2,6-Dichlorophenol

Description

2,6-Dichlorophenol is a white crystalline solidhaving a strong odor similar to o-chlorophenol; Molecularweight=163.00; Boiling point=219.5℃; Freezing/Melting point=68-69℃. Hazard Identification (based onNFPA-704 M Rating System): Health 3, Flammability 0,Reactivity 0.

Chemical properties

2,6-Dichlorophenol is a white crystalline solid having a strong odor similar to o-chlorophenol. Freely soluble in ethanol and ether, soluble in benzene and petroleum ether.

The Uses of 2,6-Dichlorophenol

2,6-Dichlorophenol is produced as a by-product from the direct chlorination of phenol. It is used primarily as a starting material for the manufacture of trichlorophenols, tetrachlorophenols, and pentachlorophenols. It also acts as a sex pheromone for the Lone Star tick.

Definition

ChEBI: 2,6-dichlorophenol is a dichlorophenol with the chloro substituents at positions 2 and 6. It is used as a chemical intermediate for 2,4,6-trichlorophenol and in the production of dehydro-l-ascorbic acid.

Preparation

2,6-Dichlorophenol has been prepared by the chlorination of phenol with chlorine gas in the presence of nitrobenzene and fuming sulfuric acid, by the decomposition of the diazotate of 2,6-dichloro-4-aminophenol, and by the decarboxylation of 3,5-dichloro-4-hydroxybenzoic acid in quinoline or dimethylaniline.

Synthesis Reference(s)

Journal of the American Chemical Society, 73, p. 2723, 1951 DOI: 10.1021/ja01150a084
Organic Syntheses, Coll. Vol. 3, p. 267, 1955

General Description

2,6-dichlorophenol is a white crystalline solid with a strong odor. Odor threshold concentration: 0.003 mg/L at 86°F; 200 micrograms/liter at 68-72°F. Taste threshold concentration: 0.0002 mg/L. (NTP, 1992)

Air & Water Reactions

Insoluble in water.

Reactivity Profile

2,6-Dichlorophenol is incompatible with acid chlorides, acid anhydrides and oxidizing agents .

Fire Hazard

Flash point data for 2,6-Dichlorophenol are not available; however, 2,6-Dichlorophenol is probably combustible.

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion. A severe skin and eye irritant. When heated to decomposition it emits toxic fumes of Cl-. See also CHLOROPHENOLS.

Potential Exposure

2,6-Dichlorophenol is produced as aby-product from the direct chlorination of phenol. It is usedprimarily as a starting material for the manufacture of trichlorophenols, tetrachlorophenols, and pentachlorophenols.It also acts as a sex pheromone for lone star tick.

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPRif heart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, getmedical attention. Give large quantities of water andinduce vomiting. Do not make an unconscious personvomit.

storage

Color Code—Blue: Health Hazard/Poison: Storein a secure poison location. Prior to working with 2,6-DCPyou should be trained on its proper handling and storage.Store in tightly closed containers in a refrigerator awayfrom oxidizers and other incompatible materials listedabove.

Shipping

UN2020 Chlorophenols, solid, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, acid fumes, acid anhyrides and acid chlorides

Waste Disposal

Dissolve in a combustible solvent and incinerate in a furnace equipped with afterburner and scrubber. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal