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359408 Sigma-Aldrich

Methoxycarbonylsulfenyl chloride

97%

Synonym: S-Chloro O-methyl thiocarbonate

  • CAS Number 26555-40-8

  • Linear Formula CH3OCOSCl

  • Molecular Weight 126.56

  •  Beilstein/REAXYS Number 1849908

  •  EC Number 247-801-3

  •  MDL number MFCD00013648

  •  PubChem Substance ID 24862075

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, Chemical Synthesis, Organic Building Blocks, Sulfenyl Halides, Sulfur Compounds More...
InChI Key   TXJXPZVVSLAQOQ-UHFFFAOYSA-N
assay   97%
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

Description

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.

Packaging

1, 5 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2920 3(8) / PGII
WGK Germany 
3
Flash Point(F) 
129.2 °F
Flash Point(C) 
54 °C

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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