Fluorinating reagents Preparation Reactions Precautions
ChemicalBook > CAS DataBase List > Diethylaminosulfur trifluoride

Diethylaminosulfur trifluoride

Fluorinating reagents Preparation Reactions Precautions
Product Name
Diethylaminosulfur trifluoride
CAS No.
38078-09-0
Chemical Name
Diethylaminosulfur trifluoride
Synonyms
DAST;ET2NSF3;DIETHYLAMINOSULPHUR TRIFLUORIDE;(diethylamino)trifluorosulfur;Diethylamine sulfur trifluoride;amino)suL;fur trifL;(beta-4)-sulfu;(T-4)-(N-ethyl;Oleamide 301-02-0
CBNumber
CB5153161
Molecular Formula
C4H10F3NS
Formula Weight
161.19
MOL File
38078-09-0.mol
More
Less

Diethylaminosulfur trifluoride Property

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
solubility 
Benzene, Chloroform (Slightly)
pka
-4.87±0.70(Predicted)
form 
liquid
Specific Gravity
1.220
color 
Colorless to Yellow to Orange
Water Solubility 
decomposes
Sensitive 
Moisture Sensitive
Merck 
14,3113
BRN 
1849066
Exposure limits
ACGIH: TWA 2.5 mg/m3
NIOSH: IDLH 250 mg/m3
Stability:
Reacts with Moisture in the Air, Reacts With Moisture In The Air, Unstable in So
InChIKey
CSJLBAMHHLJAAS-UHFFFAOYSA-N
CAS DataBase Reference
38078-09-0(CAS DataBase Reference)
NIST Chemistry Reference
Diethylaminosulfur trifluoride(38078-09-0)
More
Less

Safety

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
F 
3-10-21
Hazard Note 
Corrosive/Keep Cold
HazardClass 
8
PackingGroup 
I
HS Code 
29309070
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H226Flammable liquid and vapour

H242Heating may cause a fire

H314Causes severe skin burns and eye damage

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
235253
Product name
(Diethylamino)sulfur trifluoride
Packaging
1g
Price
$44.5
Updated
2024/03/01
Sigma-Aldrich
Product number
235253
Product name
(Diethylamino)sulfur trifluoride
Packaging
5g
Price
$104
Updated
2024/03/01
TCI Chemical
Product number
D1868
Product name
(Diethylamino)sulfur Trifluoride [Fluorinating Reagent]
Purity
>90.0%(T)
Packaging
5g
Price
$102
Updated
2024/03/01
TCI Chemical
Product number
D1868
Product name
(Diethylamino)sulfur Trifluoride [Fluorinating Reagent]
Purity
>90.0%(T)
Packaging
25g
Price
$323
Updated
2024/03/01
Alfa Aesar
Product number
A11992
Product name
Diethylaminosulfur trifluoride, 95%
Packaging
5g
Price
$108
Updated
2024/03/01
More
Less

Diethylaminosulfur trifluoride Chemical Properties,Usage,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 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.

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.

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. Soluble in most non-polar organic solvents, commonly used in CH2Cl2, CHCl3 and CCl4.

Uses

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

Application

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.

Diethylaminosulfur trifluoride Preparation Products And Raw materials

Raw materials

Trichlorofluoromethane Sulfur tetrafluoride Trimethylsilyl cyanide Acetone N,N-Diethyl-1,1,1-trimethylsilylamine Diethylamine Carbon dioxide Sodium hydroxide

Preparation Products

2-BENZYL-2,3-DIHYDROISOQUINOLIN-4(1H)-ONE HYDROCHLORIDE
More
Less

Diethylaminosulfur trifluoride Suppliers

Americas 1 Belgium 4 Canada 2 China 325 China Hong Kong 1 Europe 1 France 2 Germany 7 India 31 Italy 1 Japan 7 Switzerland 3 The Netherlands 1 United Kingdom 22 United States 53 Global 461
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
Advantage
62
HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
Advantage
60
Alfa Chemistry
Tel
Fax
1-516-927-0118
Email
Info@alfa-chemistry.com
Country
United States
ProdList
24072
Advantage
58
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
Aceschem Inc.
Tel
+1-817863-6948 +1-（817）863-6948
Email
sales@aceschem.com
Country
United States
ProdList
19632
Advantage
58
Alfa Chemistry
Tel
Email
info@alfa-chemistry.com
Country
United States
ProdList
2344
Advantage
58
Aston Chemical
Tel
13000000000
Email
sales@astonchem.com
Country
United States
ProdList
1634
Advantage
58
CarboMer, Inc.
Tel
--
Fax
--
Email
sales@carbomer.com
Country
United States
ProdList
4026
Advantage
67
Crescent Chemical Company
Tel
--
Fax
--
Email
fran@creschem.com
Country
United States
ProdList
1441
Advantage
58
SynQuest Laboratories, Inc.,
Tel
--
Fax
--
Country
United States
ProdList
2301
Advantage
58
Wilshire Technologies, Inc.
Tel
--
Fax
--
Email
info@wilshiretechnologies.com
Country
United States
ProdList
893
Advantage
58
Chemphtec Corporation
Tel
--
Fax
--
Email
fo@chemphtec.com
Country
United States
ProdList
2181
Advantage
58
Fluorochem Ltd.
Tel
--
Fax
--
Email
enquiries@fluorochem.co.uk
Country
United States
ProdList
4583
Advantage
58
Redox Scientific
Tel
--
Fax
--
Email
info@redoxsci.com
Country
United States
ProdList
2380
Advantage
58
TCI America, Inc. (Tokyo Chemical Industry Co., Ltd.)
Tel
--
Fax
--
Email
.Crew@tcichemicals.com
Country
United States
ProdList
3164
Advantage
58
MilliporeSigma (Sigma-Aldrich Corp.)
Tel
--
Fax
--
Email
@sial.com
Country
United States
ProdList
5414
Advantage
58
eNovation Chemicals LLC
Tel
--
Fax
--
Email
ales@eNovationChem.com
Country
United States
ProdList
1673
Advantage
58
Alichem Inc.
Tel
--
Fax
--
Email
sales@alichem.com
Country
United States
ProdList
6167
Advantage
58
2A Biotech USA
Tel
--
Fax
--
Email
info@2abiotech.com
Country
United States
ProdList
1785
Advantage
58
SynQuest Laboratories, Inc. (Part of Central Glass Co., Ltd.)
Tel
--
Fax
--
Email
nfo@synquestlabs.com
Country
United States
ProdList
1897
Advantage
58
Oakwood Products, Inc.
Tel
--
Fax
--
Email
sales@oakwoodchemical.com
Country
United States
ProdList
6193
Advantage
74
VWR International, LLC.
Tel
--
Fax
--
Email
@sargentwelch.com
Country
United States
ProdList
6262
Advantage
58
OChem Incorporation
Tel
--
Fax
--
Email
sales@ocheminc.com
Country
United States
ProdList
6501
Advantage
60
Spectrum Chemical Mfg. Corp.
Tel
--
Fax
--
Email
marketing@spectrumchemical.com
Country
United States
ProdList
3113
Advantage
60
Sinova Inc.
Tel
--
Fax
--
Email
sales@sinovainc.com
Country
United States
ProdList
4009
Advantage
58
SynQuest Laboratories, Inc.
Tel
--
Fax
--
Email
info@synquestlabs.com
Country
United States
ProdList
6871
Advantage
62
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
Frontier Scientific, Inc.
Tel
--
Fax
--
Email
sales@frontiersci.com
Country
United States
ProdList
6222
Advantage
86
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
WBV international Limited
Tel
--
Fax
--
Email
kelvin@webringvalue.com
Country
United States
ProdList
51
Advantage
0
Accela ChemBio Inc.
Tel
--
Fax
--
Email
info@accelachem.com
Country
United States
ProdList
1054
Advantage
50
HBCChem, Inc.
Tel
--
Fax
--
Email
Sales@hbcchem-inc.com
Country
United States
ProdList
887
Advantage
50
Anvia Chemicals, LLC
Tel
--
Fax
--
Email
sales@anviachem.com
Country
United States
ProdList
3933
Advantage
0
Wilshire Chemical Company Inc.
Tel
--
Fax
--
Email
WilshrChem@AOL.COM
Country
United States
ProdList
3498
Advantage
58
HBCChem Inc.
Tel
--
Fax
--
Email
sales@hbcchem-inc.com
Country
United States
ProdList
4569
Advantage
30
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6962
Advantage
56
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
Chem-Impex International, Inc.
Tel
--
Fax
--
Country
United States
ProdList
6730
Advantage
64
Pfaltz & Bauer, Inc.
Tel
--
Fax
--
Email
sales@pfaltzandbauer.com
Country
United States
ProdList
6828
Advantage
72
INDOFINE Chemical Company, Inc.
Tel
--
Fax
--
Email
chemical@indofinechemical.com
Country
United States
ProdList
6176
Advantage
69
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
2A PharmaChem USA
Tel
--
Fax
--
Email
sales@2apharmachem.com
Country
United States
ProdList
6137
Advantage
39
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
APAC Pharmaceutical, LLC
Tel
--
Fax
--
Email
sales@apacpharma.com
Country
United States
ProdList
6322
Advantage
38
Chemiplus Corporation
Tel
--
Fax
--
Email
okazaki@chemiplus.com
Country
United States
ProdList
3198
Advantage
38
TimTec Corporation
Tel
--
Fax
--
Country
United States
ProdList
1945
Advantage
58
Advance Scientific & Chemical
Tel
--
Fax
--
Email
sales@advance-scientific.com
Country
United States
ProdList
6419
Advantage
71
Alfa Aesar
Tel
--
Fax
--
Email
tech@alfa.com
Country
United States
ProdList
6814
Advantage
81
More
Less

View Lastest Price from Diethylaminosulfur trifluoride manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
Diethylaminosulfur trifluoride 38078-09-0
Price
US $50.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-11-20
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Diethylaminosulfur trifluoride 38078-09-0
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-22
Baoji Guokang Bio-Technology Co., Ltd.
Product
Diethylaminosulfur trifluoride 38078-09-0
Price
US $780.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1-10mt
Release date
2021-06-03

38078-09-0, Diethylaminosulfur trifluorideRelated Search:

Sulfur tetrafluoride Sulfur hexafluoride Diethylaminoethanol Sulfur Ammonia Bis(2-methoxyethyl)aminosulfur trifluoride Hydrogen Sulfide MORPHOLINOSULFUR TRIFLUORIDE Dimethylamine Ammonium hydrogen difluoride Ethylamine Sulphur Methylamine DIMETHYLAMINOSULFUR TRIFLUORIDE Diethylamine N-Ethylmethylamine Ammonium fluoride Diethylaminosulfur trifluoride

  • (beta-4)-sulfu
  • (diethylamino)trifluorosulfur
  • (Diethylethan-aminato)trifluorosulfur
  • (N,N-diethylamino)sulfurtrifluoride
  • (N-ethylethanaminato)-trifluorosulfur
  • Diethylamino-schwefeltrifluorid
  • Diethylaminotrifluorosulfur
  • ethanamine,N-ethyl-,sulfurcomplex
  • Sulfur, (N-ethylethanaminato)trifluoro-, (T-4)-
  • sulfur,(N-ethylethanaminato)trifluoro-,(t-4)-
  • trifluoro(diethylamino)sulfur
  • SULFUR TRIFLUORIDE DIETHYLAMINE COMPLEX
  • DIETHYLAMINOSULFUR TRIFLUORIDE
  • DIETHYLAMINOSULPHUR TRIFLUORIDE
  • DAST
  • ET2NSF3
  • Diethylaminosulphur trifluoride (DAST)
  • Diethylaminosulphurtrifluoride(DAST)97%
  • DIETHYLAMINOSULFUR TRIFLUORIDE (DAST)
  • diethyl(trifluoro-sulfanyl)amine
  • (DiethylaMino)sulfur trifluoride technical, packed in PTFE bottles, >=90% (NMR)
  • B twoaMino threesulfur fluoride
  • (Diethylamino)sulfur trifluoride solution
  • DAST solution in dichloromethane
  • (Diethylamino)sulfur trifluoride solution 1.0 M in dichloromethane
  • amino)suL
  • fur trifL
  • DAST (diethylaminosulfur trifluoride)
  • (Diethylamino)sulfur(IV) trifluoride
  • DAST【fluorinating agent】
  • Diethylaminosulfur(IV) trifluoride
  • Diethylaminotrifluorosulfur(IV)
  • Diethylaminosulfur trifluoride,95%
  • (Diethylamino)sulphur trifluoride 97%
  • (T-4)-(N-ethyl
  • DiethylaMinosulfate Trifluoride
  • DAST Sulfur Trifluoride Diethylamine Complex
  • hylaMinosulfurtrifluoride
  • DIETHYLAMINOSULFUR TRIFLUORIDE FOR SYNTH
  • DiethylaMinosulfur trifluoride, 95% 25GR
  • DiethylaMinosulfur trifluoride, 95% 5GR
  • DiethylaMinosuiflur tnfluoride 95%
  • DIETHYLAMINOUSLFUR TRIFLUORIDE
  • (Diethylamino)sulfur Trifluoride [Fluorinating Reagent]
  • (Diethylamino)sulfurTrifluoride[FluorinatingReagent]&gt
  • Diethylamine sulfur trifluoride
  • Diethylaminosulfur trifluoride ISO 9001：2015 REACH
  • High quality Diethylaminosulfur trifluoride/DAST CAS 38078-09-0
  • DAST (Diethylamino Sulfurtrifluoride) extrapure AR, 95%
  • N-ethyl-N-(trifluoro-
  • Oleamide 301-02-0
  • Diethylanninosulfur trifluoride(DAST)
  • Carazolol Impurity 1
  • 38078-09-0
  • CH3CH22NSF3
  • C2H52NSF3
  • C4F3H10N1S1
  • C4H10F3NS