quinoline-8-sulfonyl chloride

• ChemBase ID: 34952
• Molecular Formular: C9H6ClNO2S
• Molecular Mass: 227.66744
• Monoisotopic Mass: 226.98077712
• SMILES: S(=O)(=O)(c1c2ncccc2ccc1)Cl
• Canonical SMILES: ClS(=O)(=O)c1cccc2c1nccc2
• InChI: InChI=1S/C9H6ClNO2S/c10-14(12,13)8-5-1-3-7-4-2-6-11-9(7)8/h1-6H
• InChIKey: JUYUYCIJACTHMK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: quinoline-8-sulfonyl chloride
• IUPAC Traditional name: quinoline-8-sulfonyl chloride
• Synonyms: 8-Quinolinesulfonyl chloride; 8-quinolinesulfonyl chloride; 8-(Chlorosulphonyl)quinoline; Quinoline-8-sulphonyl chloride; Quinoline-8-sulfonyl chloride; Quinoline-8-sulfonyl chloride; 喹啉-8-磺酰氯

Database IDs

• CAS Number: 18704-37-5
• EC Number: 242-515-5
• MDL Number: MFCD00006808
• Beilstein Number: 156347
• PubChem SID: 160998259; 24853602; 24899204
• PubChem CID: 29220

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.0772026
• LogD (pH = 7.4): 2.0772035
• Log P: 2.0772035
• Molar Refractivity: 54.1735 cm^3
• Polarizability: 22.969707 Å^3
• Polar Surface Area: 47.03 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 126-129 °C; 126-129 °C(lit.); 126-129°C; 127-130°C; 128 - 130°C
• Boiling Point: 306°C
• Hydrophobicity(logP): 0.057

Safety Information

• Storage Condition: 2-8°C, Desiccate
• Storage Warning: Corrosive/Moisture Sensitive/Store under Argon; IRRITANT; Moisture Sensitive
• RTECS: VC2830000
• European Hazard Symbols: Corrosive (C)
• UN Number: 3261; UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; III
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: false; 否
• 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: ≥96.0% (AT); 95%; 97%; 98%
• Empirical Formula (Hill Notation): C9H6ClNO2S

DETAILS

MP Biomedicals - 02152011

Coupling reagent for oligonucleotide synthesis.

Sigma Aldrich - Q1506

Packaging
5, 10 g in glass bottle

Sigma Aldrich - 22695

Other Notes
Coupling reagent in oligonucleotide synthesis1,2,3; Formation of olefins from secondary esters at moderate temperature4
Packaging
5 g in glass bottle

REFERENCES

• J. Synth. Org. Chem. Japan, 39: 109, (1981).
• 8-Quinolinesulfonyl esters of alcohols, prepared by reaction with alkoxides, readily undergo thermolysis to alkenes in high yield by elimination, facilitated by intramolecular hydrogen abstraction by the ring nitrogen: J. Org. Chem., 54, 389 (1989).