1-chloro-4-isocyanatobenzene

• ChemBase ID: 89336
• Molecular Formular: C7H4ClNO
• Molecular Mass: 153.56576
• Monoisotopic Mass: 152.99814143
• SMILES: N(=C=O)c1ccc(cc1)Cl
• Canonical SMILES: O=C=Nc1ccc(cc1)Cl
• InChI: InChI=1S/C7H4ClNO/c8-6-1-3-7(4-2-6)9-5-10/h1-4H
• InChIKey: ADAKRBAJFHTIEW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-chloro-4-isocyanatobenzene
• IUPAC Traditional name: 1-chloro-4-isocyanatobenzene
• Synonyms: 4-Chlorophenyl isocyanate; 4-Isocyanato chlorobenzene; 4-Chlorophenyl isocyanate; 1-chloro-4-isocyanatobenzene; 4-氯苯异氰酸酯; 对氯苯异氰酸酯; 4-氯苯基异氰酸酯

Database IDs

• CAS Number: 104-12-1
• EC Number: 203-176-9
• MDL Number: MFCD00002024
• Beilstein Number: 386235
• PubChem SID: 162076216; 24855448; 24849218
• PubChem CID: 7693

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.4868462
• LogD (pH = 7.4): 2.4868462
• Log P: 2.4868462
• Molar Refractivity: 39.9348 cm^3
• Polarizability: 14.535166 Å^3
• Polar Surface Area: 29.43 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 26-29 °C(lit.); 26-29°C; 28-31 °C; 29-31°C
• Boiling Point: 203-204 °C(lit.); 203-204°C; 203-204°C
• Flash Point: >110°C; 194 °F; 90 °C; 90°C(194°F)
• Density: 1.2; 1.2 g/mL at 25 °C(lit.); 1.200
• Refractive Index: 1.5618; n20/D 1.5618(lit.)

Safety Information

• Storage Warning: Moisture Sensitive; Toxic/Corrosive/Lachrymatory/Moisture Sensitive
• RTECS: NQ8575000
• European Hazard Symbols: Nature polluting (N); Highly toxic (T+)
• UN Number: 2811; UN2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2; I
• Risk Statements: 22-26-37/38-41-42-50/53; 25-26-37/38-41-42
• Safety Statements: 23-26-28-36/37/39-45; 26-28-36/37/39-45-60-61-63
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS06; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H318-H330-H334-H335-H410; H330-H315-H335-H334-H318-H400-H410-H303
• GHS Precautionary statements: P260-P273-P280-P284-P305 + P351 + P338-P310; P260-P304+P340-P305+P351+P338-P320-P405-P501A
• 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 2811 6.1/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (GC); 98%
• Grade: purum
• Linear Formula: ClC6H4NCO

DETAILS

Sigma Aldrich - 152277

Packaging
5, 100, 500 g in glass bottle

REFERENCES

• Aryl isocyanates undergo [2+2] cycloaddition reactions with dihydrofuran to give bicyclic ?-lactams in high yield: Nippon Kagaku Kaishi, 459 (1995):
  
• For general chemistry of isocyanates, see Appendix 3.