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235253

二乙胺基三氟化硫

Name: 二乙胺基三氟化硫
Brand: ALDRICH

95%

别名:

DAST, 二乙氨基三氟化硫

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关于此项目

线性分子式:

(C₂H₅)₂NSF₃

化学文摘社编号:

38078-09-0

分子量:

161.19

UNSPSC Code:

12352101

NACRES:

NA.22

PubChem Substance ID:

24854092

EC Number:

253-771-2

Beilstein/REAXYS Number:

1849066

MDL number:

MFCD00000363

Assay:

95%

Form:

liquid

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属性

Quality Level

100

assay

95%

form

liquid

bp

30-32 °C/3 mmHg (lit.)

density

1.22 g/mL at 25 °C (lit.)

functional group

amine

storage temp.

2-8°C

SMILES string

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

InChI

1S/C4H10F3NS/c1-3-8(4-2)9(5,6)7/h3-4H2,1-2H3

InChI key

CSJLBAMHHLJAAS-UHFFFAOYSA-N

说明

General description

二乙氨基三氟化硫（DAST）是一种氟化试剂，用于合成含氟化合物和开环反应。

Application

氟化剂：与醇和羰基化合物反应，综述
关于亲核氟化的综述。
在使用叔环丙基甲硅烷基醚进行Friedel-Crafts烯丙基化和均聚醇重排成不饱和醛过程中的催化剂。
在26-氟-埃坡霉素的合成中，氟甲基的早期引入可在进一步的操作过程中稳定环氧化物。
可用于多种化合物（包括硫醚、链烯醇和氰醇）的氟化剂。
用于酮基哌啶酸的宝石二氟化试剂。

pictograms

GHS02,GHS05

signalword

Danger

hcodes

H226,H242,H314

pcodes

P210 - P280 - P303 + P361 + P353 - P305 + P351 + P338 - P370 + P378 - P403 + P235

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 3 - Self-react. D - Skin Corr. 1A

supp_hazards

EUH014

存储类别

5.2 - Organic peroxides and self-reacting hazardous materials

wgk

WGK 3

flash_point_f

73.4 °F

flash_point_c

23 °C

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

法规信息

危险化学品

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商品

Diethylaminosulfur Trifluoride (DAST)

Diethylaminosulfur trifluoride (DAST) facilitates nucleophilic fluorination in selective reactions with alcohols, ketones, and other compounds.

Reaction of tertiary cyclopropyl silyl ethers with diethylaminosulfur trifluoride. Part 2: The Friedel-Crafts allylation and cyclopropylation of electron-rich aromatic compounds

Kirihara, Masayuki, et al.

Tetrahedron Letters, 47, 3777-3777 (2006)

Skeletal rearrangements resulting from reactions of 1,6:2,3- and 1,6:3,4-dianhydro-β-D-hexopyranoses with diethylaminosulphur trifluoride.

Jindřich Karban et al.

Organic & biomolecular chemistry, 10(2), 394-403 (2011-11-16)

A complete series of eight 1,6:2,3- and 1,6:3,4-dianhydro-β-D-hexopyranoses were subjected to fluorination with DAST. The 1,6:3,4-dianhydropyranoses yielded solely products of skeletal rearrangement resulting from migration of the tetrahydropyran oxygen (educts of D-altro and D-talo configuration) or of the 1,6-anhydro bridge

DAST-mediated cyclization of α,α-disubstituted-α-acylaminoketones: efficient and divergent synthesis of unprecedented heterocycles.

Aurélien Bigot et al.

Organic letters, 13(2), 192-195 (2010-12-15)

The design of a new potent nonsteroidal ecdysone agonist led to the discovery of a diethylaminosulfur trifluoride (DAST)-mediated cyclization of α,α-disubstituted-α-acylaminoketones. The resulting fluorooxazolines can be ring-opened or selectively substituted by a range of nucleophiles to provide in high yields

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货号	GTIN
235253-1G	04061838784971
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235253-25G	04061838784988