Chemical Forums
1 Hour
1 Day
1 Week
1 Month
Forever
April 29, 2024, 12:50:08 AM
Forum Rules
: Read This Before Posting
Home
Help
Search
Login
Register
Chemical Forums
Chemistry Forums for Students
Organic Chemistry Forum
Detritylation
« previous
next »
Print
Pages: [
1
]
Go Down
Topic: Detritylation (Read 2045 times)
0 Members and 1 Guest are viewing this topic.
vamsikrishna
Regular Member
Posts: 10
Mole Snacks: +0/-0
Detritylation
«
on:
February 23, 2017, 08:23:18 PM »
W. P. Jencks, J. Am. Chem. Soc., 1972, 94, 4731
Can someone please kindly provide me the above mentioned article. Can someone kindly provide the mechanism for detritylation using catalyst sodium bisulphite.
Logged
AWK
Retired Staff
Sr. Member
Posts: 7979
Mole Snacks: +555/-93
Gender:
Re: Detritylation
«
Reply #1 on:
February 23, 2017, 11:59:08 PM »
Trityl is removed in acidic conditions. pH of NaHSO
3
is about 4.5. May be this is a simple acid catalysis (if works).
Logged
AWK
sjb
Global Moderator
Sr. Member
Posts: 3652
Mole Snacks: +222/-42
Gender:
Re: Detritylation
«
Reply #2 on:
February 24, 2017, 03:04:53 AM »
Looking at the front page,
http://pubs.acs.org/doi/pdf/10.1021/ja00768a052
I would concur with AWK
Logged
AWK
Retired Staff
Sr. Member
Posts: 7979
Mole Snacks: +555/-93
Gender:
Re: Detritylation
«
Reply #3 on:
February 24, 2017, 03:57:59 AM »
Trityl is used for protection of -OH and -NH
2
groups but this information is missing in post of
vamsikrishna
.
In link given to one of Jenks 2 pages publication (from series) general consideration on acid-base catalysis are given. From the first page of Jenks reference
vamsikrishna
can can discuss his/her case, we only can guess.
Deprotection of group consists of two steps: catalysis and reaction. The reaction can be modified or facilitated by solvent and reagent used for deprotection.
Logged
AWK
Print
Pages: [
1
]
Go Up
« previous
next »
Sponsored Links
Chemical Forums
Chemistry Forums for Students
Organic Chemistry Forum
Detritylation