2,6-дихлорбензойной кислоты

Химические свойства

white to off-white crystalline powder

Использование

2,6-Dichlorobenzoic Acid is an di-halogenated benzoic acid derivative and is used in the synthesis of Lux-S enzyme inhibitor.

Определение

ChEBI: 2,6-dichlorobenzoic acid is a chlorobenzoic acid carrying two chloro groups at positions 2 and 6 respectively. It has a role as a bacterial xenobiotic metabolite. It is a chlorobenzoic acid and a dichlorobenzene. It is functionally related to a benzoic acid. It is a conjugate acid of a 2,6-dichlorobenzoate.

Подготовка

2,6-Dichlorobenzoic Acid can be prepared through several synthetic routes. One common method is the chlorination of benzoic acid in the presence of a catalyst such as phosphorus pentachloride or thionyl chloride. The reaction takes place under reflux in anhydrous conditions, resulting in the substitution of two chlorine atoms at positions 2 and 6 of the benzene ring. The resulting product is then isolated and purified through recrystallization from a suitable solvent. Another method involves the chlorination of the methyl ester of 2,6-dichlorobenzoic acid, followed by hydrolysis to yield the desired compound. Alternatively, it can also be synthesized through the oxidation of 2,6-dichlorotoluene using potassium permanganate or other oxidizing agents.

Реакции воздуха и воды

Slightly soluble in water.

Пожароопасность

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

Методы очистки

Crystallise the acid from EtOH and sublime it in vacuo.[Beilstein 9 IV 1005.] Aromatic acid impurities (to <0.05%) can be removed via the (±)--methylbenzylamine salt as described for 2,4-dichlorobenzoic acid [Ley & Yates Organic Process Research & Development 12 120 2008.]