ChemicalBook
Chinese Japanese Germany Korea

Diethylaminosulfur trifluoride

Fluorinating reagents Uses Preparation Reactions Precautions
Diethylaminosulfur trifluoride
Diethylaminosulfur trifluoride structure
CAS No.
38078-09-0
Chemical Name:
Diethylaminosulfur trifluoride
Synonyms
DAST;ET2NSF3;amino)suL;fur trifL;(beta-4)-sulfu;(T-4)-(N-ethyl;DAST【fluorinating agent】;hylaMinosulfurtrifluoride;Diethylaminotrifluorosulfur;(diethylamino)trifluorosulfur
CBNumber:
CB5153161
Molecular Formula:
C4H10F3NS
Formula Weight:
161.19
MOL File:
38078-09-0.mol

Diethylaminosulfur trifluoride Properties

Boiling point:
30-32 °C3 mm Hg(lit.)
Density 
1.22 g/mL at 25 °C(lit.)
refractive index 
1.41-1.416
Flash point:
75 °F
storage temp. 
2-8°C
form 
liquid
pka
-4.87±0.70(Predicted)
Specific Gravity
1.220
Water Solubility 
decomposes
Sensitive 
Moisture Sensitive
Merck 
14,3113
BRN 
1849066
InChIKey
CSJLBAMHHLJAAS-UHFFFAOYSA-N
CAS DataBase Reference
38078-09-0(CAS DataBase Reference)
FDA UNII
78622BV6IJ
NIST Chemistry Reference
Diethylaminosulfur trifluoride(38078-09-0)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS02,GHS05,GHS07,GHS08,GHS06
Signal word  Danger
Hazard statements  H318-H331-H226-H314-H336-H351
Precautionary statements  P210-P260-P280-P303+P361+P353-P305+P351+P338-P370+P378-P304+P340+P310-P310-P402-P233-P240-P241+P242+P243-P264-P301+P330+P331+P310-P303+P361+P353+P310+P363-P305+P351+P338+P310-P403+P235-P405-P501
Hazard Codes  C,T,F
Risk Statements  10-14-20/21/22-34-5-35-40
Safety Statements  16-26-36/37/39-45
RIDADR  UN 2920 8/PG 1
WGK Germany  3
3-10-21
Hazard Note  Corrosive/Keep Cold
HazardClass  8
PackingGroup  I
HS Code  29309070
NFPA 704
3
3 2
W

Diethylaminosulfur trifluoride price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 235253 (Diethylamino)sulfur trifluoride 38078-09-0 1g $36.1 2021-03-22 Buy
Sigma-Aldrich 235253 (Diethylamino)sulfur trifluoride 38078-09-0 5g $85.7 2021-03-22 Buy
TCI Chemical D1868 (Diethylamino)sulfur Trifluoride [Fluorinating Reagent] >90.0%(T) 38078-09-0 5g $96 2021-03-22 Buy
TCI Chemical D1868 (Diethylamino)sulfur Trifluoride [Fluorinating Reagent] >90.0%(T) 38078-09-0 25g $302 2021-03-22 Buy
Alfa Aesar A11992 Diethylaminosulfur trifluoride, 95% 38078-09-0 25g $280 2020-06-24 Buy

Diethylaminosulfur trifluoride Chemical Properties,Uses,Production

Fluorinating reagents

N,N-Diethylaminosulfur trifluoride (DAST) is the most widely used fluorinating reagent in this class. It has a similar reactivity to sulfur tetrafluoride, but has the advantage that it can be used in glass vessels at atmospheric pressure. Deoxofluorination reactions with N,N-diethylaminosulfur trifluoride are usually run neat or in anhydrous aprotic solvents, most frequently halogenated solvents, at temperatures of 0- 80 °C. Typically, a stoichiometric amount of the reagent is used for aldehydes and a small excess is used for ketones.
Diethylaminosulfur trifluoride
Diethylaminosulfur trifluoride is the most widely used member of this family of reagents, is a pale yellow liquid that reacts violently with water. DAST is readily obtained from commercial sources (e.g. Aldrich or Lancaster) and can also be prepared by the reaction of N,N-di-ethylaminotrimethylsilane with sulfur tetrafluoride, followed by distillation of the crude product under reduced pressure. DAST is known to be thermally unstable, undergoing either explosion or detonation when heated to > 9°ºC.

Uses

Diethylaminosulfur trifluoride (DAST) is used as a precursor to prepare 2,6-dimethoxybenzoyl fluoride and 2-thiazolines. It is a useful fluorinating agent used for a variety of compounds including alcohols, thioethers, alkenols and cyanohydrins. It also serves as a catalyst for Friedel-Crafts allylation reaction using tertiary cyclopropyl silyl ethers and in the rearrangement of homoallylic alcohols to unsaturated aldehydes. It plays an important role for gem difluorination of ketopipecolinic acids.

Preparation

This preparation of diethylaminosulfur trifluoride is an adaptation of a procedure first described by von Halasz and Glemser.The same procedure can also be used to prepare other dialkylaminosulfur trifluorides by the substitution of the diethylaminotrimethylsilane with other dialkylaminotrimethylsilanes.
preparation of diethylaminosulfur trifluoride
A solution of 96 g (0.66 mole) of diethylaminotrimethylsilane in 100 ml trichlorofluoromethane was added dropwise to a solution of 40 ml (measured at -78°, 0.72 mole) of sulfur tetrafluoride in 200 ml of trichlorofluoromethane at -65° to -60°. The reaction mixture was warmed to room temperature and then distilled to give 88.86 g (84% yield) of diethylaminosulfur trifluoride as a pale yellow liquid, bp 46°-47° (10 mm).

Reactions

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.
Fluorodeoxygenation was achieved using DAST in a preparatively simple synthesis of 5,5-difluoropipecolic acid from glutamic acid.

1,2,2-Trifluorostyrenes can be synthesized using a sequential reaction on the parent a-(trifluoromethyl)phenylethanol with DAST, followed by dehydrohalogenation with lithium bis(trimethylsilyl)amide (LHMDS). This method achieves the trifluorostyrene without requirement of palladium coupling.

DAST was recently used to obtain fluorinated analogues of 3,6-dibromocarbazole piperazine derivatives of 2-propanol (Scheme 7). A series of these analogues are described as the first small and potent modulators of the cytochrome c release triggered by Bid-induced Bax activation in a mitochondrial assay.

Precautions

diethylaminosulfur trifluoride (DAST) reacts violently with water, it is volatile, and is reported to be explosive when heated owing to its calorimetry profile and its rapid dismutation to SF4 and (Et2N)2SF2. Furthermore, its decomposition products are themselves highly reactive and will etch laboratory glassware. Accordingly, DAST must be used with extreme caution, and samples are recommended not to be heated above 90 °C.

Chemical Properties

Pale yellow liquid

Uses

Diethylaminosulfur Trifluoride is a very useful fluorinating agent in chemical synthesis. Diethylaminosulfur Trifluoride is also used as a reagent in the preparation of 2-thiazolines from (1,2)-thioam ido-alcohols.

Uses

Nucleophilic fluorinating reagent.

Diethylaminosulfur trifluoride Preparation Products And Raw materials

Raw materials

Preparation Products


Diethylaminosulfur trifluoride Suppliers

Global( 323)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Nantong Xiaochang Pharmaceutical Trading Co., Ltd.
17602153959 0513-81283365-
sales8@btcpharm.com CHINA 286 58
Henan DaKen Chemical CO.,LTD.
+86-371-66670886
info@dakenchem.com China 21032 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com CHINA 8882 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070
product@chemlin.com.cn CHINA 3013 60
Zjartschem
+86-571-8723 8903 jocelynpan@zjarts.com
+86-571-87063838 jocelynpan@zjarts.com CHINA 997 58
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 29961 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293
+86 0531-67809011 sales@sdzschem.com CHINA 2858 58
Jinan Carbotang Biotech Co.,Ltd.
+86 15866703830
figo.gao@foxmail.com CHINA 2778 58
Chongqing Chemdad Co.,Ltd
+86-19923101450
sales@chemdad.com CHINA 4000 58

Related articles


View Lastest Price from Diethylaminosulfur trifluoride manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-07-22 Diethylaminosulfur trifluoride
38078-09-0
US $780.00 / KG 1KG 98% 1-10mt Baoji Guokang Bio-Technology Co., Ltd.
2021-07-13 (Diethylamino)sulfur trifluoride
38078-09-0
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
2021-07-09 (Diethylamino)sulfur trifluoride
38078-09-0
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd

38078-09-0(Diethylaminosulfur trifluoride)Related Search:


Copyright 2017 © ChemicalBook. All rights reserved