93981-82-9

Basic information

• Product Name: 4-(allyloxy)-m-xylene
• Synonyms: 4-(allyloxy)-m-xylene;2,4-Dimethyl-1-(2-propenyloxy)benzene;2,4-Dimethylphenylallyl ether;Allyl(2,4-dimethylphenyl) ether
• CAS NO: 93981-82-9
• Molecular Formula: C₁₁H₁₄O
• Molecular Weight: 162.22826
• EINECS: 301-170-1
• Mol File: 93981-82-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 234.9°Cat760mmHg
• Flash Point: 87.2°C
• Appearance: /
• Density: 0.931g/cm³
• Vapor Pressure: 0.079mmHg at 25°C
• Refractive Index: 1.504
• CAS DataBase Reference: 4-(allyloxy)-m-xylene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(allyloxy)-m-xylene(93981-82-9)
• EPA Substance Registry System: 4-(allyloxy)-m-xylene(93981-82-9)

Safety Data

• Hazardous Substances Data: 93981-82-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H14O/c1-4-7-12-11-6-5-9(2)8-10(11)3/h4-6,8H,1,7H2,2-3H3

Upstream product

• 106-95-6 allyl bromide 
• 105-67-9 2,4-Xylenol 
• 4214-28-2 1-iodo-2,4-dimethylbenzene 
• 107-18-6 allyl alcohol 

Downstream Products

• 19182-94-6 2-allyl-4,6-dimethylphenol 
• 1253261-54-9 2,4-dimethylpropoxybenzene 
• 105-67-9 2,4-Xylenol 
• 860734-43-6 2-allyl-4,6-dimethyl-anisole 
• 100971-61-7 allyl-(2,4-dimethyl-6-trans-propenyl-phenyl)-ether 
• 104175-17-9 1-(2-Oxy-3.5-dimethyl-phenyl)-propen-⁽¹⁾ 
• 65001-66-3 2,4-dimethyl-6-propenyl-anisole 
• 126708-19-8 2-<3-hydroxy-2-(phenylthio)propyl>-4,6-dimethylphenol 
• 126708-09-6 2-<2-hydroxy-3-(phenylthio)propyl>-4,6-dimethylphenol 
• 126707-90-2 5,7-dimethyl-2-(phenylthiomethyl)-2,3-dihydrobenzofuran 
• 4279-00-9 2,4-Dimethyl-5-allyl-phenol 
• 4278-96-0 2,4-Dimethyl-4-allyl-cyclohexa-2,5-dien-1-on 

Relevant articles and documents

Nonracemic Dimethylphenyl Glycerol Ethers in the Synthesis of Physiologically Active Aminopropanols

Six regioisomeric nonracemic dimethylphenyl glycerol ethers were synthesized by asymmetric dihydroxylation of the corresponding allyl dimethylphenyl ethers. The enantioselectivity of the reaction with o-methyl derivatives was lower (down to 34% ee) than with m-methylphenyl ethers (up to 86% ee). Enantiomeric 3-(3,4-dimethylphenoxy)propane-1,2-diols were used to obtain enantiomerically pure physiologically active amino alcohols and their derivatives.

Synthesis of methyl 2,3-dihydro-2-benzofurancarboxylates from o-allylphenols via 2-(phenylthiomethyl)-2,3-dihydrobenzofurans

A method for synthesizing methyl 2,3-dihydro-2-benzofurancarboxylates rom o-allylphenols is described.The reaction of 6allyl-2,3-dichlorophenol (3) with benzenesulfenyl chloride (PhSCl) in acetonitrile gave a mixture of PhSCl -adducts, which was heated in aqueous acetonitrile then with sodium bicarbonate to obtain 6,7-dichloro-2-(phenylmethyl)-2,3-dihydrobenzofuran (6). α-Dichlorination of the phenylthiomethyl group of 6 and subsequent methanolysis gave the methyl ester 5 in high yield.The generality of this synthetic method was examined by the conversion of o-allylphenols 11 having various substituents on the benzene ring into the corresponding methyl ester 23.Cyclization of 11 to sulfides 12 could be achived similerly to the case of 3.However, in the subsequent conversions of 12 to 23, selective α-dichlorination followed by methanolysis could be achived only with 12 substituted with an electron-withdrawing group such as a chloro or nitro group.Keywords - oallylphenils; methyl 2,3-dihydro-2-benzofurancarboxylate; 2-(phenylthiomethyl)-2,3-dihydrobenzofuran; benzenesulfenyl chloride; α-chlorination; methanolysis.