[2-(Ethenyloxy)phenyl]methanol

Base Information

• Chemical Name: [2-(Ethenyloxy)phenyl]methanol
• CAS No.: 120368-06-1
• Molecular Formula: C9H10 O2
• Molecular Weight: 150.177
• DSSTox Substance ID: DTXSID70557298
• Wikidata: Q82439158
• Mol file: 120368-06-1.mol

Synonyms:120368-06-1;(2-ethenoxyphenyl)methanol;Benzenemethanol, 2-(ethenyloxy)- (9CI);[2-(Ethenyloxy)phenyl]methanol;SCHEMBL3391453;DTXSID70557298

Chemical Property of [2-(Ethenyloxy)phenyl]methanol

Chemical Property:

• PSA: 29.46000
• LogP: 1.70120
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 123

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=COC1=CC=CC=C1CO

Technology Process of [2-(Ethenyloxy)phenyl]methanol

There total 6 articles about [2-(Ethenyloxy)phenyl]methanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

2-(ethenyloxy)benzaldehyde (31600-76-7) → (2-Vinyloxy-phenyl)-methanol (120368-06-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 1h; Heating;

DOI:10.1021/ja00010a038

Reference yield: 38.0%

salicylaldehyde (90-02-8) + 1-Bromo-2-chloroethane (107-04-0) → (2-Vinyloxy-phenyl)-methanol (120368-06-1)

Guidance literature:

salicylaldehyde; 1-Bromo-2-chloroethane; With caesium carbonate; In N,N-dimethyl-formamide; at 50 - 70 ℃; for 18h;

With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 3h; Further stages;

DOI:10.1021/jacs.5b01144

Reference yield: 38.0%

((2-(2-chloroethoxy)benzyl)oxy)triisopropylsilane + ((2-(2-bromoethoxy)benzyl)oxy)triisopropylsilane → (2-Vinyloxy-phenyl)-methanol (120368-06-1)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide; In water; benzene; at 65 ℃; for 48h;

DOI:10.1021/jacs.5b01144

upstream raw materials:

(2-(2-chloroethoxy)phenyl)methanol

2-(ethenyloxy)benzaldehyde

2-(2-bromoethoxy)benzaldehyde

salicylaldehyde

Downstream raw materials:

1-(3,3-dimethoxybutyl)-2-(ethenyloxy)benzene

1-(ethenyloxy)-2-(methoxymethyl)benzene

1-vinyloxy-2-methylbenzene

2-ethoxytoluene

Refernces

• 1、 Kirmse, Wolfgang,H?mberger, Günter. "Intramolecular addition reactions of functionalized arylcarbenes to double bonds". . p. 3925 - 3934. Retrieved 2007/10/02.