Chloranil Chemical Properties

Melting point:

295-296 °C (dec.)

Boiling point:

290.07°C (rough estimate)

Density 

1,97 g/cm³

vapor pressure 

1 hPa (71 °C)

Flash point:

>100℃

storage temp. 

Store below +30°C.

solubility 

0.25g/l practically insoluble

form 

Liquid

color 

Clear

Specific Gravity

1.97

PH

3.5-4.5 (100g/l, H2O, 20℃)(slurry)

Water Solubility 

insoluble

λmax

510nm(CH2Cl2)(lit.)

Merck 

14,2078

BRN 

393006

LogP

2.3 at 20℃

CAS DataBase Reference

118-75-2(CAS DataBase Reference)

NIST Chemistry Reference

p-Benzoquinone, 2,3,5,6-tetrachloro-(118-75-2)

EPA Substance Registry System

Chloranil (118-75-2)

Safety Information

Hazard Codes 

Xi,N,Xn

Risk Statements 

36/38-50/53-20

Safety Statements 

37-60-61-22

RIDADR 

UN 3077 9/PG 3

WGK Germany 

2

RTECS 

DK6825000

F 

8

Autoignition Temperature

>400 °C

TSCA 

Yes

HazardClass 

9

PackingGroup 

III

HS Code 

29147090

Hazardous Substances Data

118-75-2(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: 4000 mg/kg

MSDS

• Language:English Provider:Chloranil
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Chloranil Usage And Synthesis

Chemical Properties

YELLOW-GREEN POWDER

Uses

antipsoriatic

Uses

p-Chloranil is used as a dye intermediate, oxidizing agent, vulcanizing agent and dehydrogenation reagent. It is also used to make chloranil electrodes for pH measurements. Further, it serves as a hydrogen acceptor and used for the aromatization reactions such as conversion of cyclohexadienes to the benzene derivatives. It is used to test the secondary amine. In addition to this, it is employed as a precursor to prepare diaziquone, which is used as a cancer chemotherapeutic agent.

Uses

Tetrachloro-1,4-benzoquinone is a potential intermediate in the process of pentachlorophenol-induced carcinogenicity.

Uses

Agricultural fungicide, dye intermediate, reagent. manufacture of electrodes for pH measurement.

Definition

ChEBI: A member of the class of 1,4-benzoquiones that is 1,4-benzoquinone in which all four hydrogens are substituted by chlorines.

Synthesis Reference(s)

Tetrahedron, 34, p. 1577, 1978 DOI: 10.1016/0040-4020(78)80185-9

General Description

Yellow powder with a slight odor.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Chloranil is sensitive to excessive light and heat. Chloranil is incompatible with strong oxidizing agents. Chloranil reacts with alkalis.

Hazard

Skin irritant.

Fire Hazard

Flash point data for Chloranil are not available; however, Chloranil is probably combustible.

Purification Methods

Crystallise p-chloranil from acetic acid, acetone, *benzene, EtOH or toluene, dry it in a vacuum over P2O5, or from acetic acid and drying over NaOH in a vacuum desiccator. It can be sublimed under vacuum at 290o. A sample may contain significant amounts of the o-chloranil isomer as impurity. Purify it by triple sublimation under vacuum and recrystallise before use. It is a skin and mucous membrane irritant. [UV: Pummerer et al. Chem Ber 85 545 1952, Brook J Chem Soc 5040 1952, Beilstein 7 IV 2083.]

Chloranil(118-75-2)Related Product Information

• 1,4-Benzoquinone
• 1,2,3,5-Tetrachlorobenzene
• FTHALIDE
• 2,6-DICHLORO-1,4-BENZOQUINONE
• Metaldehyde
• 1,3-Dichloroacetone
• Cyclohexa-1,4-diene
• 2-Chloropropene
• 2,5-Dichlorobenzo-1,4-quinone
• Chloroacetone
• 2-CHLORO-1,4-BENZOQUINONE
• CIS-1,2-DICHLOROETHYLENE
• 1,3-Dichloropropane
• 2-CHLORO-2-BUTENE
• 1-CHLORO-1-PROPENE
• O-CHLORANIL,2-chlorani
• dihydro-p-chlorani
• N,N-Dimethylformamide