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242632

Sigma-Aldrich

2-Chloroethyl methyl sulfide

97%

Synonym(s):

2-(Methylthio)ethyl chloride, Hemisulfur mustard

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About This Item

Linear Formula:
ClCH2CH2SCH3
CAS Number:
542-81-4
Molecular Weight:
110.61
Beilstein/REAXYS Number:
1731033
EC Number:
208-828-6
MDL number:
MFCD00000978
UNSPSC Code:
12352100
PubChem Substance ID:
24854574
NACRES:
NA.22

assay

97%

form

liquid

refractive index

n20/D 1.496 (lit.)

bp

55-56 °C/30 mmHg (lit.)

density

1.11 g/mL at 25 °C (lit.)

functional group

chloro
thioether

storage temp.

2-8°C

SMILES string

CSCCCl

InChI

1S/C3H7ClS/c1-5-3-2-4/h2-3H2,1H3

InChI key

MYFKLQFBFSHBPA-UHFFFAOYSA-N

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Application

2-Chloroethyl methyl sulfide is a monofunctional chemical analog of sulfur mustard and has been used to study the potential of 2,6-dithiopurine as an antagonist of sulfur mustard.

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Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1A - Flam. Liq. 3 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

107.6 °F - closed cup

flash_point_c

42 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ9721
BCCH0124
BCCD7133
BCCC8953
BCBZ8393

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Y W Sohn et al.
Carcinogenesis, 17(6), 1361-1364 (1996-06-01)
Vinthionine (S-vinyl-DL-homocysteine) is hepatocarcinogenic in rats and mice. [Vinyl-14C]vinthionine binds covalently to rat liver DNA, RNA and protein in vivo, but not in vitro. This amino acid is directly mutagenic in Salmonella typhimurium TA100 and TA1535; the mechanism of its
J R King et al.
Toxicology and applied pharmacology, 104(1), 167-179 (1990-06-01)
Previous research has shown the isolated perfused porcine skin flap (IPPSF) to be a novel in vitro experimental model for investigating xenobiotic percutaneous absorption. In this study, the IPPSF was used to biochemically and morphologically assess the dermatotoxicity of 2-chloroethyl
Bruna Scaggiante et al.
Hematological oncology, 31(2), 110-116 (2012-08-30)
The elongation factor 1A proteins (eEF1A1/A2) are known to play a role in tumours. We previously found that a more basic isoform of eEF1A (MBI-eEF1A) is present in the cytoskeletal/nuclear-enriched extracts of CCRF-CEM T-lymphoblasts but not in those of normal
G R Klinefelter et al.
Journal of andrology, 18(2), 139-150 (1997-03-01)
In a previous study, we found that ethane dimethanesulphonate (EDS) compromised the fertilizing ability of proximal cauda epididymal sperm from the rat within 4 days of exposure, an effect that persisted in castrated, testosterone (T)-implanted animals, establishing direct action on
K Leslie Powell et al.
Chemical research in toxicology, 23(3), 497-503 (2010-01-07)
Sulfur mustard (bis-(2-chloroethyl)sulfide) is a well-known chemical warfare agent that induces debilitating cutaneous toxicity in exposed individuals. It is also known to be carcinogenic and mutagenic because of its ability to damage DNA via electrophilic attack. We previously showed that

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