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S-Methyl methanethiosulfonate

Name: <I>S</I>-Methyl methanethiosulfonate
Brand: ALDRICH

97%

Synonym(s):

S-Methyl thiomethanesulfonate, MMTS

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About This Item

Linear Formula:

CH₃SO₂SCH₃

CAS Number:

2949-92-0

Molecular Weight:

126.20

Beilstein:

1446059

EC Number:

220-970-0

MDL number:

MFCD00007565

UNSPSC Code:

12352100

PubChem Substance ID:

24852530

NACRES:

NA.22

Quality Level

200

Assay

97%

form

liquid

refractive index

n20/D 1.513 (lit.)

bp

69-71 °C/0.4 mmHg (lit.)

solubility

DMF: soluble 1:1
chloroform: soluble 200 ul per mL, clear, faintly yellow-green
water: soluble 1:5

density

1.337 g/mL at 25 °C (lit.)

SMILES string

CSS(C)(=O)=O

InChI

1S/C2H6O2S2/c1-5-6(2,3)4/h1-2H3

InChI key

XYONNSVDNIRXKZ-UHFFFAOYSA-N

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Organic Building Blocks

General description

S-Methyl methanethiosulfonate is a reagent used to synthesize thiols and thioesters. Used as cross-linking agent to prepare polymer networks. Interaction of S-methyl methanethiosulfonate (MMTS) with dipalmitoylphosphatidylcholine (DPPC) bilayers has been investigated by FTIR and surface-enhanced Raman spectroscopy.

Application

S-Methyl methanethiosulfonate was used as sulfenylating agent for β-keto sulfoxides, methylene compounds, half-esters of malonic acids and aryl Grignard reagents. It was also used as a reagent to trap the natural thiol-disulfide state of the proteins.

WGK

WGK 2

Flash Point(F)

188.6 °F

Flash Point(C)

87 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Journal of the Chemical Society. Perkin Transactions 1, 3167-3167 (1993)

Sustainable Three-Component Synthesis of Isothioureas from Isocyanides, Thiosulfonates, and Amines

P Mampuys, et al.

Angewandte Chemie (International Edition in English), 126 (2014)

Synthetic Communications, 22, 1359-1359 (1992)

Differential inhibition of human platelet aggregation by selected Allium thiosulfinates.

W H Briggs et al.

Journal of agricultural and food chemistry, 48(11), 5731-5735 (2000-11-23)

Thiosulfinates (TSs) have been implicated as a principle source of the antiplatelet property of raw onion and garlic juice. The in vitro responses of human platelets to dosages of four TSs were measured using whole blood aggregometry and compared by

Sustainable Three-Component Synthesis of Isothioureas from Isocyanides, Thiosulfonates, and Amines

P Mampuys, et al.

Angewandte Chemie (International Edition in English), 126, 13063-13068 (2014)

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