 4 ethyl 2,4 dimethylhexanamide c) 6 ethyl 5 methyl 4 propyloctanamide d) 2,2 diaminopropanamide 2. What is the difference between an amine and an amide? 3. Challenge: It is possible to have an amide group in the middle of a chain (though we don t study them in Chem 11). Draw the general case structure using R and draw an example of what that might look like.
Funsheet 10.13 [AMIDES] Gu 2015 4. Name the following structures. a) b) e) f) g) h) *OH as a branch is called hydroxyl i) j)