87567-90-6

Basic information

• Product Name: 1,3-Cyclohexadiene-1-carboxylic acid, 2-chloro-3-methyl-5,6-dioxo-, methyl ester
• CAS NO: 87567-90-6
• Molecular Formula: C9H7ClO4
• Molecular Weight: 214.605
• Mol File: 87567-90-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,3-Cyclohexadiene-1-carboxylic acid, 2-chloro-3-methyl-5,6-dioxo-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Cyclohexadiene-1-carboxylic acid, 2-chloro-3-methyl-5,6-dioxo-, methyl ester(87567-90-6)
• EPA Substance Registry System: 1,3-Cyclohexadiene-1-carboxylic acid, 2-chloro-3-methyl-5,6-dioxo-, methyl ester(87567-90-6)

Safety Data

• Hazardous Substances Data: 87567-90-6(Hazardous Substances Data)

Usage

Type of compound

Methyl ester derivative of 1,3-cyclohexadiene-1-carboxylic acid

Presence of functional groups

Chlorine atom, methyl group, carbonyl groups (5,6-dioxo)

Usage

Organic synthesis, pharmaceutical research

Known for

Potential biological activity and pharmacological properties

Application

Starting material for the synthesis of other chemical compounds

Safety precautions

Careful handling and storage due to potential hazards

Upstream product

• 87567-89-3 3-methyl-5,6-dioxo-1,3-cyclohexadienecarboxylic acid methyl ester 
• 87567-91-7 2,3-dihydroxy-5-methylbenzoic acid methyl ester 
• 6049-93-0 2,3-dihydroxy-5-methylbenzoic acid 
• 17746-75-7 3-bromo-5-methylsalicylic acid 
• 87568-18-1 6-chloro-2,3-dihydroxy-5-methylbenzoic acid methyl ester 

Relevant articles and documents

Quassinoid Synthesis via o-Quinone Diels-Alder Reactions

The reaction of 3,5-disubstituted o-quinones (2a, 2c) and 4-chloro-3,5-disubstituted o-quinones (2b, 2d) with simple dienes was investigated as a potential route to the quassinoid skeleton.Quinones 2a and 2c reacted in high yield at the 3,4-position with only a small excess of diene.Attempted equilibration of cis-fused cycloadducts to the trans-fused system failed due to the intervention of a stable enol form, as in 20.Compound 2c with ethyl 3,5-hexadienoate gave 15a, which upon reduction and lactonization provided BCD-ring tricyclic quassinoid analogues 18a and 19a.Again isomerization to the BC trans-fused system was not possible.The chloroquinones showed some preference for Diels-Alder reaction at the 5,6-position, but the additions were characterized generelly by low yields, side reactions, and lessened stereoselectivity.