4-nitrobenzene-1-sulfonyl chloride

• ChemBase ID: 67545
• Molecular Formular: C6H4ClNO4S
• Molecular Mass: 221.61826
• Monoisotopic Mass: 220.95495629
• SMILES: c1(ccc(cc1)[N+](=O)[O-])S(=O)(=O)Cl
• Canonical SMILES: [O-][N+](=O)c1ccc(cc1)S(=O)(=O)Cl
• InChI: InChI=1S/C6H4ClNO4S/c7-13(11,12)6-3-1-5(2-4-6)8(9)10/h1-4H
• InChIKey: JXRGUPLJCCDGKG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-nitrobenzene-1-sulfonyl chloride
• IUPAC Traditional name: 4-nitrobenzenesulfonyl chloride
• Synonyms: 4-Nitrobenzenesulfonylchloride; 4-Nitrobenzenesulfonyl chloride; 4-nitrobenzene-1-sulfonyl chloride; 4-(Chlorosulphonyl)nitrobenzene; 4-Nitrobenzenesulphonyl chloride; 4-硝基苯基磺酰氯; 4-硝基苯磺酰氯

Database IDs

• CAS Number: 98-74-8
• EC Number: 202-697-9
• MDL Number: MFCD00007445
• Beilstein Number: 746543
• PubChem SID: 162033280; 24850336; 24856461
• PubChem CID: 7404

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.8595331
• LogD (pH = 7.4): 1.8595331
• Log P: 1.8595331
• Molar Refractivity: 46.5727 cm^3
• Polarizability: 18.456501 Å^3
• Polar Surface Area: 77.28 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: yellow
• Melting Point: 66-70 °C(lit.); 75-79 °C; 75-80°C; 76-80°C
• Boiling Point: 143-144°C/1.5mm; 143-144°C/1.5mm

Safety Information

• Storage Warning: Corrosive/Moisture Sensitive/Store under Argon; IRRITANT; Moisture Sensitive
• European Hazard Symbols: Corrosive (C)
• UN Number: 3261; UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 34; 34-52/53
• Safety Statements: 26-36/37/39-45; 26-36/37/39-45-61
• TSCA Listed: false; 是
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318-H402-H412
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2

Product Information

• Purity: ≥95.0% (AT); 90%; 95+%; 97%
• Grade: purum; technical grade
• Linear Formula: O2NC6H4SO2Cl

DETAILS

Sigma Aldrich - 272248

Application
A highly efficient solution phase peptide synthesis using N-nosyl-α-amino acids.1
Packaging
5, 25, 100 g in glass bottle

Sigma Aldrich - 170925

Packaging
25 g in glass bottle

REFERENCES

• Reagent for formation of 4-nitrobenzenesulfonyl ('Nosyl', Ns) derivatives of alcohols and amines. Nosylamides, formed from amines in the presence of, e.g. triethylamine, are stable to strong acids and bases, but are selectively cleaved by thiolates, e.g. PhSH or mercaptoacetate: Tetrahedron Lett., 36, 6373 (1995). See also 2-isomer (preceding entry).