Why should the 1,4-addition product be more stable than the 1,2-addition product? Br H II H₂C=CH-CH-CH₂ 1,2-addition product Br H₂C-CH:CH-CH₂ 1,4-addition product Because the two tetracoordinate sp³-hybridized carbons are farther apart in the 1,4 isomer reducting steric crowding. Because it is a disubstituted alkene and the 1,2 isomer is a monosubstituted alkene. O It shouldn't be more stable because it is a primary alkyl bromide and the 1,4 isomer is a secondant alloul ʼn

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter15: Radical Reactions
Section: Chapter Questions
Problem 14E
icon
Related questions
icon
Concept explainers
Question
Why should the 1,4-addition product be more stable than the 1,2-addition product?
O
O
Br H
IL
H₂C=CH-CH-CH₂
1,2-addition product
Br
H
H₂C-CH:CH-CH₂
1,4-addition product
Because the two tetracoordinate sp³-hybridized carbons are farther apart in the 1,4 isomer reducting steric crowding.
Because it is a disubstituted alkene and the 1,2 isomer is a monosubstituted alkene.
O
It shouldn't be more stable because it is a primary alkyl bromide and the 1,4 isomer is a secondary alkyl bromide.
Transcribed Image Text:Why should the 1,4-addition product be more stable than the 1,2-addition product? O O Br H IL H₂C=CH-CH-CH₂ 1,2-addition product Br H H₂C-CH:CH-CH₂ 1,4-addition product Because the two tetracoordinate sp³-hybridized carbons are farther apart in the 1,4 isomer reducting steric crowding. Because it is a disubstituted alkene and the 1,2 isomer is a monosubstituted alkene. O It shouldn't be more stable because it is a primary alkyl bromide and the 1,4 isomer is a secondary alkyl bromide.
Expert Solution
Step 1

The addition reactions to alkene include 1,2-addition and 1,4-addition.

 

1,2-addition reactions involve the addition of two reactants across the double bond in an "head-to-head" manner, resulting in the formation of an alcohol or an alkyl halide.

 

1,4-addition reactions involve the addition of two reactants across the double bond in a "tail-to-tail" manner, resulting in the formation of a 1,4-addition product, such as a 1,4-diol or a 1,4-diadduct.

steps

Step by step

Solved in 2 steps

Blurred answer
Knowledge Booster
Electronic Effects
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:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning