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Assignment 1

Ihfdyii jhfdf hhffu hfddtii hgfy hhgdd hhgg hgdss bhfgh bhhhgf bhfgh bhhhhfddfgggmjj bhhgfg bhhff hhhhuu hhh

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14 views4 pages

Assignment 1

Ihfdyii jhfdf hhffu hfddtii hgfy hhgdd hhgg hgdss bhfgh bhhhgf bhfgh bhhhhfddfgggmjj bhhgfg bhhff hhhhuu hhh

Uploaded by

NIEC COLLEGE
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
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SCH3202

ASSIGNMENT -1
ANSWER ALL THE QUESTIONS AND HAND IN THE SAME
ON MONDAY 7TH SEPTEMBER 2024 BEFORE THE LECTURE
BEGINS.
NB:-NO ASSIGNMENT WILL BE RECEIVED AFTER THAT
1° and 2° alcohols are best treated with such reagents as thionyl chloride (SOCl 2) or phosphorous
tribromide (PBr3). OH PBr3 Br
CH3CH2CH CH3 O CH3CH2CH CH3
CH3CH2OCH2CH3 , 35 C
80%
• When PBr3 is used in place of HBr, the reaction does not involve the
formation of a carbocation and re-arrangement of the carbon skeleton does
not occur (especially if the temperature is kept below 0o C). The Mechanism
is as shown below
+ -
RCH2 OH + Br P Br
R CH2 O H + Br
PBr2
Br
Protonated alkyl
dibromophosphite
- +
Br R CH2 O H RCH2Br + HOPBr2

PBr2
A good leaving group
Write the complete mechanism for each of the following reactions using curly arrows to show
movement of electrons
PBr3
CH3CH CH2CH2CH2 CH3CH CH2CH2CH2
Ether
CH3 OH CH3 Br

PBr3
CH CH3 CH CH3
OH Br

conc. HBr
CH3CH2CH2OH CH3CH2CH2Br
or NaBr, H2SO4,
Heat

Cl
OH
SOCl2
Pyridine
O
P + I2 O Desyl chloride (80%)
CH3CH2OH CH3CH2I Benzoin
+ SO2 + HCl 3
CH3 CH3
HCl
CH3C OH CH3C Cl + H2 O
CH3 CH3
CH3 CH3 CH3
HCl
CH3 C CH CH3 CH3 C CH CH3 but no CH C CH CH3
3

CH3 OH Cl CH3 CH3 Cl

CH3 CH3 CH3


HCl
CH3 C CH2 CH3 C CH2 but no CH3 C CH2

CH3 OH Cl CH3 CH3 Cl

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