大学有机化学英文版答案

大学有机化学英文版课后习题答案

1.47 which atoms in the following structure have unshared valence electrons? draw in these unshared electrons? . . . .. . C H 3S H . . . . C H 3 -N -C H 3 CH3 . . . . C H 3 C H 2 B r C H 3 C -O.H . . .

. .O

. .

. . C H 3 C -C l . .

.O .

. .

1.52 Which of the following substances are likely to behave as Lewis acids and which as Lewis base ?L ew is acid A lB r 3 H F L ew is base C H 3 SC H 3 C H 3 C H 2 N H 2

1.61 Use figure 1.16 to order the following molecules according to increasing positive character of the carbon atom:C H 3L i C H 3I C H 3N H 2 C H 3O H C H 3F

大学有机化学英文版课后习题答案

2.43 Draw structural formulas for each of the following substances a) 2-methylheptane b) 4-ethyl-2-methylhexane c) 4-ethyl-3,4-dimethyloctane d) 2,4,4-trimethylheptane

e) 1,1-dimethylcyclopentane f)4-isopropyl-3-methylheptane 2.44 Give IUPAC names for the following alkanes:CH3 (a ) C H 3C H 2C H 2C H C H C H 3 CH3 (b ) CH3 C H 3C H 2C H 2C H C H C H 3(c ) CH3 C H 2C H 3

(d )

C H 2C H 3 C H 3C H 2C C H 2C H 3 C H 2C H 3

C H 3C H C H 2C C H 3 C H 2C H 3

C H 2C H 2C H 2C H 3

2,3-dimethylhexane

4-isopropyloctane

4-ethyl-2,4-dimethylhexane 3,3-diethylpentane

大学有机化学英文版课后习题答案

2.46 Give IUPAC names for the following compounds:(a ) CH3(b )

CH3 (c ) H CH3 H

H 3C H

CH3 H

methylcycloheptane cis-1,3-dimethylcyclopentane trans-1,2-dimethylcyclohexane

(d )

(e ) H 3CCH3

CH3 CH3

1,1,4-trimethylcyclohexane trans-1-isopropyl-2-methylcyclobutane

大学有机化学英文版课后习题答案

2.52 Sighting along the C2-C3 bond of 2-methylbutane, there are two different staggered conformations. Draw them both in Newman projection, tell which is more stable, and explain your choice.H H H 3C CH3 H CH3

H H H 3C H CH3

more stableCH3

2.53 Sighting along the C2-C3 bond of 2-methylbutane(see problem 2.52), there are also two possible eclipsed comformations. Draw them both in Newman projection, tell which you think is lower in energy, and explain.H HH CH 3

H H 3C

CH3 CH3

H H 3C

more stableCH3 H

大学有机化学英文版课后习题答案

3.28 Which of the following are most likely to behave as electrophiles, and which as nulceophiles?electrophilesHg2+

+ CH3

nulceophiles

Cl

-

N (C H 3 ) 3 C N -

3.29 Give IUPAC names for the following alkenes:CH3 (a ) C H 3C H = C H C H C H 2C H 3

(d)

H 2 C =C =C H C H 3

4-methyl-2-hexeneCH3 (b ) CH3

1,2-butadiene

3.30 Name the following cycloalkenes by IUPAC rules:1,5-dimethylcyclopentene

3.31 Draw structures corresponding to the following IUPAC names(c) 1,5-octadiene (d)4-methyl-1,2-pentadiene

(e) cis-4,4-dimethyl-2-hexene

(f) (E)-3-methyl-3-heptene

大学有机化学英文版课后习题答案

3.32 Draw structures of the following cycloalkenes(a) cis-4,5-dimethylcyclohexeneH 3C H 3C

3.33 The following names are incorrect. Draw each molecule, and give its correct name.(a) 1-methyl-2-cyclopenteneC H3

(c) 6-ethylcyclohepteneC 2H 5

3-methylcyclopentene

4-ethylcycloheptene

3.43 Assign E or Z configuration to the following alkenes:O

(a )

HOCH2 C H 3C C

CH3

(b )

HOC C Cl C

H

ZH

ZOCH3

3.47 Name the following cycloalkenes : Cl (c) C l cis-3,5-di

chlorocyclopenteneH H

3.51give an example of each of the following:(a) An electrophile H + (b) A nucleophile (c) An oxygen-containing functional group: -O HN (C H 3 ) 3

大学有机化学英文版课后习题答案

4.25 Give IUPAC names for the following compounds:C H 2C H 2C H 3 (b ) C H 3 C H = C H C H C H 2 C CH

CH3 (d ) HC C C H 2C CCHCH3

4-propyl-5-hepten-1-yne

6-methyl-1,4-heptadiyne

4.26 Draw structural corresponding to the following IUPAC names (a) 3-ethyl-1-heptyne (b) 3,5-dimethyl-4-hexen-1-yne 4.32 Predict the products of the following reactions. Indicate regioselectivity where relevant. (The aromatic ring is inert to all the indicated reagents)Pd (a ) sty ren e

+

H2

C H 2C H 3

(b )

sty r e n e

+

B r2

C H B rC H 2 B r

N aO H(c ) sty r e n e

+

HBr

C H B rC H 3

C H O H C H 2O H

(d )

sty ren e

+

K M nO 4

H 2O

大学有机化学英文版课后习题答案

4.33 Suggest structure for alkenes that give the following reaction products. There may by more than one answer for some cases.H 2 /P d ca ta ly st (a ) B r 2 in C H 2 C l 2 (b ) 2 ,3 -D ib ro m o -5 -m eth y lh ex a n e 2 -m eth y lh ex a n e

HBr (c ) 2 -b r o m o -3 -m e th y lh e p ta n e

K M n O 4 ,O H (d ) H 2O

-

CH3

OHOH

C H 3C H C H 2C H C H C H 2C H 3

4.38 Give the structure of an alkene that yields the following keto acid on reaction with KMnO4 in aqueous acid:K M nO 4 H 3O + O O H O C C H 2C H 2C H 2C H 2C C H 3

4.40 What alkynes would you hydrate to obtain the following ketones?CH3 (a ) O(b ) O CH3

C H 3C H C H 2C C H 3

大学有机化学英文版课后习题答案

4.42 Predict the product of the following reactions on 1-hexyne:Br1 e q u iv H B r (a )1 e q u iv C l 2

H Cl Cl

(b )

H 2 , L in d la r ca ta ly st (c )

4.43 Predict the product of the following reactions on 5-decyne:H 2 , L in d la r c a ta ly st (a )

Br 2 eq u iv B r 2 (b ) Br Br O

Br

H 2 O ,H 2 S O 4 ,H g S O 4 (c )

4.46 Using 1-butyne as the only organic starting material along with any inorganic regents needed, how would you synthesize the following compounds O H O ,H S O ,H g S O(d) 2-butanone(CH3CH2COCH3)2 2 4 4

大学有机化学英文版课后习题答案

5.26 Give IUPAC names for the following compounds:CH3COOH (b …… 此处隐藏：4984字，全部文档内容请下载后查看。喜欢就下载吧 ……