5-Ethenyl-2-methoxyphenol

Base Information

• Chemical Name: 5-Ethenyl-2-methoxyphenol
• CAS No.: 621-58-9
• Molecular Formula: C₉H₁₀O₂
• Molecular Weight: 150.177
• European Community (EC) Number: 863-888-6
• UNII: FV66Z7S5H6
• Nikkaji Number: J798.602E
• Wikidata: Q105003850
• Mol file: 621-58-9.mol

Synonyms:5-ethenyl-2-methoxyphenol;621-58-9;2-methoxy-5-vinylphenol;5-Vinylguaiacol;SCHEMBL54200;Phenol, 2-methoxy-5-vinyl-;FV66Z7S5H6;Phenol, 5-ethenyl-2-methoxy-;AKOS034086728;EN300-155144;Z1513804703

Chemical Property of 5-Ethenyl-2-methoxyphenol

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 134

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C=C)O

Technology Process of 5-Ethenyl-2-methoxyphenol

There total 10 articles about 5-Ethenyl-2-methoxyphenol 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: 87.0%

isovanillin (621-59-0) → 3-hydroxy-4-methoxystyrene (621-58-9)

Guidance literature:

In tetrahydrofuran; for 10h; Ambient temperature;

DOI:10.1021/jo962014m

Reference yield: 85.0%

tert-butyl-(2-methoxy-5-vinylphenoxy)dimethylsilane (831222-65-2) → 3-hydroxy-4-methoxystyrene (621-58-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.333333h;

DOI:10.1016/j.tetlet.2008.01.135

Reference yield: 84.0%

isovanillin (621-59-0) + methyl-triphenylphosphonium iodide (2065-66-9) → 3-hydroxy-4-methoxystyrene (621-58-9)

Guidance literature:

methyl-triphenylphosphonium iodide; With potassium tert-butylate; In tetrahydrofuran; at 25 ℃; for 0.5h;

isovanillin; In tetrahydrofuran; at 25 ℃; for 12h;

DOI:10.1515/znb-2011-0314

upstream raw materials:

(4,5-dimethoxy-3-oxo-phthalan-1-yl)-acetic acid

N,N-dimethyl-aniline

isovanillin

methyl-triphenylphosphonium iodide

Downstream raw materials:

1-(3-hydroxy-4-methoxyphenyl)ethane-1,2-diol

1-(3-benzyloxy-4-methoxyphenyl)ethane-1,2-diol

(S)-(+)-1-(3-benzyloxy-4-methoxyphenyl)ethane-1,2-diol

(R)-(-)-1-(3-benzyloxy-4-methoxyphenyl)ethane-1,2-diol

Refernces

• 1、 Demidoff, Felipe C.,Rodrigues Filho, Eduardo José P.,De Souza, Andréa Luzia F.,Netto, Chaquip D.,De Carvalho, Leandro L.. "Cross-Coupling Reactions with 2-Amino-/Acetylamino-Substituted 3-Iodo-1,4-naphthoquinones: Convenient Synthesis of Novel Alkenyl- And Alkynylnaphthoquinones and Derivatives". supporting information. p. 4097 - 4109. Retrieved 2021/08/31.
• 2、 Demidoff, Felipe C.,De Souza, Fabrícia P.,Netto, Chaquip D.. "Synthesis of Stilbene-Quinone Hybrids through Heck Reactions in PEG-400". supporting information. p. 5217 - 5223. Retrieved 2017/11/28.