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D186252

Sigma-Aldrich

N,N-Dimethylsulfamoyl chloride

99%

Synonym(s):

Dimethylamidosulfonyl chloride, Dimethylaminosulfonyl chloride, Dimethylsulphamoyl chloride, N,N-Dimethylamidosulfonyl chloride, N,N-Dimethylaminosulfonyl chloride, N,N-Dimethylsulfamoyl chloride, N,N-Dimethylsulfamyl chloride

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About This Item

Linear Formula:
(CH3)2NSO2Cl
CAS Number:
13360-57-1
Molecular Weight:
143.59
Beilstein:
741979
EC Number:
236-412-4
MDL number:
MFCD00007425
UNSPSC Code:
12352100
PubChem Substance ID:
24893558
NACRES:
NA.22

Quality Level

200

Assay

99%

form

liquid

refractive index

n20/D 1.452 (lit.)

bp

114 °C/75 mmHg (lit.)

density

1.337 g/mL at 25 °C (lit.)

SMILES string

CN(C)S(Cl)(=O)=O

InChI

1S/C2H6ClNO2S/c1-4(2)7(3,5)6/h1-2H3

InChI key

JFCHSQDLLFJHOA-UHFFFAOYSA-N

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Application

Applications of N,N -dimethylsulfamoyl chloride are:
  • It is widely used in the synthesis of a medicinally important class of compounds, sulfonamides.
  • It is used in the synthesis of aminotetralin derived sulfamides as anticancer agents and acetylcholinesterase inhibitors.
  • It can also be used in the esterification/amidation between carboxylic acids and equimolar amounts of alcohols/amines, as in the synthesis of coumaperine.

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Carc. 1B - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

149.0 °F - closed cup

Flash Point(C)

65 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

D186252-BULK:
D186252-VAR:
D186252-100G:
D186252-500G:
D186252-25G:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCB1315
BCCB5383
BCBS7825V
BCBM4445V
BCBK3269V

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Synthesis and Anticancer Activity of Novel Ureas and Sulfamides Incorporating 1-Aminotetralins.
Ozgeris B, et al.
Archives of Medical Research (2017)
Acetylcholinesterase and carbonic anhydrase inhibitory properties of novel urea and sulfamide derivatives incorporating dopaminergic 2-aminotetralin scaffolds.
Ozgeris B, et al.
Bioorganic & Medicinal Chemistry, 24(10), 2318-2329 (2016)
Novel and efficient method for esterification, amidation between carboxylic acids and equimolar amounts of alcohols, and amines utilizing Me2NSO2Cl and N, N-dimethylamines; its application to the synthesis of coumaperine, a natural chemopreventive dieneamide.
Wakasugi K, et al.
Tetrahedron, 59(28), 5337-5345 (2003)
Catalytic arylation of sulfamoyl chlorides: A practical synthesis of sulfonamides.
Frost CG, et al.
Synlett, 2002(11), 1928-1930 (2002)

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