2-Vinyl-2,3-dihydrobenzofuran

Base Information

• Chemical Name: 2-Vinyl-2,3-dihydrobenzofuran
• CAS No.: 16198-39-3
• Molecular Formula: C10H10O
• Molecular Weight: 146.189
• DSSTox Substance ID: DTXSID40458248
• Nikkaji Number: J2.110.114A
• Mol file: 16198-39-3.mol

Synonyms:2-Vinyl-2,3-dihydrobenzofuran;16198-39-3;vinyldihydrobenzofuran;Benzofuran, 2-ethenyl-2,3-dihydro-;SCHEMBL334480;2,3-Dihydro-2-vinylbenzofuran;DTXSID40458248;KUUQXWYXLRJNNG-UHFFFAOYSA-N

Chemical Property of 2-Vinyl-2,3-dihydrobenzofuran

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 146.073164938
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC1CC2=CC=CC=C2O1

Technology Process of 2-Vinyl-2,3-dihydrobenzofuran

There total 6 articles about 2-Vinyl-2,3-dihydrobenzofuran 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:

2-crotylphenol (18448-88-9) → 2-ethylbenzofuran (3131-63-3) + (+/-)-2-ethenyl-2,3-dihydrobenzofuran (16198-39-3) + (-)-α-pinene (7785-26-4,25766-18-1) + beta-pinene (18172-67-3,19902-08-0,25719-60-2) + (+)-dehydro-β-pinene (4080-46-0,23733-90-6,30460-81-2)

Guidance literature:

With oxygen; bis; In methanol; at 35 ℃; for 71h; Product distribution; different ratio of cis/trans isomers of the title compound; presence/absence of Cu(OAc)2 underN₂/or O₂; influence of ratio of Cu(OAc)2/Pd complex and reaction time on the specific optical rotation of the products' mixture;other solvents; other catalysts;

DOI:10.1021/ja00399a030

Reference yield:

2-crotylphenol (18448-88-9) → 2-ethylbenzofuran (3131-63-3) + (+/-)-2-ethenyl-2,3-dihydrobenzofuran (16198-39-3)

Guidance literature:

With copper diacetate; oxygen; bis; In methanol; at 35 ℃; for 5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja00399a030

Reference yield:

2-crotylphenol (14004-15-0) → 2-ethylbenzofuran (3131-63-3) + (+/-)-2-ethenyl-2,3-dihydrobenzofuran (16198-39-3)

Guidance literature:

With copper diacetate; di-μ-acetato-bis<(3,2,10-η-cis-4-acetoxypinene)palladium(II); oxygen; In methanol; at 35 ℃; for 13h; Yield given. Yields of byproduct given;

DOI:10.1246/bcsj.58.3282

upstream raw materials:

(E)-1,4-dibromobutene

2-crotylphenol

2-crotylphenol

phenol

Downstream raw materials:

2-phenol

ethyl 2,3-dihydro-1-benzofuran-2-carboxylate

(RS)-2-acetyl-2,3-dihydrobenzofuran

1-(5-acetyl-2,3-dihydro-2-benzofuranyl)-1-methylethyl acetate