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Answers Key for Quiz 3 - Organic Chemistry I | CHM 2210, Quizzes of Organic Chemistry

Material Type: Quiz; Professor: Saltiel; Class: ORGANIC CHEMISTRY I; Subject: CHEMISTRY; University: Florida State University; Term: Fall 2009;

Typology: Quizzes

Pre 2010

Uploaded on 10/29/2009

mp07h
mp07h 🇺🇸

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CHM 2210-11 10/20/09
Quiz 3
Name: Key Last 4 digits Student. No: ______
1. (6 pts). Complete the following reactions:
Br
K+
O
OH
a.
Pd
b. H2
show stereochemistry
2 (6 pts). Give a step by step mechanism for the following reaction:
OH
OH OHH
H
H2SO4
H2SO4HSO4
++-
+
:
+
++ H2O
ROH
+ ROH2
+
pf3
pf4
pf5

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Quiz 3

Name: Key Last 4 digits Student. No: ______

  1. (6 pts). Complete the following reactions:

Br

K

O

OH

a.

Pd

b.

H 2

show stereochemistry

2 (6 pts). Give a step by step mechanism for the following reaction:

OH

OH (^) O

H H

H

H 2 SO (^4)

+ H^2 SO^4 +^ HSO^4

:

  • H 2 O

ROH

  • ROH (^2)

Quiz 3

Name: Key Last 4 Student No: ______

  1. (6 pts). Give a step by step mechanism for the following reaction:

Br

O

O

Br Br

O

O

Br Br Br

Br Br Br Br

HBr

light light 2 CH 3 CH 2 O.

CH 3 CH 2 O.^ + HBr CH 3 CH 2 OH + Br.

  • Br.
  • HBr +^ Br .

Br.^ + Br.^ Br (^2)

one of three termination steps

  1. (6 pts). Complete the following reactions:

K

O

OH

C 5 H 11 I

I

a.

structure?

O

H

  1. O3, CH2Cl2 O

  2. Zn, H2O

b. +

Quiz 3

Name: Key Last 4 digits Student No: ______

  1. (6 pts). Complete the following reactions:

Br

a.

HBr

ROOR, light

O OH

b.

1) BH 3 ,

  1. NaOH, HOOH
  2. H 2 O

I

c.

HI

  1. (6 pts). Starting from cyclopentanol show a two step synthesis of cis -1,2- dideuteriocyclopentane.

OH

D

D

H 2 SO 4

heat

D 2

Pt

Quiz 3

Name: Key Last 4 Student No: ______

  1. (6 pts). Give the two propagation steps for the free radical bromination of ethylcyclopentane (hints: remember the high selectivity of bromine atoms; what is the sum of the two propagation steps?):

Br

  • Br^.

  • Br 2 + Br.

  • HBr
  1. (6 pts). Complete the following reactions:

a.

H2O

H2SO 4

C 7H14O

OH

[provide the structure(s) of the product(s)]

b. (^) H (^) H

H 2 , Pd

I KOH

CH 3 CH 2 OH

c.