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HomeProduct name list1,2,3,5-Tetrachlorobenzene

1,2,3,5-Tetrachlorobenzene

  • CAS NO.:634-90-2
  • Empirical Formula: C6H2Cl4
  • Molecular Weight: 215.89
  • MDL number: MFCD00000543
  • EINECS: 211-217-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-06-08 17:06:39
1,2,3,5-Tetrachlorobenzene  Structural

What is 1,2,3,5-Tetrachlorobenzene ?

The Uses of 1,2,3,5-Tetrachlorobenzene

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.]

Properties of 1,2,3,5-Tetrachlorobenzene

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)
form  neat
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 for 1,2,3,5-Tetrachlorobenzene

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
ghs
Environment
GHS09
GHS Hazard Statements H302:Acute toxicity,oral
H410:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P273:Avoid release to the environment.
P391:Collect spillage. Hazardous to the aquatic environment
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P501:Dispose of contents/container to..…

Computed Descriptors for 1,2,3,5-Tetrachlorobenzene

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