double bond OH d) 2. H0i OH Cold HO HO OH yr Stere OH TSCI gets

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter2: Lewis Structures
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Problem 12CTQ
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Can someone explain 2E the question is asking and this is what my professor said but I am lost as heck now please help here is the question:   The last person said it was TsCl and lithium aluminum hydride so would E have two answers. I am just really confused now.  

Q: Provide the reagents needed to carry out the reactions below (or the product obtained). If
two steps are needed, clearly indicate 1. (reagent A); 2. (reagent B). If separate steps are not indicated, I will assume you mean that all reagents are introduced together. 

dou ble bonas
tundeesring
1. HzSoyladds
double bond)
2.H20i OH Cold
d)
OH
HO.
·Azo,-0H sini Jar to
HO
mC PBA, Places
OH groußs wish Same
Sterochenist.
OH
TsCl
e)
gets rid of OH,
Transcribed Image Text:dou ble bonas tundeesring 1. HzSoyladds double bond) 2.H20i OH Cold d) OH HO. ·Azo,-0H sini Jar to HO mC PBA, Places OH groußs wish Same Sterochenist. OH TsCl e) gets rid of OH,
8:00 1
AA
A bartleby.com
= bartleby
Q&A
Science / Chemistry / Q&A Library / d) 2. H20i OH Cold HO, m...
d) 2. H20i OH Cold HO, mC PRA, Places OH...
Step 3
D) In first step, methylcyclohexanol undergoes
dehydration in the presence of sulfuric acid to form
methylcyclohexene.
this alkene undergoes syn- dihydroxylation using
osmium tetroxide.
both the alkyl group gets attached to the same side.
E) the starting alcohol undergoes tosylation reaction
in an SN2 manner to form to tosylated product.
which further undergoes reduction using Lithium
aluminium hydride to form the final product.
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Transcribed Image Text:8:00 1 AA A bartleby.com = bartleby Q&A Science / Chemistry / Q&A Library / d) 2. H20i OH Cold HO, m... d) 2. H20i OH Cold HO, mC PRA, Places OH... Step 3 D) In first step, methylcyclohexanol undergoes dehydration in the presence of sulfuric acid to form methylcyclohexene. this alkene undergoes syn- dihydroxylation using osmium tetroxide. both the alkyl group gets attached to the same side. E) the starting alcohol undergoes tosylation reaction in an SN2 manner to form to tosylated product. which further undergoes reduction using Lithium aluminium hydride to form the final product. Was this solution helpful?
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