CYCLOALKANES, POLYMERS, ALCOHOLS AND ETHERS Home Assignment 1. The tendency of cylopropane (I), Cyclobutane (II), cyclopentane (III) to form addition compounds is in the order : a) I > II > III b) I = II > III c) I > II = III d) I = III > II 2. The most strained cycloalkane is a) Cyclopropane b) Cyclobutane c) Cyclopentane d) Cyclohexane 3. Cyclopropane and cyclobutane under go ving opening reactions with hydrogen in the presence of nickel catalyst at 80 0 c and 200 0 respectively to form corresponding alkanes. This indicates that. a) Cyclopropane is more stable than cyclobutane. b) Cyclobutane is more stable than cyclopropane c) Both are equally stable. d) Stability can not be predicted. 4. Identify the product Y of the following reaction CH 2 -CH 2 -COO Ca heat X (Zn-Hg + HCl) Y CH 2 -CH 2 -COO heat a) Pentane b) Cyclobutane c) Cyclopentane d) Cyclopentanone 5. Which of the following is the most reactive cycloalkane? a) cyclopropane b) Cyclobutane c) Cyclopentane d) Cyclohexane 6. The monomer unit of poly vinyl chloride has the formula : a) CH 2 =CHCl b) CHCl=CHCl c) CH 2 =CH 2 d) CH 3 -CH 2 Cl 7. Bakelite is prepared by the reaction between : a) Urea and formaldehyde b) Ethylene glycol c) Phenol and formaldehyde d) Tetramethylene glycol 8. In elastomer, intermolecular forces are : a) Strong b) Weak c) Nil d) None of these 9. Nylon 66 is a polyamide obtained by the reaction of : a) COOH(CH 2 ) 4 COOH + NH 2 C 6 H 4 NH 3 -(p) b) COOH(CH 2 ) 4 COOH + NH 2 (CH 2 ) 6 NH 2 1
c) COOH(CH 2 ) 6 COOH + NH 2 (CH 2 ) 4 NH 2 d) COOHC 6 H 4 COOH-(p) + NH 2 (CH 2 ) 6 NH 2 10. Which statement about polymers is not true? a) They are macromolecules b) They have simple repeating units c) They have very high molecular masses d) They are all made by chemists 11. Natural rubber is a polymer of : a) Butadiene b) Isoprene c) 2-methylbutadiene d) Hexa-1, 3-diene 12. CF 2 = CF 2 is a unit of : a) Teflon b) Buna S c) Bakelite d) Polyethene 13. Addition polymers include : 1. Polyamide 2. Polyethylene 3. Polyester a) 1 only b) 2 only c) 2 and 3 only d 1, 2 and 3 14. Isopropyl alcohol on passing over heated copper at 300 0 C gives : a) Propylene b) Acetaldehyde c) Acetone d) Propane 15. The entzyme that catalyses the conversion of glucose to ethanol is : a) Zymase b) Invertase c) maltase d) Diastase 16. The boiling point of ethyl alcohol is much higher than that of dimethyl ether, though both have same molecular mass. The reason for this is : a) Ether is insoluble in water b) Methyl group is present in ether c) Ethyl alcohol has hydrogen bonding d) The hydrogen of the O-H group is electronegative 17. Maximum number of active hydrogen atoms are present in a) Acetic acid b) Methane c) Glycerol d) Methanol 18. Which of the following alcohols are most soluble in water? a) n-bytyl alcohol b) iso-butyl alcohol c) sec-butyl alcohol d) tert-butyl alcohol 2
19. Which of the following is known as wood spirit. a) CH 3 OH b) C 2 H 5 OH c) CH 3 -CH 2 -OH d) CH 3 CH-CH 3 20. Which of the following reactions will yield propan-2-ol. Select the right answer from a, b, c and d I. CH 2 =CH-CH 3 + H 2 O H + II. CH 3 -CHO CH 3 MgI/H 2 O III. CH 2 O C 2 H 5 MgI /H 2 O IV. CH 2 = CH-CH 3 Neutral KMnO 4 a) I and II b) II and III c) III and I d) II and IV 21. When ethyl iodide is heated with dry silver oxide, it forms : a) Ethyl alcohol b) Diethyl ether c) Silver ethoxide d) Ethyl methyl ether 22. Diethyl ether can be decomposed by : a) HI b) NaOH c) H 2 O d) KMnO 4 23. In Williamson s synthesis, ethoxy ethane is prepared by a) Passing ethanol over heated Al 2 O 3 b) Heating sodium ethoxide with ethyl bromide c) Treating ethyl alcohol with excess of H 2 SO 4 at 440K d) Heating ethanol with dry Ag 2 O 24. Higher homologoues of ethers can be prepared from a) Alkyl halides b) Diazomehtane c) Grignard reagents d) None of these 25. Diethyl ether is prepared by passing vapours of ethyl alcohol over heated catalyst under high temperature and pressure. The catalyst is a) SiO 2 b) CuO c) Al 2 O 3 d) Ag 2 O 26. Diethyl ether is obtained from ethyl alcohol a) In the presence of H 2 SO 4 at 413 K b) In the presence of H 2 SO 4 at 470 K c) In the presence of H 2 SO 4 at 383 K d) In the presence of H 2 SO 4 at 273K 27. Lucas regent is : a) Conc. HCl and anhydrous ZnCl 2 b) Conc. HNO 3 and hydrous ZnCl 2 c) Conc. HCl and hydrous ZnCl 2 3
d) Conc. HNO 3 and anhydrous ZnCl 2 28. Methanol is industrially prepared by : a) Oxidation of CH 4 by stream at 900 0 C b) Reduction of HCHO using LiAIH 4 c) Reaction HCHO with a solution of NaOH d) Reduction of CO using H 2 and ZnO-Cr 2 O 3 29. n-propyl alcohol and isopropyl alcohol can be chemically distinguished by which reagent? a) PCl 5 b) Reduction c) Oxidation with potassium dichromate d) Ozonolysis 30. An organic compound [A] reacts with sodium metal to form [B]. On heating with conc. H 2 SO 4 [A] and [B] give diethyl ether. Compound [A] and [B] are respectively. a) C 2 H 5 OH And C 2 H 5 ONa b) C 2 H 5 OH And C 3 H 7 ONa c) CH 3 OH And CH 3 ONa d) C 4 H 9 OH And C 4 H 9 ONa 31. The major organic product in the reaction. CH 3 -O-CH(CH 3 ) 2 + HI a) CH 3 I + (CH 3 ) 2 -CHOH b) CH 3 OH + (CH 3 ) 2 -CHI c) I CH 2 O CH(CH 3 ) 2 d) CH 3 -O-C I- (CH 3 ) 2 32. Which of the following alcohols gives ketone on oxidation a) Ethyl alcohol b) Isopropyl alcohol c) Tertiary butyl alcohol d) Glycol 33. Which of the following will not form a yellow precipitate on heating with an alkaline solution of iodine? a) CH 3 CH(OH)CH 3 b) CH 3 CH 2 CH(OH)CH 3 c) CH 3 OH d) CH 3 CH 2 OH 34. Ethylene oxide when treated with Grignard reagent yields : a) Tertiary alcohol b) Cyclopropyl alcohol c) Primary alcohol d) Secondary alcohol 35. Oxygen atom in ether is a) Very active b) Replaceable c) Active d) Comparatively inert 36. Which can be used as a catalyst in an esterification reaction? 1. NaOH 2. H 2 SO 4 a) 1 only b) 2 only c) Both 1 and 2 d) Neither 1 nor 2 37. Which is not an example of an addition polymer? a) Polyethylene b) Polyethylene terephthalate 4
c) Polystyrene d) Polyvinyl chloride 38. The conversion of glucose to ethanol is represented as : X C 6 H 12 O 6 y C 2 H 5 OH + Z CO 2. What are the coefficients x, y, z respectively, in the balanced equation? a) 1, 2, 2 b) 1, 3, 3 c) 1, 1, 4 d) 2, 4, 2 39. During dehydration of alcohols to alkenes by heating with conc. H 2 SO 4, the initiation step is : a) Protonation of alcohol b) Formation of carbocation c) Elimination of water d) Formation of an ester 40. How many carbon bonds are in a molecule of 2-methyl-2-butanol? a) 2 b) 3 c) 4 d) 5 41. What are the most likely products in the reaction between CH 3 CH 2 CH 2 OH and HI? a) CH 2 CH 2 CH 2 I and H 2 O b) CH 3 CH 2 CH 3 and HOI c) CH 3 OH and CH 3 CH 2 I d) ICH 2 CH 2 CH 2 OH and H 2 42. Which one of the following is used to make non-stick cook-wares? a) Polystyrene b) Poly (ethylene terephthalate) c) Polytetrafluoroethylene d) Poly (vinyl chloride) 43. Which of the following is simple ether? a) C 6 H 5 -O-CH 3 b) CH 3 -O-C 2 H 5 c) MeOMe d) C 6 H 5 -O-C 2 H 5 44. An organic compound of molecular formula C 4 H 10 O does not react with sodium. With excess of HI, it gives only one type of alkyl halide. The compound is : a) Ethoxy ethane b) 2-Methoxy propane c) 1-Methoxy propane d) 1-Butanol 45. When diethyl ether is treated with chlorine, in the presence of light, the product formed is : a) C 2 H 5 Cl b) C 2 H 6 c) CH 3 COCl d) (C 2 Cl 5 ) 2 O 5
KEY ANSWERS for HOME ASSIGNMENT 1. (a) Higher the instability, greater is the reactivity of cycloalkanes. 2. (a) Cyclopropane has a bond angle of 60 0 C. Hence angle strain is maximum in cyclopropane. 3. (b) Cyclobutane is more stable than cyclopropane 4. (c) Cyclopentane 5. (a) Cyclopropane has maximum angle strain. Hence it is the most reactive cycloalkane. 6. (a) PVC has the monomer CH 2 =CHCl (Vinyl chloride) 7. (c) Phenol and formaldehyde undergo condensation polymerization under two different conditions to give a cross linked polymer called bakelite. 8. (b) Elastomers are the polymers having very weak intermolecular forces of attraction between the polymer chain. The weak forces permit the polymer to be stretched. 9. (b) nhoco(ch 2 ) 4 COOH + nh 2 N(CH 2 ) 6 NH 2 K 525 Polymerisation [-C-(CH 2 ) 4 -CO-NH-(CH 2 ) 6 -NH-] n 10. (d) All are not made by Chemist. 11. (b) N[CH 2 =CH-C=CH 2 ] Polymerisation [-CH 2 -CH=C-CH 2 -] Natural rubber is a polymer of isoprene, CH 2 =C(CH 3 )CH=CH 2 which is 2- methylbutadiene. 12. (a) ncf 2 = CF 2 Polymerisation [-CF 2 -CF 2 -] n 13. (b) Polyethylene only Cu 14. (c) CH 3 -CH-CH 3 CH 0 3 -CO-CH 3 + H 2. 300 C Acetone 15. (a) Zymase converts glucose into ethanol. C 6 H 12 O 6 Zymase 2C 2 H 5 OH + 2CO 2 16. (c) Ethyl alcohol forms intermolecular hydrogen bonding while diethyl ether does not form hydrogen bonding. 17. (c) Glycerol has three O-H bonds. Thus three active hydrogen atoms 18. (d) Solubility of alcohol increases with branching. 6
19. (a) CH 3 OH is a component in pyrolingneous acid which is a fraction obtained by destructive distillation of wood. Hence methanol is known as wood spirit. 20. (a) I and II. 21. (b) 2C 2 H 5 I + Ag 2 O C 2 H 5 -O-C 2 H 5 + 2Agl. Diethyllether 22. (a) C 2 H 5 -O-C 2 H 5 + HI C 2 H 5 OH + C 2 H 5 I. 23. (b) C 6 H 5 ONa + C 2 H 5 I - NaI C 6 H 5 OC 2 H 5 24. (c) Grignard reagents react with chloro derivatives of ethers to form higher homologues. 25. (c) Al 2 O 3 at 523K 26. (a) 27. (a) Equimolar mixture of Conc. HCl and anhydrous ZnCl 2 (dehydrating agent) is called Lucas reagent. 28. (d) Water gas is mixed with half its volume of hydrogen. The mixture is compressed to approximately 200-300 atmospheres. It is then passed over a catalyst (ZnO + Cr 2 O 3 ) at 300 0 C. methyl alcohol vapours are formed which are condensed. ZnO Cr2O3 CO + 2H 2 CH 3 OH 0 300 C Compressed gas Methanol 29. (c) Primary alcohol on oxidation give aldehyde which on further oxidation give carboxylic acid whereas secondary alcohols give ketone. 30. (a) 31. (a) 32. (b) 33. (c) CH 3 OH does not have CH(OH)CH 3 grouping hence it will not form yellow precipitate with an alkaline solution of iodine (haloform reaction). 34. (c) Ethylene oxide when treated with Grignard Reagent gives primary alcohol. 35. (d) The C-O bond has very little polarity and oxygen is comparatively inert. 36. (b) Conc. H 2 SO 4 only 7
37. (b) Polyethylene terephthalate 38. (a) 1, 2, 2 C 6 H 12 O 6 2C 2 H 5 OH + 2CO 2 39. (a) Protonation of alcohol 40. (c) 4(C-C-) bonds. 41. (a) CH 3 -C-CH 2 -CH 3 42. (c)we know that polytetrafluoroethylene or reflon is a rough material, resistance to heat and bad conductor of electricity. Therefore it is used for conating the cookware to make them non-sticky. 43. (c) As simple ether is a symmetrical ether. Example : CH 3 -O-CH 3 (Both alkyl groups should be same). Re d P / HI 44. (a) C 2 H 5 -O-C 2 H 5 + 2HI 2C 2 H 5 I 2C 2 H 6. 45. (d) C 2 H 5 -O-C 2 H 5 + 10Cl 2 (C 2 Cl 5 ) 2 O + 10HCl THANK YOU Dr. Shashikant Goled. Matruchaya P.U. college, Sedam Dist: Gulbarga e-mail:sngoled@gmail.com 8