2) When molecule 2 is treated with HBr and peroxide one major product is formed. Based off of the NMR below and the reaction conditions, provide the major product in the box below. If multiple stereoisomers of that major product can be made in the reaction, provide only one of them. a) HBr benzoyl peroxide molecule 2 6H 3H 3H 2H 2H 1H PPM b) What would you expect the optical rotation of the major product mixture formed in the reaction from molecule 2 to be? (cirele the correct answer) A Positive or Negative Value Cannot 0° Determine

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter13: Substitution
Section: Chapter Questions
Problem 4E
icon
Related questions
Question

See attached picture.

TABLE 13.3 Correlation of H Chemical Shift with Environment
Chemical
shift (5)
Chemical
shift (5)
Type of hydrogen
Type of hydrogen
Reference
(CH) Si
Saturated
primary
-CH
Alkyl halide
X- CI, Br, I
0.7-1.3
2.5-4.0
-CH-
Saturated
secondary
1.2-1.6
Alcohol
2.5-5.0
(Variable)
H
Alcohol,
ether
3.3-4.5
Saturated
tertiary
1.4-1.8
H.
H.
-H-
Vinylic
4.5-6.5
Allylic
1.6-2.2
Aromatic
Ar-H
6.5-8.0
Methyl
ketone
2.0-2.4
Aldehyde
9.7-10.0
CH
H.
Aromatic
Ar-CH
2.4-2.7
methyl
Carboxylic
acid
11.0-12.0
Alkynyl
-C=C-H
2.5-3.0
©2004 Thomson - Brooks/Cole
o=
o=
Transcribed Image Text:TABLE 13.3 Correlation of H Chemical Shift with Environment Chemical shift (5) Chemical shift (5) Type of hydrogen Type of hydrogen Reference (CH) Si Saturated primary -CH Alkyl halide X- CI, Br, I 0.7-1.3 2.5-4.0 -CH- Saturated secondary 1.2-1.6 Alcohol 2.5-5.0 (Variable) H Alcohol, ether 3.3-4.5 Saturated tertiary 1.4-1.8 H. H. -H- Vinylic 4.5-6.5 Allylic 1.6-2.2 Aromatic Ar-H 6.5-8.0 Methyl ketone 2.0-2.4 Aldehyde 9.7-10.0 CH H. Aromatic Ar-CH 2.4-2.7 methyl Carboxylic acid 11.0-12.0 Alkynyl -C=C-H 2.5-3.0 ©2004 Thomson - Brooks/Cole o= o=
2) When molecule 2 is treated with HBr and peroxide one major product is formed. Based off of the NMR
below and the reaction conditions, provide the major product in the box below. If multiple stereoisomers of that
major product can be made in the reaction, provide only one of them.
a)
HBr
benzoyl peroxide
molecule 2
6H
3H
3H
2H
2H
1H
8.
3
PPM
b) What would you expect the optical rotation of the
major product mixture formed in the reaction from
molecule 2 to be? (circle the correct answer)
A Positive or
Negative Value
Cannot
0°
Determine
Transcribed Image Text:2) When molecule 2 is treated with HBr and peroxide one major product is formed. Based off of the NMR below and the reaction conditions, provide the major product in the box below. If multiple stereoisomers of that major product can be made in the reaction, provide only one of them. a) HBr benzoyl peroxide molecule 2 6H 3H 3H 2H 2H 1H 8. 3 PPM b) What would you expect the optical rotation of the major product mixture formed in the reaction from molecule 2 to be? (circle the correct answer) A Positive or Negative Value Cannot 0° Determine
Expert Solution
steps

Step by step

Solved in 4 steps with 2 images

Blurred answer
Knowledge Booster
Types of Polymers on the Basis of Physical Properties
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:
9780618974122
Author:
Andrei Straumanis
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning