1,2,3,5-Tetrachlorobenzene Chemical Properties

Melting point:

54.5°C

Boiling point:

246°C

Density 

1.5578 (estimate)

vapor pressure 

0.07 at 25 °C (extrapolated, Mackay et al., 1982)

refractive index 

1.5348 (estimate)

Flash point:

113 °C

storage temp. 

APPROX 4°C

solubility 

Soluble in alcohol, benzene, ether, and ligroin (Weast, 1986)

color 

White to Almost white

Water Solubility 

4.016mg/L(25 ºC)

BRN 

1618864

Henry's Law Constant

58.0 at 25 °C (gas stripping-GC, Shiu and Mackay, 1997)

CAS DataBase Reference

634-90-2(CAS DataBase Reference)

NIST Chemistry Reference

Benzene, 1,2,3,5-tetrachloro-(634-90-2)

EPA Substance Registry System

1,2,3,5-Tetrachlorobenzene (634-90-2)

Safety Information

Hazard Codes 

Xn,T,F

Risk Statements 

22-39/23/24/25-23/24/25-11

Safety Statements 

22-24/25-45-36/37-16-7

RIDADR 

UN 1230 3/PG 2

WGK Germany 

3

RTECS 

DB9445000

HS Code 

2903.99.8001

Hazardous Substances Data

634-90-2(Hazardous Substances Data)

Toxicity

Acute oral LD50 for rats 1,727 mg/kg (quoted, RTECS, 1985).

MSDS

• Language:English Provider:1,2,3,5-Tetrachlorobenzene

1,2,3,5-Tetrachlorobenzene Usage And Synthesis

Uses

1,2,3,5-Tetrachlorobenzene is used in the synthesis of several organic compounds including that of polyarylated benzenes by multiple Suzuki-Miyaura reactions. It was used as part of study which investigated the antimicrobial activity of tetra substituted benzene derivatives which suggested antimicrobial activity tended to decrease with increasing size of halogen substituents.

Definition

ChEBI: A tetrachlorobenzene carrying chloro groups at positions 1, 2, 3 and 5.

General Description

White crystals or off-white solid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Simple aromatic halogenated organic compounds, such as 1,2,3,5-Tetrachlorobenzene , are very unreactive. Reactivity generally decreases with increased degree of substitution of halogen for hydrogen atoms. Materials in this group may be incompatible with strong oxidizing and reducing agents. Also, they may be incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides. 1,2,3,5-Tetrachlorobenzene may react with oxidizers. .

Health Hazard

ACUTE/CHRONIC HAZARDS: 1,2,3,5-Tetrachlorobenzene may cause irritation on contact.

Fire Hazard

1,2,3,5-Tetrachlorobenzene is probably combustible.

Environmental Fate

Biological. A mixed culture of soil bacteria or a Pseudomonas sp. transformed 1,2,3,5-tetrachlorobenzene to 2,3,4,6-tetrachlorophenol (Ballschiter and Scholz, 1980). The half-life of 1,2,3,5- tetrachlorobenzene in an anaerobic enrichment culture was 1.8 d (Beurskens et al., 1993).
In an enrichment culture derived from a contaminated site in Bayou d’Inde, LA, 1,2,3,5- tetrachlorobenzene underwent reductive dechlorination to 1,2,4- and 1,3,5-trichlorobenzene at relative molar yields of 7 and 93%, respectively. The maximum dechlorination rate, based on the recommended Michaelis-Menten model, was 94 nM/d (Pavlostathis and Prytula, 2000).
Photolytic. Irradiation (λ ≥285 nm) of 1,2,3,5-tetrachlorobenzene (1.1–1.2 mM/L) in an acetonitrile-water mixture containing acetone (0.553 mM/L) as a sensitizer gave the following products (% yield): 1,2,3-trichlorobenzene (5.3), 1,2,4-trichlorobenzene (4.9), 1,3,5-trichlorobenzene (49.3), 1,3-dichlorobenzene (1.8), 2,3,4,4′,5,5′,6-heptachlorobiphenyl (1.41), 2,2′,3,4,4′,6,6′- heptachlorobiphenyl (1.10), 2,2′,3,3′,4,5′,6-heptachlorobiphenyl (4.50), four hexachlorobiphenyls (4.69), one pentachlorobiphenyl (0.64), trichloroacetophenone, 1-(trichlorophenyl)-2-propanone, and (trichlorophenyl)acetonitrile (Choudhry and Hutzinger, 1984). Without acetone, the identified photolysis products (% yield) included 1,2,3-trichlorobenzene (trace), 1,2,4-trichlorobenzene (24.3), 1,3,5-trichlorobenzene (11.7), 1,3-dichlorobenzene (0.5), 1,4-dichlorobenzene (3.3), pentachlorobenzene (1.43), 1,2,3,4-tetrachlorobenzene (5.99), two heptachlorobiphenyls (1.40), two hexachlorobiphenyls (<0.01), and one pentachlorobiphenyl (0.75) (Choudhry and Hutzinger, 1984).

Purification Methods

Crystallise it from EtOH. [Beilstein 5 II 157, 5 III 551, 5 IV 668.]

1,2,3,5-Tetrachlorobenzene (634-90-2)Related Product Information

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• 1,3-Dichlorobenzene
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