2,3,5,6-TETRACHLOROPHENOL Chemical Properties

Melting point:

115-116℃ (isooctane )

Boiling point:

331.59°C (rough estimate)

Density 

1.6 g/cm3 (60℃)

refractive index 

1.5133 (estimate)

Flash point:

11 °C

storage temp. 

APPROX 4°C

solubility 

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)

pka

5.09±0.20(Predicted)

Water Solubility 

0.1g/L(25 ºC)

BRN 

2049586

CAS DataBase Reference

935-95-5(CAS DataBase Reference)

EPA Substance Registry System

2,3,5,6-Tetrachlorophenol (935-95-5)

Safety Information

Hazard Codes 

T,F

Risk Statements 

25-37/38-41-39/23/24/25-23/24/25-11

Safety Statements 

26-39-45-36/37-16

RIDADR 

UN 2020 6.1/PG 3

WGK Germany 

3

RTECS 

SM9450000

Hazardous Substances Data

935-95-5(Hazardous Substances Data)

2,3,5,6-TETRACHLOROPHENOL Usage And Synthesis

Chemical Properties

Brown solid; phenol odor. Soluble in sodium hydroxide solutions and most organic solvents; insoluble in water.

Uses

Fungicide, wood preservative.

Production Methods

Chlorophenols are generally prepared by the chlorination of phenol. There are other routes of synthesis as through diazotizing p-chloroaniline or dechlorinating (by alkaline hydrolysis) 1,2,4,5-tetrachlorobenzene to yield 2,4,5-trichlorophenol (TCP). Polychlorinated dibenzo-p-dioxins can be formedduringthemanufacturingprocess of the chlorophenols. The amount formed depends on temperature and pressure process variability during production. The more notable toxic dioxin, 2,3,7,8-tetrachlorodibenzo-p-dioxin (2,3,7,8-TCDD), is formed during the production of 2,4,5- TCP. Laboratory reference standards of 2,3,7,8-TCDD are prepared by heating 2,4,5-TCP under alkaline conditions. All technical and formulated products containing 2,4,5-TCP are expected to be contaminated to varying degrees by this 2,3,7,8-TCDD by-product of the manufacturing process.

Definition

ChEBI: The 2,3,5,6-isomer of tetrachlorophenol

General Description

Leaflets (from ligroin) or light beige powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

2,3,5,6-TETRACHLOROPHENOL is incompatible with acid chlorides, acid anhydrides and oxidizing agents. .

Hazard

Toxic by ingestion and inhalation, strong irritant.

Fire Hazard

Flash point data for 2,3,5,6-TETRACHLOROPHENOL are not available. 2,3,5,6-TETRACHLOROPHENOL is probably combustible.

Carcinogenicity

There was no evidence of carcinogenic activity of 2,4-dichlorophenol in F344/N rats or B6C3F1 mice from the NTP bioassay program, but 2,4,6-trichlorophenol was reported to be carcinogenic in both species.

Purification Methods

Crystallise the phenol from pet ethers. The benzoate has m 136o (from EtOH). [Beilstein 6 II 182, 6 III 730, 6 IV 1025.]

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