Compound A (C8H10) absorbs 3 equivalents of H2 during catalytic reduction over Pd/C to give Compound B (C8H16). Ozonolysis of Compound A gives cyclopentanone and other products. Treatment of Compound A with NaNH2 and then bromoethane gives Compound C (C10H14). Draw the structures of Compounds A, B, and C. I Select to Draw C 1. NaNH2 2. CH3CH2Br Select to Draw A 1.03 2. Zn, H₂O Q

Compound A (C8H10) absorbs 3 equivalents of H2 during catalytic reduction over Pd/C to give Compound B (C8H16). Ozonolysis of Compound A gives cyclopentanone and other products. Treatment of Compound A with NaNH2 and then bromoethane gives Compound C (C10H14). Draw the structures of Compounds A, B, and C. I Select to Draw C 1. NaNH2 2. CH3CH2Br Select to Draw A 1.03 2. Zn, H₂O Q

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter14: Conjugated Compounds And Ultraviolet Spectroscopy

Section14.SE: Something Extra

Problem 50AP: -Ocimene is a pleasant-smelling hydrocarbon found in the leaves of certain herbs. It has the...

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Concept explainers

Organomagnesium compounds

The interaction of alkyl halide with Mg metal in a suitable ether solvent is the common method for the synthesis of the Grignard reagent.

Hydrolysis Grignard Reactions and Reduction

Organomagnesium halides are Grignard reagents. Francois Auguste Victor Grignard, a French chemist who received the Nobel Prize in Chemistry in 1912, created these highly useful reagents.

Question

Compound A (C8H10) absorbs 3 equivalents of H2 during
catalytic reduction over Pd/C to give Compound B (C8H16).
Ozonolysis of Compound A gives cyclopentanone and other
products. Treatment of Compound A with NaNH2 and then
bromoethane gives Compound C (C10H14). Draw the structures
of Compounds A, B, and C.
I
Select to Draw
C
1. NaNH2
2. CH3CH2Br
Select to Draw
A
1.03
2. Zn, H₂O
Q

I
I
I
I
I
I
Select to Draw
C
1. NaNH2
2. CH3CH2Br
Select to Draw
A
H2, Pd/C
Select to Draw
B
<
1.03
2. Zn, H₂O
O
Q

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