109741-42-6

Basic information

• Product Name: 1,4-Benzenediol,5-[(2E)-3,7-dimethyl-2,6-octadien-1-yl]-2,3-dimethyl-
• Synonyms: 1,4-Benzenediol,5-(3,7-dimethyl-2,6-octadienyl)-2,3-dimethyl-, (E)-; 1,4-Benzenediol, 5-[(2E)-3,7-dimethyl-2,6-octadienyl]-2,3-dimethyl-(9CI); Plastoquinol 2
• CAS NO: 109741-42-6
• Molecular Formula: C18H26 O2
• Molecular Weight: 274.403
• Mol File: 109741-42-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,4-Benzenediol,5-[(2E)-3,7-dimethyl-2,6-octadien-1-yl]-2,3-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Benzenediol,5-[(2E)-3,7-dimethyl-2,6-octadien-1-yl]-2,3-dimethyl-(109741-42-6)
• EPA Substance Registry System: 1,4-Benzenediol,5-[(2E)-3,7-dimethyl-2,6-octadien-1-yl]-2,3-dimethyl-(109741-42-6)

Safety Data

• Hazardous Substances Data: 109741-42-6(Hazardous Substances Data)

Upstream product

• 526-86-3 2,3-dimethyl-1,4-benzoquinone 
• 106-24-1 Geraniol 
• 608-43-5 2,3-dimethyl-1,4-dihydroxybenzene 

Relevant articles and documents

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.