naphthalene-2-sulfonyl chloride

• ChemBase ID: 75318
• Molecular Formular: C10H7ClO2S
• Molecular Mass: 226.67938
• Monoisotopic Mass: 225.98552814
• SMILES: S(=O)(=O)(c1cc2ccccc2cc1)Cl
• Canonical SMILES: ClS(=O)(=O)c1ccc2c(c1)cccc2
• InChI: InChI=1S/C10H7ClO2S/c11-14(12,13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7H
• InChIKey: OPECTNGATDYLSS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: naphthalene-2-sulfonyl chloride
• IUPAC Traditional name: 2-naphthalenesulfonyl chloride
• Synonyms: naphthalene-2-sulfonyl chloride; 2-Naphthalenesulfonyl chloride; 2-Naphthalenesulphonyl chloride; 2-naphthalenesulfonyl chloride; Naphthalene-2-sulfonyl chloride; β-NAPHTHALENESULFONYL CHLORIDE; 2-萘磺酰氯; 萘-2-磺酰氯

Database IDs

• CAS Number: 93-11-8; 34281
• EC Number: 202-219-9
• MDL Number: MFCD00004087
• Beilstein Number: 641898
• PubChem SID: 24848104; 162040236; 24886004
• PubChem CID: 7125

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.9090257
• LogD (pH = 7.4): 2.9090257
• Log P: 2.9090257
• Molar Refractivity: 56.7024 cm^3
• Polarizability: 23.840942 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 74-76 °C; 74-76 °C(lit.); 74-78°C
• Boiling Point: 147.7 °C/0.6 mmHg(lit.); 200-202°C/13mm

Safety Information

• Storage Warning: 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
• Safety Statements: 26-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318
• 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: ≥99.0% (AT); 97%; 98%; 99%
• Grade: puriss.
• Ignition Residue: ≤0.05%
• Empirical Formula (Hill Notation): C10H7ClO2S

DETAILS

MP Biomedicals - 05214478

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 133361

Packaging
5, 25 g in glass bottle

Sigma Aldrich - 70270

Other Notes
Amino protecting reagent which gives more labile derivatives than tosyl; 2-nasyl is selectively cleaved in the presence of tosyl by Mg/MeOH1

REFERENCES

• Precursor to 2-naphthalenesulfonyl azide, a superior diazo transfer agent, reportedly safer than tosyl azide, in the synthesis of diazo phosphonates: Synthesis, 405 (1991).