134824-31-0

Basic information

• Product Name: 2,3,6-Trimethyl-5-farnesyl-1,4-benzoquinone
• CAS NO: 134824-31-0
• Molecular Weight: 354.533
• Mol File: 134824-31-0.mol

Chemical Properties

• CAS DataBase Reference: 2,3,6-Trimethyl-5-farnesyl-1,4-benzoquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,6-Trimethyl-5-farnesyl-1,4-benzoquinone(134824-31-0)
• EPA Substance Registry System: 2,3,6-Trimethyl-5-farnesyl-1,4-benzoquinone(134824-31-0)

Safety Data

• Hazardous Substances Data: 134824-31-0(Hazardous Substances Data)

Upstream product

• 22850-55-1 (E)-6,10-dimethyl-5,9-undecadien-1-yne 
• 75-24-1 trimethylaluminum 
• 109885-41-8 5-(chloromethyl)-2,3,5-trimethylcyclohexa-2,5-diene-1,4-dione 
• 54757-17-4 1-chloromethyl-2,5-dimethoxy-3,4,6-trimethyl-benzene 
• 4537-09-1 1,4-dimethoxy-2,3,5-trimethyl-benzene 
• 106-28-5 Farnesol 
• 700-13-0 Trimethylhydroquinone 

Relevant articles and documents

An expeditious route to CoQ(n), Vitamins K1 and K2, and related allylated para-quinones utilizing Ni(0) catalysis

Coupling reactions between vynylalanes and chloromethylated para-quinones, mediated by catalytic amounts of Ni(0), lead directly to allylated products, including coenzyme Q, and vitamins K1 and K2.

Synthesis of plastoquinone derivatives with different structures of the side chain

Two schemes for the synthesis of plastoquinone derivatives with ω-substituted alkyl side chains have been developed, based on radical alkylation of 2,3-dimethyl-1,4-benzoquinone with ω-substituted carboxylic and/or dicarboxylic acids in the presence of S2O82- and Ag+.In Scheme 1, radical alkylation of 2,3-dimethyl-1,4-benzoquinone with 11-bromoundecanoic acid, in the presence of (NH4)2S2O8 and AgNO3, gave 2,3-dimethyl-5-(10-bromodecyl)-1,4-benzoquinone, which, after hydration, gave 2,3-dimethyl-5-(10-hydroxydecyl)-1,4-benzoquinone.Esterification of 2,3-dimethyl-5-(10-hydroxydecyl)-1,4-benzoquinone with different acyl chlorides gave 2,3-dimethyl-5-(10-acyloxydecyl)-1,4-benzoquinone.In Scheme 2, radical alkylation of 2,3-dimethyl-1,4-benzoquinone with adipic acid, in the presence of K2S2O8 and AgNO3, gave 2,3-dimethyl-5-(4-carboxybutyl)-1,4-benzoquinone, which was converted to 2,3-dimethyl-5--1,4-benzoquinone by esterification with different alcohols in the presence of dicyclohexylcarbodiimide. 2,3-Dimethyl-5-(8-carboxyoctyl)-1,4-benzoquinone and 2,3-dimethyl-5--1,4-benzoquinone were similarly synthesized from 2,3-dimethyl-1,4-benzoquinone and sebacic acid.Plastoquinone derivatives having different kinds of double bonds in the side chain with and without a 6-methyl group were synthesized from 2,3,5-trimethyl-1,4-benzoquinone and 2,3-dimethyl-1,4-benzoquinone by successive reactions with (1) NaBH4; (2) KHSO4, different kinds of allylic alcohols; (3) Ag2O.The allylic alcohols were prepared from their corresponding aldehydes by reduction with NaBH4. 2,3,6-Trimethyl-1,4-benzoquinone by radical methylation with acetic acids in the presence of K2S2O8 + AgNO3.