4-methylbenzene-1-sulfonyl cyanide

• ChemBase ID: 89097
• Molecular Formular: C8H7NO2S
• Molecular Mass: 181.21168
• Monoisotopic Mass: 181.01974947
• SMILES: S(=O)(=O)(c1ccc(cc1)C)C#N
• Canonical SMILES: N#CS(=O)(=O)c1ccc(cc1)C
• InChI: InChI=1S/C8H7NO2S/c1-7-2-4-8(5-3-7)12(10,11)6-9/h2-5H,1H3
• InChIKey: JONIMGVUGJVFQD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methylbenzene-1-sulfonyl cyanide
• IUPAC Traditional name: 4-methylbenzenesulfonyl cyanide
• Synonyms: Tosyl cyanide; 4-Methylbenzenesulphonyl cyanide; 4-(Cyanosulphonyl)toluene; Toluene-4-sulphonyl cyanide; p-Tolylsulfonyl cyanide; p-Toluenesulfonyl cyanide; p-Toluenesulfonyl cyanide; 对甲苯磺酰氰; 4-甲苯磺酰氰

Database IDs

• CAS Number: 19158-51-1
• EC Number: 242-849-1
• MDL Number: MFCD00009977
• Beilstein Number: 2048159
• PubChem SID: 162075982; 24854953
• PubChem CID: 87946

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.7640599
• LogD (pH = 7.4): 1.7640599
• Log P: 1.7640599
• Molar Refractivity: 45.8127 cm^3
• Polarizability: 17.934092 Å^3
• Polar Surface Area: 57.93 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 47-50 °C(lit.); 47-50°C
• Boiling Point: 105-106 °C/1 mmHg(lit.); 105-106°C
• Flash Point: 110 °C; 110°C; 230 °F

Safety Information

• Storage Warning: Corrosive/Harmful/Moisture Sensitive/Store under Argon/Keep Cold
• European Hazard Symbols: Corrosive (C)
• UN Number: 3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 20/21-34
• Safety Statements: 26-27-28-36/37/39-45
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H312 + H332-H314
• GHS Precautionary statements: 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
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 97%
• Grade: technical grade
• Linear Formula: CH3C6H4SO2CN

DETAILS

Sigma Aldrich - 248835

Application
Used in a free-radical cyanation of B-alkylcatecholboranes.1 Also used as a component in a hetero-Diels-Alder reaction with 1,3-bis-silyl enol ethers leading to 4-hyroxypyridines.2
Packaging
1, 5 g in glass bottle