56021-31-9

Usage

Chemical structure

Halogenated derivative of catechol (1,3-dihydroxybenzene) with a chlorine atom at the 2nd position and a methyl group at the 5th position

Usage

Building block in organic synthesis

Applications

Production of pharmaceuticals, agrochemicals, and dyes

Role

Reagent in chemical research and intermediate in the synthesis of other organic compounds

Chemical stability

High level of stability

Reactivity

Relatively non-reactive under normal conditions

Upstream product

• 38103-09-2 ethyl 3-chloro-2,4-dihydroxy-6-methylbenzoate 
• 38103-07-0 methyl 3-chloro-2,4-dihydroxy-6-methylbenzoate 
• 27971-69-3 2‐chloro‐1,3‐dimethoxy‐5‐methyl benzene 

Downstream Products

• 88207-73-2 2-chloro-3-hydroxy-5-methyl-[1,4]benzoquinone 
• 27971-69-3 2‐chloro‐1,3‐dimethoxy‐5‐methyl benzene 
• 113523-87-8 4-chloro-3,5-dimethoxytoluene-2-ol 
• 113523-88-9 4-chloro-2,3,5-trimethoxytoluene 
• 113523-93-6 methyl 4-chloro-2,3,5-trihydroxybenzoate 
• 113523-92-5 4-chloro-2,3,5-trihydroxybenzoic acid 
• 113523-90-3 4-chloro-2,3,5-trimethoxybenzaldehyde 
• 113523-89-0 4-chloro-1-dibromomethyl-2,3,5-trimethoxybenzene 
• 113523-91-4 4-chloro-2,3,5-trimethoxybenzoic acid 
• 113524-11-1 C₁₃H₂₂ClN₂O₅P 
• 113524-12-2 (E)-1-(2,3,5-triacetoxy-4-chlorophenyl)prop-1-ene 
• 113524-16-6 (E)-1-(2,3,5-triacetoxy-4,6-dichlorophenyl)prop-1-ene 
• 113524-15-5 C₁₃H₂₁Cl₂N₂O₅P 
• 113523-94-7 methyl 2,3,5-tribenzyloxy-4-chlorobenzoate 

Relevant academic research and scientific papers

The Synthesis and Ring-contraction of Halogenated Hydroxyquinones; a New Synthesis of Cryptosporiopsin

Syntheses of 2,6-dichloro- and 2,6-dibromo-3-hydroxy-5-alkyl-1,4-benzoquinones have been developed involving oxidation of trihalogenoresorcinol derivatives with Fremy's salt.The reactions of these quinones have been studied and their ring-contraction to cyclopentenoid structures on treatment with N-halogenosuccinimides is reported.This sequence of reactions has been used in an efficient synthesis of the fungal metabolite cryptosporiopsin.

Further Total Syntheses of Chlorine-containing Lichen Xanthones

The unambiguous total synthesis of eight chlorine-containing lichen xanthones by ring closure of appropriately substituted benzophenones is described.

Benzylpyrimidine derivatives

N-oxides of benzylpyrimidines of the formula STR1 wherein R1, R2 and R3 are as set forth hereinafter, are described. The 2,4-diamino-5-(4-bromo-3,5-dimethoxybenzyl)-pyrimidine is also described. The compounds referred to above are useful as potentiators of the antibacterial activity of sulfonamides.