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242705

Sigma-Aldrich

2-Propanesulfonyl chloride

97%

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About This Item

Linear Formula:
(CH3)2CHSO2Cl
CAS Number:
10147-37-2
Molecular Weight:
142.60
Beilstein:
1747497
EC Number:
233-415-2
MDL number:
MFCD00007453
UNSPSC Code:
12352100
PubChem Substance ID:
24854579
NACRES:
NA.22

vapor density

4 (vs air)

vapor pressure

15.5 mmHg ( 25 °C)

Assay

97%

form

liquid

autoignition temp.

865 °F

refractive index

n20/D 1.453 (lit.)

bp

74-75 °C/19 mmHg (lit.)

density

1.27 g/mL at 25 °C (lit.)

SMILES string

CC(C)S(Cl)(=O)=O

InChI

1S/C3H7ClO2S/c1-3(2)7(4,5)6/h3H,1-2H3

InChI key

DRINJBFRTLBHNF-UHFFFAOYSA-N

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General description

The solvolysis of 2-propanesulfonyl chloride by an addition-elimination (association-dissociation) pathway was studied.

Application

2-Propanesulfonyl chloride (isopropylsulfonyl chloride) can be used as a reactant to prepare:
  • 1-Isopropylsulfonyl-2-amine benzimidazole by reacting with 2-aminobenzimidazole via N-sulfonylation reaction in the presence of a base.
  • Bis(isopropylsulfonyl)disulfide, a sulfurizing agent, used to synthesize phosphorothioate oligonucleotide analogs.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

186.8 °F - closed cup

Flash Point(C)

86 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBN2941V
MKBL5164V
MKBL3955V
S34512V
MKBB1834

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Dennis N Kevill et al.
Organic & biomolecular chemistry, 4(8), 1580-1586 (2006-04-11)
Contrary to earlier suggestions of an S(N)1 pathway for solvolyses of N,N-dimethylsulfamoyl chloride (1), an extended Grunwald-Winstein equation treatment of the specific rates of solvolysis in 32 solvents shows an appreciable sensitivity towards changes in both solvent nucleophilicity and solvent

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