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

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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
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