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Chapter 22 Problem Set 5. 1. Incorrect name and structure. CH 3 CHCH 3 │ CH 3 ▬ CH ▬ CH ▬ CH ▬ CH 3 │ │ CH 3 CHCH 3 CH 2 CH 3. 4-ethyl-2,3-diisopropylpentane. 1. Correct name and structure. CH 3 CHCH 3 │ CH 3 ▬ CH ▬ CH ▬ CH ▬ CH 3 │ │ CH 3 CHCH 3 CH 2 CH 3.

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ch 3 chch 3 ch 3 ch ch ch ch 3 ch 3 chch 3 ch 2 ch 3

1.

Incorrect name and structure

CH3CHCH3│CH3 ▬CH▬CH▬CH▬CH3││CH3CHCH3CH2CH3

4-ethyl-2,3-diisopropylpentane

ch 3 chch 3 ch 3 ch ch ch ch 3 ch 3 chch 3 ch 2 ch 31

1.

Correct name and structure

CH3CHCH3│CH3 ▬CH▬CH▬CH▬CH3││CH3CHCH3 CH2CH3

2,3,5-trimethyl-4-isopropylheptane

a 2 2 4 trimethylhexane b 5 methylnonane c 2 2 4 4 tetramethylpentane d 3 ethyl 3 methyloctane

2.

a. 2,2,4-trimethylhexaneb. 5-methylnonanec. 2,2,4,4-tetramethylpentaned. 3-ethyl-3-methyloctane

a 1 isopropylcyclobutane b 1 tertbutyl 3 methylcyclopentane c 1 3 dimethyl 2 propylcyclohexane

3.

a. 1-isopropylcyclobutaneb. 1-tertbutyl-3-methylcyclopentanec. 1,3-dimethyl-2-propylcyclohexane

ch 3 ch 2 ch chch 2 ch 3

6.

a.

CH3CH2CH═CHCH2CH3

b.

CH3CH═CHCH═CHCH2CH3

CH3CHCH═CHCH2CH2CH2CH3 │ CH3

c.

ch c ch 2 ch ch 3 ch 3

7.

a.

CH≡C▬CH2 ▬CH▬CH3│CH3

CH3│CH2═C ▬ C ▬CH2▬CH2▬CH3││CH3CH3

b.

slide11

8.

a.

CH2CH3 ⁄

CH3│

ch 3 ch 3 c ch 3

8.

b.

CH3│CH3▬C ▬ CH3│

│CH3▬C ▬ CH3│ CH3

ch 2 ch 3

8.

c.

CH2CH3│

\CH2CH3

a 1 3 dichlorobutane b 1 1 1 trichlorobutane c 2 3 dichloro 2 4 dimethylhexane d 1 2 difluoroethane

10.

a. 1,3-dichlorobutaneb. 1,1,1-trichlorobutanec. 2,3-dichloro-2,4-dimethylhexaned. 1,2-difluoroethane

slide17

11.

a. 3-chloro-1-buteneb. 1-ethyl-3-methylcyclopentenec. 3-chloro-4-propylcyclopentened. 1,2,4-trimethylcyclohexane

1 bromo 2 methylbenzene or 2 bromo 1 methylbenzene or ortho bromotoluene or o bromotoluene

11.

e.

1-bromo-2-methylbenzeneor2-bromo-1-methylbenzeneorortho-bromotolueneoro-bromotoluene1-bromo-2-methylbenzeneor2-bromo-1-methylbenzeneorortho-bromotolueneoro-bromotoluene

f 1 bromo 2 methylcyclohexane or 2 bromo 1 methylcyclohexane g 4 bromo 3 methylcyclohexene

11.

f. 1-bromo-2-methylcyclohexane or2-bromo-1-methylcyclohexaneg. 4-bromo-3-methylcyclohexene

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