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569437

Sigma-Aldrich

tert-Butylsulfinyl chloride

97%

Synonym(s):

1,1-Dimethylethanesulfinyl chloride, 2-Methyl-2-propanesulfinyl chloride, 2-Methylpropane-2-sulfinic chloride, tert-Butylthionyl chloride

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About This Item

Linear Formula:
(CH3)3CS(O)Cl
CAS Number:
31562-43-3
Molecular Weight:
140.63
MDL number:
MFCD04974074
UNSPSC Code:
12352100
PubChem Substance ID:
24880502
NACRES:
NA.22

assay

97%

refractive index

n20/D 1.4830 (lit.)

bp

53-54 °C/19 mmHg (lit.)

density

1.135 g/mL at 25 °C (lit.)

SMILES string

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

InChI

1S/C4H9ClOS/c1-4(2,3)7(5)6/h1-3H3

InChI key

ZLJKQOWJEZSNBE-UHFFFAOYSA-N

General description

tert-Butylsulfinyl chloride can be synthesized by using tert-butylmagnesium chloride as the starting material via a multi-step synthesis process.

Application

tert-butylsulfinyl chloride can react with primary and secondary amines to form tert-butylsulfinamides, which on oxidation forms base stable tert-butylsulfonamide. It can also react with 1-thiosugars to form the corresponding carbohydrate thionolactones.

pictograms

FlameCorrosion
GHS02,GHS05

signalword

Danger

hcodes

H226,H314

Hazard Classifications

Flam. Liq. 3 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

125.1 °F - closed cup

flash_point_c

51.7 °C - closed cup

ppe

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

Certificates of Analysis (COA)

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"One-pot synthesis of carbohydrate thionolactones from 1-thiosugars"
Wilkinson.LB and Fairbanks.JA
Tetrahedron Letters, 49(33), 4941-4943 (2008)
"Tert-butylsulfonyl (Bus), a new protecting group for amines"
Sun P, et al.
The Journal of Organic Chemistry, 62(24), 8604-8608 (1997)

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