4-methylbenzene-1-sulfonyl isocyanate

• ChemBase ID: 85792
• Molecular Formular: C8H7NO3S
• Molecular Mass: 197.21108
• Monoisotopic Mass: 197.01466409
• SMILES: S(=O)(=O)(c1ccc(cc1)C)N=C=O
• Canonical SMILES: O=C=NS(=O)(=O)c1ccc(cc1)C
• InChI: InChI=1S/C8H7NO3S/c1-7-2-4-8(5-3-7)13(11,12)9-6-10/h2-5H,1H3
• InChIKey: VLJQDHDVZJXNQL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methylbenzene-1-sulfonyl isocyanate
• IUPAC Traditional name: 4-methylbenzenesulfonyl isocyanate
• Synonyms: 4-methylbenzenesulfonyl isocyanate; 4-methylbenzene-1-sulphonyl isocyanate; Tosyl isocyanate; p-TOLUENESULFONYL ISOCYANATE; p-Toluenesulfonyl isocyanate; 4-甲苯磺酰异氰酸酯; 对甲苯磺酰异氰酸酯

Database IDs

• CAS Number: 4083-64-1
• EC Number: 223-810-8
• MDL Number: MFCD00002030
• Beilstein Number: 391287
• PubChem SID: 24851374; 24889278; 162072908
• PubChem CID: 77703

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.3931957
• LogD (pH = 7.4): 1.3931957
• Log P: 1.3931957
• Molar Refractivity: 46.5986 cm^3
• Polarizability: 18.628614 Å^3
• Polar Surface Area: 63.57 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 5°C
• Boiling Point: 144 °C/10 mmHg(lit.); 144°C @ 10mm; 144°C/10mm; 275-278 °C(lit.)
• Flash Point: 145 °C; 145°C(293°F); 293 °F
• Density: 1.29 g/ml; 1.291 g/mL at 25 °C(lit.); 1.295
• Refractive Index: 1.5350; n20/D 1.534(lit.); n20/D 1.535
• Vapor Pressure: 1 mmHg ( 100 °C)

Safety Information

• Storage Condition: Room Temperature (15-30°C), Desiccate
• Storage Warning: Moisture Sensitive
• RTECS: DB9032000
• European Hazard Symbols: X; Harmful (Xn)
• UN Number: 2206; UN2206
• German water hazard class: 1
• Hazard Class: 6.1
• Packing Group: 3; II; III
• Australian Hazchem: 2X
• Risk Statements: 14-36/37/38-42; R:12-36/37/38-42
• Safety Statements: 26-28-30; S:26-28-30
• EU Classification: T1
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 155
• TSCA Listed: 是
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H319-H334-H335; H334-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338-P342 + P311; P285-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2206 6.1/PG 3
• Supplemental Hazard Statements: Reacts violently with water.

Product Information

• Purity: ≥95% (HPLC); 95%; 96%
• Grade: technical
• Linear Formula: CH3C6H4SO2NCO

DETAILS

MP Biomedicals - 05222708

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02156938

1 ml = approx. 1.29 g

Sigma Aldrich - 189278

Packaging
25, 100, 500 g in Sure/Seal™
Application
Reagent used to prepare acetylated syn-1,2-diols,1 oxazolidin-2-ones,2 2,3-diamino acids,3 and N-tosylcarbonamides.4

REFERENCES

• Highly reactive isocyanate. For a brief feature on uses of the reagent in synthesis, see: Synlett, 2644 (2004).