e) 9-bromo 5-methyl 2-nonene -----H2, Ni 900°C---------- ? (name, str, stereochem) Cl2, CH2C12 f) cyclopentene ? (name, str, stereochem) CHOH g) ? (name, str, stereochem) -- hydroboration ----- achiral 3-methyl-1-butanol CH-CH

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
Problem 28VC
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yredict the NAME, STRUCTURE and
STEREOCHEMISTRY of the BEST ORGANIC REACTANT or the MAJOR
ORGANIC product for the following reactions:
Transcribed Image Text:yredict the NAME, STRUCTURE and STEREOCHEMISTRY of the BEST ORGANIC REACTANT or the MAJOR ORGANIC product for the following reactions:
e) 9-bromo 5-methyl 2-nonene -----H2, Ni 900°C----------
? (name, str, stereochem)
Cl2, CH2C12
f) cyclopentene
? (name, str, stereochem)
CHOH
CH
9) ? (name, str, stereochem)
hydroboration
achiral 3-methyl-1-butanol
-----
CH-CH
CH
h) ? (name, str, stereochem) -----cold dilute KMNO4---- (±) erythro pentane 2,3 diol
CH2
H-
H HOH
CHCH,
i) ? (name, str, stereochem) --- O3, (CH3)2S ·
CH3CH2CHO
Transcribed Image Text:e) 9-bromo 5-methyl 2-nonene -----H2, Ni 900°C---------- ? (name, str, stereochem) Cl2, CH2C12 f) cyclopentene ? (name, str, stereochem) CHOH CH 9) ? (name, str, stereochem) hydroboration achiral 3-methyl-1-butanol ----- CH-CH CH h) ? (name, str, stereochem) -----cold dilute KMNO4---- (±) erythro pentane 2,3 diol CH2 H- H HOH CHCH, i) ? (name, str, stereochem) --- O3, (CH3)2S · CH3CH2CHO
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