S-Methyl methanethiolsulfonate Chemical Properties

Melting point:

117.0-119.0 °C

Boiling point:

69-71 °C0.4 mm Hg(lit.)

Density 

1.337 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.513(lit.)

Flash point:

190 °F

storage temp. 

2-8°C

solubility 

chloroform: soluble750mg + 5 ml Chloroformmg/mL, colorless to light greenish-yellow

form 

clear liquid

color 

Colorless to Red to Green

Odor

at 0.10 % in propylene glycol. sulfurous pungent roasted

Odor Type

sulfurous

BRN 

1446059

Stability:

Water Sensitive

InChIKey

XYONNSVDNIRXKZ-UHFFFAOYSA-N

LogP

0.247 (est)

CAS DataBase Reference

2949-92-0(CAS DataBase Reference)

NIST Chemistry Reference

S-methyl methanethiosulphonate(2949-92-0)

EPA Substance Registry System

Methanesulfonothioic acid, S-methyl ester (2949-92-0)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36-36/37/38-20/21/22

Safety Statements 

26-36/37/39

RIDADR 

3334

WGK Germany 

2

RTECS 

PB2765000

F 

13

HazardClass 

IRRITANT

PackingGroup 

III

HS Code 

29309090

Toxicity

mouse,LD50,intraperitoneal,9110ug/kg (9.11mg/kg),Toxicology and Applied Pharmacology. Vol. 72, Pg. 513, 1984.

MSDS

• Language:English Provider:SigmaAldrich

S-Methyl methanethiolsulfonate Usage And Synthesis

Chemical Properties

Light Yellow Liquid

Uses

carbonyl reactive homobifunctional cross-linking reagent cleavable with periodate

Uses

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.

Uses

S-Methyl methanethiolsulfonate is used for the rapid and selective modification of sulfhydryl groups of enzymes and it is also useful for mapping the pore-lining regions of the ryanodine receptor.

Definition

ChEBI: A sulfonic acid derivative obtained by condensaton of methanesulfonic acid with methanethiol.

Synthesis Reference(s)

The Journal of Organic Chemistry, 49, p. 2281, 1984 DOI: 10.1021/jo00186a039
Synthetic Communications, 20, p. 365, 1990 DOI: 10.1080/00397919008052777

General Description

Interaction of S-methyl methanethiosulfonate (MMTS) with dipalmitoylphosphatidylcholine (DPPC) bilayers has been investigated by FTIR and surface-enhanced Raman spectroscopy.

Purification Methods

Purify it by fractional distillation under reduced pressure, IR: 1350, 750 cm-1 . [Applegate et al. J Org Chem 38 943 1973, Beilstein 4 IV 31.]

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