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Reactions Worksheet - Introduction to Organic Chemistry | CHEM 2300, Assignments of Organic Chemistry

Material Type: Assignment; Class: Intro to Organic Chemistry; Subject: Chemistry; University: University of Wyoming; Term: Unknown 1989;

Typology: Assignments

Pre 2010

Uploaded on 08/19/2009

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Chapter 3 Reaction Worksheet
Lindlar's catalyst
H2
1. CH3C CCH2CH3
2. CH3CH2C CHCH3
CH3
1. O3
2. Zn, H+
3. CH
2
=CH-CH=CH
2
HCl
NaNH
2
4. CH
3
C CCH
2
CH(CH
3
)
2
5. CH3CH2C=CHCH3
CH3
H2O
H+
6. CH3CH-C CH
CH3
HBr
excess
Pd
H2
7. (CH3)2C=CHCH2CH3
pf3
pf4

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Chapter 3 Reaction Worksheet

Lindlar's catalyst

H 2

1. CH 3 C CCH 2 CH 3

2. CH 3 CH 2 C CHCH 3

CH 3

1. O 3

  1. Zn, H

3. CH

2

=CH-CH=CH

2

HCl

NaNH 2

  1. CH 3 C CCH 2 CH(CH 3 ) 2

5. CH 3 CH 2 C=CHCH 3

CH 3

H 2 O

H

6. CH 3 CH-C CH

CH 3

HBr

excess

Pd

H 2

7. (CH 3 ) 2 C=CHCH 2 CH 3

8. CH 2 =CHCH 2 CH 3

1. BH 3

2. H

2

O

2 , NaOH

9. CH 3 CH=CHCH 2 CH 3

KMnO 4

10. CH 3 C CCH 3

H 2 O

H

, HgSO 4

11. CH 3 CH 2 C=CHCH 3

CH 3

Br 2

12. CHCH 3

HBr

13. HC CCH 2 CH 3

H

2 (excess)

Ni

14. CH 3 CH 2 C CCH 3

O

2

15. (CH 3 ) 2 CHC CH

NaNH 2

16. (CH 3 ) 2 CHC=CHCH 3

CH 3

1. BH

3

  1. H 2 O 2 , NaOH

Solutions

  1. CH 3

C C

CH 2 CH 3

H H (^) cis!

  1. CH 3 CH 2 C

CH 3

O (^) + O CHCH 3

  1. CH 3 - CH=CH-CH 2 - Cl + CH 3 - CH-CH=CH 2

Cl

  1. No reaction!

  2. CH 3 CH 2 C-CH 2 CH 3

CH 3

OH

  1. CH 3 CH-C CH 3

CH 3

Br

Br

  1. (CH 3 ) 2 CHCH 2 CH 2 CH 3

  2. CH 2 - CH 2 CH 2 CH 3

OH

  1. CH 3 CH-CHCH 2 CH 3

OH OH

  1. CH 3 CH CCH 3

OH

CH 3 CH 2 CCH 3

O

Br

  1. CH 3 CH 2 C-CHCH 3

CH 3

Br

CH 2 CH 3

Br

  1. CH 3 CH 2 CH 2 CH 3

  2. CO 2 + H 2 O

  3. (CH 3 ) 2 CHC C:

  • Na
  1. (CH 3 ) 2 CHCH-CHCH 3

CH 3

OH

  1. CH 3 CH-CH 2 CH 2 - CH-CH 3

Br Br

  1. CH 3 C-CH 2 CH 2 CH 3

CH 3

OH

CH 3 CH 2 CH 3

H H cis!

  1. CH 3 CH 2 C C-CHCH 2 CH 3

Br CH 3

Br

Br

Br

  1. H 2 C CCH(CH 3 ) 2

OH

CH 3 CCH(CH 3 ) 2

O

  1. CH 3 - CHCHCH 2 CH 3

CH 3

Cl