1-(2,4-Dichlorophenyl)-3-butene-1-ol acetate

Base Information

• Chemical Name: 1-(2,4-Dichlorophenyl)-3-butene-1-ol acetate
• CAS No.: 132587-11-2
• Molecular Formula: C₁₂H₁₂Cl₂O₂
• Molecular Weight: 259.132
• DSSTox Substance ID: DTXSID001195886
• Nikkaji Number: J1.434.463B
• Mol file: 132587-11-2.mol

Synonyms:DTXSID001195886;1-(2,4-Dichlorophenyl)-3-butene-1-ol acetate;Benzenemethanol, 2,4-dichloro-alpha-2-propen-1-yl-, 1-acetate;132587-11-2

Chemical Property of 1-(2,4-Dichlorophenyl)-3-butene-1-ol acetate

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 258.0214350
• Heavy Atom Count: 16
• Complexity: 255

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)OC(CC=C)C1=C(C=C(C=C1)Cl)Cl

Technology Process of 1-(2,4-Dichlorophenyl)-3-butene-1-ol acetate

There total 3 articles about 1-(2,4-Dichlorophenyl)-3-butene-1-ol acetate 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: 92.0%

acetic anhydride (108-24-7) + 2,4-dichlorobenzaldeyhde (874-42-0) + allyl bromide (106-95-6) → 1-(2,4-dichlorophenyl)-3-buten-1-yl acetate (132587-11-2,132587-19-0)

Guidance literature:

With indium; In tetrahydrofuran; at 40 ℃; for 0.833333h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.01.092

Reference yield: 90.0%

1,1-diacetoxy-1-(2,4-dichlorophenyl)methane (13086-94-7) + allyl-trimethyl-silane (762-72-1) → 1-(2,4-dichlorophenyl)-3-buten-1-yl acetate (132587-11-2,132587-19-0)

Guidance literature:

indium(III) chloride; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1246/cl.2001.18

Reference yield: 85.0%

acetic anhydride (108-24-7) + 2,4-dichlorobenzaldeyhde (874-42-0) + allyl-trimethyl-silane (762-72-1) → 1-(2,4-dichlorophenyl)-3-buten-1-yl acetate (132587-11-2,132587-19-0)

Guidance literature:

2,4-dichlorobenzaldeyhde; allyl-trimethyl-silane; With lithium tetrafluoroborate; In dichloromethane; acetonitrile; at 23 ℃; for 0.5h;

acetic anhydride; In dichloromethane; acetonitrile; at 23 ℃; for 1.5h; Further stages.;

DOI:10.1016/j.tetlet.2007.06.039

upstream raw materials:

acetic anhydride

2,4-dichlorobenzaldeyhde

allyl-trimethyl-silane

1,1-diacetoxy-1-(2,4-dichlorophenyl)methane

Downstream raw materials:

(+)-1-(2,4-dichlorophenyl)-3-buten-1-ol

(-)-1-(2,4-dichlorophenyl)-3-buten-1-ol