4-Chlorophenyl isocyanate Chemical Properties

Melting point:

26-29 °C (lit.)

Boiling point:

203-204 °C (lit.)

Density 

1.2 g/mL at 25 °C (lit.)

vapor pressure 

30Pa at 20℃

refractive index 

n20/D 1.5618(lit.)

Flash point:

>230 °F

storage temp. 

2-8°C

solubility 

Chloroform (Slightly)

form 

Crystalline Solid

color 

White to yellow

Odor

sharp irritating odor

Water Solubility 

DECOMPOSES

Sensitive 

Moisture Sensitive/Lachrymatory

BRN 

386235

LogP

3.12 at 22℃

CAS DataBase Reference

104-12-1(CAS DataBase Reference)

NIST Chemistry Reference

Benzene, 1-chloro-4-isocyanato-(104-12-1)

EPA Substance Registry System

p-Chlorophenyl isocyanate (104-12-1)

Safety Information

Hazard Codes 

T+,T,C

Risk Statements 

25-26-37/38-41-42-52/53

Safety Statements 

23-26-28-36/37/39-45-61-38-37/39-28A-22

RIDADR 

UN 2811 6.1/PG 2

WGK Germany 

3

RTECS 

NQ8575000

F 

10-19-21

Hazard Note 

Toxic/Corrosive/Lachrymatory/Moisture Sensitive

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

II

HS Code 

29291090

Hazardous Substances Data

104-12-1(Hazardous Substances Data)

Toxicity

mammal (species unspecified),LC50,inhalation,53mg/m3 (53mg/m3),Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 11(4), Pg. 23, 1967.

MSDS

• Language:English Provider:4-Chlorophenyl isocyanate
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-Chlorophenyl isocyanate Usage And Synthesis

Chemical Properties

white to yellow crystalline solid

Uses

4-Chlorophenyl isocyanate is used in the preparation of isothiocyanates. Aryl isocyanates undergo [2+2] cycloaddition reactions with dihydrofuran to give bicyclic ?-lactams in high yield.

Uses

4-Chlorophenyl isocyanate was used in the preparation of isothiocyanates.

Synthesis Reference(s)

The Journal of Organic Chemistry, 34, p. 3200, 1969 DOI: 10.1021/jo01262a089

General Description

Colorless to yellow liquid or crystals. Used as an intermediate in pesticide and pharmaceutical manufacture.

Reactivity Profile

Isocyanates and thioisocyanates are incompatible with many classes of compounds, reacting exothermically to release toxic gases. Reactions with amines, aldehydes, alcohols, alkali metals, ketones, mercaptans, strong oxidizers, hydrides, phenols, and peroxides can cause vigorous releases of heat. Acids and bases initiate polymerization reactions in these materials. Some isocyanates react with water to form amines and liberate carbon dioxide. Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents. Such reactions in the absence of solvents often occur with explosive violence, [Wischmeyer(1969)].

Safety Profile

Poison by ingestion and inhalation. Unspecified human systemic effects. A severe eye and moderate skin irritant. A flammable liquid when exposed to heat or flame. Dangerous, can explode on distillation. When heated to decomposition it emits toxic fumes of Cl-, CN-, and NOx.

Purification Methods

Purify the isocyanate by recrystallisation from pet ether (b 30-40o) or better by fractional distillation. TOXIC irritant. [Beilstein 12 H 616, 12 III 1376, 12 IV 1213.]

4-Chlorophenyl isocyanate(104-12-1)Related Product Information

• Propyl isocyanate
• 3,5-Dichlorophenyl isocyanate
• Chlorosulfonyl isocyanate
• Chlorobenzene
• 1,3-Bis(isocyanatomethyl)benzene
• Benzyl isocyanate
• BENZOYL ISOCYANATE
• ISOCYANIC ACID
• Hexyl isocyanate
• Isocyanatocyclohexane
• Isocyanic acid 3,4-dichlorophenyl ester
• METHYLIDYNETRI-P-PHENYLENE TRIISOCYANATE
• ISOCYANATE
• Phenyl isocyanate
• 2,4-Dichlorophenyl isocyanate
• 4-CHLORO-2-(TRIFLUOROMETHYL)PHENYL ISOCYANATE
• 4-CHLORO-2-NITROPHENYL ISOCYANATE
• 2,4,6-TRICHLOROPHENYL ISOCYANATE