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Aldehydes and Ketones - Quiz #19 - Organic Chemistry | CH 243, Quizzes of Organic Chemistry

Material Type: Quiz; Class: Organic Chemistry; Subject: Chemistry; University: Chemeketa Community College; Term: Summer 2009;

Typology: Quizzes

Pre 2010

Uploaded on 08/18/2009

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CH243 Name_____________
Quiz 19 Aldehydes & Ketones
Due Tue 4/7/09
I.
__ 1. The best reagent(s) for carrying out the following transformation is(are)
A. 1) NaBH4, 2) H3O+ D. 1) LiAlH4 2) H3O+
B. 1) HOCH2CH2OH, H+ 2) NaBH4 3) H+, H2O E. 1) H2, Pt 2) PCC
C. KmnO4, HO-, heat
__ 2. The best reagent(s) for carrying out the following transformation is(are)
A. 1) Phenyl Magnesium Bromide 2) H3O+, heat C. (Ph)3P+-C-HPh, THF
B. 1) Benzyl Magnesium Bromide 2) H3O+, heat D. B & C
E. All of these
__ 3. The best reagent(s) for carrying out the following transformation is(are)
A. 1) CH3Br 2) H3O+ D. 1) CH3Br 2) LiAlH4 3) H3O+
B. 1) CH3MgBr 2) H3O+ E. 1) LiAlH4 2) CH3MgBr 3) H3O+
C. 1) (CH3)2CuLi 2) H3O+
II:
1. Complete the following reactions:
A.
B.
H
O O
H
OH O
O
OO
CH3
CCH3
O
(Ph)3P=CHCH3
C
O
OH
1) H3O+
2) PCC
pf2

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CH243 Name_____________ Quiz 19 Aldehydes & Ketones Due Tue 4/7/ I. __ 1. The best reagent(s) for carrying out the following transformation is(are)

A. 1) NaBH 4 , 2) H 3 O+^ D. 1) LiAlH 4 2) H 3 O+ B. 1) HOCH 2 CH 2 OH, H+^ 2) NaBH 4 3) H+, H 2 O E. 1) H 2 , Pt 2) PCC C. KmnO 4 , HO-, heat

__ 2. The best reagent(s) for carrying out the following transformation is(are)

A. 1) Phenyl Magnesium Bromide 2) H 3 O+, heat C. (Ph) 3 P+-C-HPh, THF B. 1) Benzyl Magnesium Bromide 2) H 3 O+, heat D. B & C E. All of these

__ 3. The best reagent(s) for carrying out the following transformation is(are)

A. 1) CH 3 Br 2) H 3 O+^ D. 1) CH 3 Br 2) LiAlH 4 3) H 3 O+ B. 1) CH 3 MgBr 2) H 3 O+^ E. 1) LiAlH 4 2) CH 3 MgBr 3) H 3 O+ C. 1) (CH 3 ) 2 CuLi 2) H 3 O+

II:

  1. Complete the following reactions: A.

B.

H

O O

H

OH O

O

O CH^3 O

C CH 3

O

(Ph) 3 P=CHCH 3

C

O

  1. H 3 O OH
  1. PCC
  1. The following series shows the intermediates in the formation of an enamine from cyclopentanone. Complete the mechanism by drawing arrows showing electron flow and put in any charges or electrons needed for the acetic acid-catalyzed reaction.
  2. Draw the complete mechanism for acetal formation by reaction of 5-hydroxypentanal with methanol.
  3. Synthesize 1-cyclohexyl-1-pentanol from cyclohexanone using any reagents you choose.

H

O

HO

H+, CH 3 OH O O CH 3 + H 2 O

N N H H O^ N

H

H O C

O CH 3

O N H O N H N H

O