1-(chlorosulfanyl)-2-nitrobenzene

• ChemBase ID: 103428
• Molecular Formular: C6H4ClNO2S
• Molecular Mass: 189.61946
• Monoisotopic Mass: 188.96512705
• SMILES: [O-][N+](=O)c1c(SCl)cccc1
• Canonical SMILES: ClSc1ccccc1[N+](=O)[O-]
• InChI: InChI=1S/C6H4ClNO2S/c7-11-6-4-2-1-3-5(6)8(9)10/h1-4H
• InChIKey: NTNKNFHIAFDCSJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(chlorosulfanyl)-2-nitrobenzene
• IUPAC Traditional name: 1-(chlorosulfanyl)-2-nitrobenzene
• Synonyms: 2-Nitrophenylsulfenyl chloride; o-Nitrobenzenesulfenyl chloride; o-NITROPHENYLSULFENYL CHLORIDE; 2-Nitrobenzenesulfenyl chloride; 2-硝基苯亚磺酰氯

Database IDs

• CAS Number: 7669-54-7
• EC Number: 231-644-2
• MDL Number: MFCD00007128
• Beilstein Number: 473741
• PubChem SID: 162090593
• PubChem CID: 24319

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.7686517
• LogD (pH = 7.4): 2.7686517
• Log P: 2.7686517
• Molar Refractivity: 43.6869 cm^3
• Polarizability: 17.183704 Å^3
• Polar Surface Area: 43.14 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 72-75°C; 74-76°C

Safety Information

• Storage Condition: 2-8°C, Desiccate
• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Corrosive (C)
• UN Number: 1759; UN3261
• Hazard Class: 8
• Packing Group: II
• Australian Hazchem: 2X
• Risk Statements: 34; R:34
• Safety Statements: 26-36/37/39-45; S:26-27/28-36/37/39-46-64
• EU Classification: C10
• EU Hazard Identification Number: 8B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: 是
• GHS Pictograms: GHS05
• GHS Hazard statements: H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A

Product Information

• Purity: 98%

DETAILS

MP Biomedicals - 02151768

Amine protecting group used to form o-NPS amino acids and oligopeptides.
Yellow crystals

REFERENCES

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