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359408

Methoxycarbonylsulfenyl chloride

97%

Synonym(s):

S-Chloro O-methyl thiocarbonate

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About This Item

Linear Formula:
CH3OCOSCl
CAS Number:
26555-40-8
Molecular Weight:
126.56
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24862075
EC Number:
247-801-3
Beilstein/REAXYS Number:
1849908
MDL number:
MFCD00013648
Assay:
97%
Form:
liquid
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assay

97%

form

liquid

refractive index

n20/D 1.481 (lit.)

bp

133-134 °C (lit.)

density

1.399 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

COC(=O)SCl

InChI

1S/C2H3ClO2S/c1-5-2(4)6-3/h1H3

InChI key

TXJXPZVVSLAQOQ-UHFFFAOYSA-N

General description

Methoxycarbonylsulfenyl chloride is a sulfenyl carbonyl compound. Photoinduced fragmentations of methoxycarbonylsulfenyl chloride is investigated in the gaseous phase by using synchrotron radiation and multicoincidence techniques. The molecular structure and conformational properties of methoxycarbonylsulfenyl chloride is studied in the gas and solid phases by gas electron diffraction, low-temperature X-ray diffraction and vibrational spectroscopy. The anomeric and mesomeric effects in methoxycarbonylsulfenyl chloride is reported.

Application

Methoxycarbonylsulfenyl chloride may be used to prepare 3-[(methoxycarbonyl)dithio]-L-alanine, via reaction with L-cysteine. It is suitable for use in the synthesis of 3-2 pyridinyldithio propanoic acid hydrazide (PDPH), an important heterobifunctional crosslinker widely used in bioconjugate techniques for making macromolecule-drug conjugates.

pictograms

FlameCorrosion
GHS02,GHS05

signalword

Danger

hcodes

H226,H314

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

129.2 °F - closed cup

flash_point_c

54 °C - closed cup

ppe

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

Regulatory Information

危险化学品

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Certificates of Analysis (COA)

Lot/Batch Number
0000002226
0000002207
BGBC4133V
BGBC0671V
BGBB8118

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A SIMPLE AND EFFICIENT SYNTHESIS OF 3-2 PYRIDINYLDITHIO PROPANOIC ACID HYDRAZIDE: A HETEROBIFUNCTIONAL CROSSLINKER.
Saxena R and Manjan MJ.
International Journal of Pharmacy and Pharmaceutical Sciences, 4 (2012)
Christian Starkenmann et al.
Journal of agricultural and food chemistry, 59(17), 9457-9465 (2011-08-23)
The L-cysteine derivatives (R)-2-amino-3-(methyldisulfanyl)propanoic acid (S-methylthio-L-cysteine), (R)-2-amino-3-(propyldisulfanyl)propanoic acid (S-propylthio-L-cysteine), (R)-2-amino-3-(1-propenyldisulfanyl)propanoic acid (S-(1-propenylthio)-L-cysteine), and (R)-2-amino-3-(2-propenyldisulfanyl)propanoic acid (S-allylthio-L-cysteine) were prepared from 3-[(methoxycarbonyl)dithio]-L-alanine, obtained from the reaction of L-cysteine with methoxycarbonylsulfenyl chloride. The occurrence of these S-(+)-alk(en)ylthio-L-cysteine derivatives in onion (Allium cepa L.)
IR, Raman and SERS spectra of 2-(methoxycarbonylmethylsulfanyl)-3, 5-dinitrobenzene carboxylic acid.
Raj A, et al.
Journal of the Brazilian Chemical Society, 20(3), 549-559 (2009)
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Global Trade Item Number

SKUGTIN
359408-5ML04061837255137
359408-1ML04061837255120