359408
Methoxycarbonylsulfenyl chloride
97%
Sinónimos:
S-Chloro O-methyl thiocarbonate
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About This Item
Fórmula lineal:
CH3OCOSCl
Número de CAS:
Peso molecular:
126.56
Beilstein:
1849908
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
NACRES:
NA.22
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Ensayo
97%
Formulario
liquid
índice de refracción
n20/D 1.481 (lit.)
bp
133-134 °C (lit.)
densidad
1.399 g/mL at 25 °C (lit.)
temp. de almacenamiento
2-8°C
cadena SMILES
COC(=O)SCl
InChI
1S/C2H3ClO2S/c1-5-2(4)6-3/h1H3
Clave InChI
TXJXPZVVSLAQOQ-UHFFFAOYSA-N
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Descripción general
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.
Aplicación
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.
Palabra de señalización
Danger
Frases de peligro
Consejos de prudencia
Clasificaciones de peligro
Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B
Código de clase de almacenamiento
3 - Flammable liquids
Clase de riesgo para el agua (WGK)
WGK 3
Punto de inflamabilidad (°F)
129.2 °F - closed cup
Punto de inflamabilidad (°C)
54 °C - closed cup
Equipo de protección personal
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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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)
Mauricio F Erben et al.
The journal of physical chemistry. A, 111(33), 8062-8071 (2007-07-31)
Total ion yield spectra and photoinduced fragmentations following S 2p, Cl 2p, and O 1s inner shell excitations of methoxycarbonylsulfenyl chloride, CH(3)OC(O)SCl, have been studied in the gaseous phase by using synchrotron radiation and multicoincidence techniques, which include photoelectron-photoion coincidence
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)
Mauricio F Erben et al.
Inorganic chemistry, 41(5), 1064-1071 (2002-03-05)
The molecular structure and conformational properties of methoxycarbonylsulfenyl chloride, CH(3)OC(O)SCl, were determinated in the gas and solid phases by gas electron diffraction, low-temperature X-ray diffraction, and vibrational spectroscopy. Furthermore, quantum chemical calculations were performed. Experimental and theoretical methods result in
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