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7669-54-7 - 2-Nitrobenzenesulfenyl chloride, 97% - 2-Nitrophenylsulfenyl chloride - B23627 - Alfa Aesar

B23627 2-Nitrobenzenesulfenyl chloride, 97%

CAS Number
7669-54-7
Synonyms
2-Nitrophenylsulfenyl chloride

Size Price ($) Quantity Availability
10g 50.40
50g 169.00
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2-Nitrobenzenesulfenyl chloride, 97%

MDL
MFCD00007128
EINECS
231-644-2

Chemical Properties

Formula
C6H4ClNO2S
Formula Weight
189.62
Melting point
72-75°
Sensitivity
Moisture Sensitive
Solubility
Reacts with water.

Applications

2-Nitrobenzenesulfenyl chloride is used as a reagent for N-protection as N-2-nitrophenylsulfenyl (Nps) derivatives, in amino acids and peptides and nucleosides.

Notes

Store under dry inert gas. Store away from moisture, strong bases and oxidizing agents. Protect from humidity and water.

Literature References

Norman Kharasch; Herbert L. Wehrmeister; Henry Tigerman. Derivatives of Sulfenic Acids. I. Reactions of 2-Nitrobenzenesulfenyl Chloride, 2,4-Dinitrobenzenesulfenyl Chloride and of the Corresponding Sulfenyl Thiocyanates with Olefins and with Methyl Ketones. J. Am. Chem. Soc. 1947, 69, (7), 1612-1615.

Reagent for N-protection as N-2-nitrophenylsulfenyl (Nps) derivatives, in amino acids and peptides: J. Am. Chem. Soc., 85, 3660 (1963); 87, 99 (1965); Biochemistry, 7, 971, 980 (1968); Synthesis, 512 (1985); Helv. Chim. Acta, 66, 602 (1983), and nucleosides: J. Org. Chem., 54, 2321 (1989). The Nps group is readily cleaved by dilute acid. For cleavage with thioacetamide, see: Helv. Chim. Acta, 49, 1330 (1966).

The chemistry of sulfenyl halides has been reviewed: Synthesis, 563, 617 (1971).

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P260u-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a

IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
473741
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2930.90
TSCA
Yes

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