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Thermo Scientific Chemicals
2-Nitrobenzenesulfenyl chloride, 97%
CAS: 7669-54-7 | C6H4ClNO2S | 189.613 g/mol
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Catalog number B23627.09
also known as B23627-09
Price (USD)
34.40
Each
Quantity:
10 g
Price (USD)
34.40
Each
Chemical Identifiers
CAS7669-54-7
IUPAC Name[(2-nitrophenyl)sulfanyl]chlorane
Molecular FormulaC6H4ClNO2S
InChI KeyNTNKNFHIAFDCSJ-UHFFFAOYSA-N
SMILES[O-][N+](=O)C1=CC=CC=C1SCl
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Specifications
Specification Sheet
Specification SheetAppearance (Color)Yellow
FormCrystals or powder or crystalline powder
Assay (Titration ex Chloride)≥96.0 to ≤104.0%
Identification (FTIR)Conforms
Melting point70.0-79.0°C
2-Nitrobenzenesulfenyl chloride is used as a reagent for N-protection as N-2-nitrophenylsulfenyl (Nps) derivatives, in amino acids and peptides and nucleosides.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
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.
Solubility
Reacts with water.
Notes
Store under dry inert gas. Store away from moisture, strong bases and oxidizing agents. Protect from humidity and water.
2-Nitrobenzenesulfenyl chloride is used as a reagent for N-protection as N-2-nitrophenylsulfenyl (Nps) derivatives, in amino acids and peptides and nucleosides.
Solubility
Reacts with water.
Notes
Store under dry inert gas. Store away from moisture, strong bases and oxidizing agents. Protect from humidity and water.
RUO – Research Use Only
General 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).