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Merck
CN

208795

S-Methyl methanethiosulfonate

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24852530
EC Number:
220-970-0
Beilstein/REAXYS Number:
1446059
MDL number:
MFCD00007565
Assay:
97%
Form:
liquid

Key Documents

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InChI key

XYONNSVDNIRXKZ-UHFFFAOYSA-N

InChI

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

SMILES string

CSS(C)(=O)=O

assay

97%

form

liquid

Quality Level

200

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.)

functional group

disulfide

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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.

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301,H317

Hazard Classifications

Acute Tox. 3 Oral - Skin Sens. 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ9486
BCCJ9487
BCCH3918
BCCG0900
BCCF9493

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Felix Kopp et al.
Chemical communications (Cambridge, England), (20), 2075-2077 (2007-08-24)
The magnesiation of halogenated aromatic and heteroaromatic carboxylic acids is accomplished by their treatment with MeMgCl in the presence of LiCl and subsequent reaction with i-PrMgCl.LiCl; the resulting double-magnesiated species react with a variety of electrophiles in up to 97%
Journal of the Chemical Society. Perkin Transactions 1, 3167-3167 (1993)
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
María E Defonsi Lestard et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 97, 479-489 (2012-07-27)
The present study is a first step towards the investigation of S-methyl methanethiosulfonate (MMTS) interaction with membrane model systems like liposomes. In this paper, the interaction of MMTS with dipalmitoylphosphatidylcholine (DPPC) bilayers was studied by FTIR and SERS spectroscopy. Lysolipid
Anna-Riikka Karala et al.
Antioxidants & redox signaling, 9(4), 527-531 (2007-02-07)
S-Methyl methanethiosulfonate (MMTS) is a reagent used to trap the natural thiol-disulfide state of the proteins. The efficiency of trapping mixed disulfides in vivo has been found to be higher for MMTS than for the more commonly used N-ethylmaleimide. MMTS
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