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Details

Stereochemistry ACHIRAL
Molecular Formula C4H10F3NS
Molecular Weight 161.189
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIETHYLAMINOSULFUR TRIFLUORIDE

SMILES

CCN(CC)S(F)(F)F

InChI

InChIKey=CSJLBAMHHLJAAS-UHFFFAOYSA-N
InChI=1S/C4H10F3NS/c1-3-8(4-2)9(5,6)7/h3-4H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C4H10F3NS
Molecular Weight 161.189
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Diethylaminosulfur trifluoride (DAST) has proven itself to be an extremely popular reagent for nucleophilic fluorination, due to its ease of handling and versatility. It has regularly been employed in a myriad selective fluorinations of alcohols, alkenols, carbohydrates, ketones, sulfides, epoxides, thioethers, and cyanohydrins. In addition some novel organic cyclizations are possible when DAST is employed as a reagent.

Originator

Sources: S. P. von Halasz and O. Glemser, Chem. Ber., 104, 1247 (1971).
Curator's Comment: reference retrieved from http://orgsyn.org/demo.aspx?prep=cv6p0440

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Synthesis and antimicrobial activity of 7-fluoro-3-aminosteroids.
2007 Sep 15
Synthesis of 1,1-Dioxobenzo[b]thiophene-2-ylmethyloxycarbonyl (Bsmoc) protected N-methyl amino acids by reduction of Bsmoc-5-oxazoli-dinones and their use in peptide synthesis.
2009
Synthesis and anti-HIV-1 activity of 1-substiuted 6-(3-cyanobenzoyl) and [(3-cyanophenyl)fluoromethyl]-5-ethyl-uracils.
2009 Sep
First principles insight into the alpha-glucan structures of starch: their synthesis, conformation, and hydration.
2010 Apr 14
Aminodifluorosulfinium salts: selective fluorination reagents with enhanced thermal stability and ease of handling.
2010 May 21
Enantioselective synthesis of β-fluoroamines from β-amino alcohols: application to the synthesis of LY503430.
2010 Oct 15
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 04:29:06 GMT 2023
Edited
by admin
on Sat Dec 16 04:29:06 GMT 2023
Record UNII
78622BV6IJ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIETHYLAMINOSULFUR TRIFLUORIDE
MI  
Systematic Name English
DAST
Common Name English
(T-4)-(N-ETHYLETHANAMINATO)TRIFLUOROSULFUR
Common Name English
DIETHYLAMINOSULFATE TRIFLUORIDE
Systematic Name English
(N,N-DIETHYLAMINO)SULFUR TRIFLUORIDE
Systematic Name English
DAST (FLUORINATING AGENT)
Common Name English
(DIETHYLAMINO)TRIFLUOROSULFUR
Systematic Name English
(DIETHYLAMINO)SULFUR TRIFLUORIDE
Systematic Name English
(DIETHYLAMINO)SULPHUR TRIFLUORIDE
Systematic Name English
DIETHYLAMINOSULFUR TRIFLUORIDE [MI]
Common Name English
TRIFLUORO(DIETHYLAMINO)SULFUR
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID20191484
Created by admin on Sat Dec 16 04:29:06 GMT 2023 , Edited by admin on Sat Dec 16 04:29:06 GMT 2023
PRIMARY
MERCK INDEX
m4394
Created by admin on Sat Dec 16 04:29:06 GMT 2023 , Edited by admin on Sat Dec 16 04:29:06 GMT 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
253-771-2
Created by admin on Sat Dec 16 04:29:06 GMT 2023 , Edited by admin on Sat Dec 16 04:29:06 GMT 2023
PRIMARY
FDA UNII
78622BV6IJ
Created by admin on Sat Dec 16 04:29:06 GMT 2023 , Edited by admin on Sat Dec 16 04:29:06 GMT 2023
PRIMARY
CAS
38078-09-0
Created by admin on Sat Dec 16 04:29:06 GMT 2023 , Edited by admin on Sat Dec 16 04:29:06 GMT 2023
PRIMARY
WIKIPEDIA
DIETHYLAMINOSULFUR TRIFLUORIDE
Created by admin on Sat Dec 16 04:29:06 GMT 2023 , Edited by admin on Sat Dec 16 04:29:06 GMT 2023
PRIMARY
PUBCHEM
123472
Created by admin on Sat Dec 16 04:29:06 GMT 2023 , Edited by admin on Sat Dec 16 04:29:06 GMT 2023
PRIMARY