1-(Buta-2,3-dien-1-yl)-4-methoxybenzene

Base Information

• Chemical Name: 1-(Buta-2,3-dien-1-yl)-4-methoxybenzene
• CAS No.: 343950-65-2
• Molecular Formula: C11H12O
• Molecular Weight: 160.21238
• DSSTox Substance ID: DTXSID20500456
• Mol file: 343950-65-2.mol

Synonyms:343950-65-2;p-anisylpropadiene;1-(Buta-2,3-dien-1-yl)-4-methoxybenzene;DTXSID20500456

Chemical Property of 1-(Buta-2,3-dien-1-yl)-4-methoxybenzene

Chemical Property:

• PSA: 9.23000
• LogP: 2.57880
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 160.088815002
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(Buta-2,3-dien-1-yl)-4-methoxybenzene

There total 3 articles about 1-(Buta-2,3-dien-1-yl)-4-methoxybenzene 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: 91.0%

para-iodoanisole (696-62-8) + propargyl bromide (106-96-7) + bis(iodozinc)methane (31729-70-1) → 1-(buta-2,3-dien-1-yl)-4-methoxybenzene (343950-65-2)

Guidance literature:

para-iodoanisole; bis(iodozinc)methane; With palladium; In tetrahydrofuran; at 40 ℃; for 0.5h;

With copper(I) cyanide di(lithium chloride); at -30 ℃;

propargyl bromide; at -30 - 25 ℃; for 9h; chemoselective reaction;

DOI:10.1055/s-0034-1381044

Reference yield: 80.0%

(Z)-1-(4-bromo-3-iodobut-2-enyl)-4-methoxybenzene (1334526-77-0) → 1-(buta-2,3-dien-1-yl)-4-methoxybenzene (343950-65-2)

Guidance literature:

With indium; In tetrahydrofuran; water; at 20 ℃; for 12h;

DOI:10.1021/jo2015104

Reference yield:

(2Z)-2-iodo-4-(4-methoxyphenyl)-2-buten-1-ol (1008441-05-1) → 1-(buta-2,3-dien-1-yl)-4-methoxybenzene (343950-65-2)

Guidance literature:

Multi-step reaction with 2 steps

1: phosphorus tribromide / diethyl ether

2: indium / tetrahydrofuran; water / 12 h / 20 °C

With indium; phosphorus tribromide; In tetrahydrofuran; diethyl ether; water;

DOI:10.1021/jo2015104

upstream raw materials:

(2Z)-2-iodo-4-(4-methoxyphenyl)-2-buten-1-ol

(Z)-1-(4-bromo-3-iodobut-2-enyl)-4-methoxybenzene

para-iodoanisole

propargyl bromide

Refernces

• 1、 Lin, Mei-Huey,Tsai, Wen-Shing,Lin, Long-Zhi,Hung, Shiang-Fu,Chuang, Tsung-Hsun,Su, Yi-Jen. "Methods for the preparation of allenes employing indium- and zinc-mediated dehalogenation reactions in aqueous solutions". . p. 8518 - 8523. Retrieved 2012/01/19.