1-(3-Bromoprop-1-ynyl)-3-chlorobenzene

Base Information

• Chemical Name: 1-(3-Bromoprop-1-ynyl)-3-chlorobenzene
• CAS No.: 1026840-30-1
• Molecular Formula: C₉H₆BrCl
• Molecular Weight: 229.504
• European Community (EC) Number: 848-019-0
• Mol file: 1026840-30-1.mol

Synonyms:1-(3-bromoprop-1-yn-1-yl)-3-chlorobenzene;1026840-30-1;1-(3-bromoprop-1-ynyl)-3-chlorobenzene;BRB84030;1-(3-Bromo-prop-1-ynyl)-3-chloro-benzene;CS-0245785;EN300-311402

Chemical Property of 1-(3-Bromoprop-1-ynyl)-3-chlorobenzene

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 227.93414
• Heavy Atom Count: 11
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Cl)C#CCBr

Technology Process of 1-(3-Bromoprop-1-ynyl)-3-chlorobenzene

There total 2 articles about 1-(3-Bromoprop-1-ynyl)-3-chlorobenzene 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:

3-iodochlorobenzene (625-99-0) → 1-(3-bromoprop-1-ynyl)-3-chlorobenzene (1026840-30-1)

Guidance literature:

Multi-step reaction with 2 steps

1: diethylamine / dichlorobis(triphenylphosphine)palladium(II), copper(I) iodide / 5 h / Ambient temperature

2: PBr₃, pyridine / diethyl ether / 2.5 h / Ambient temperature

With pyridine; phosphorus tribromide; diethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In diethyl ether;

DOI:10.1021/jm9706168

Reference yield:

3-(3-chlorophenyl)prop-2-yn-1-ol, (80151-33-3) → 1-(3-bromoprop-1-ynyl)-3-chlorobenzene (1026840-30-1)

Guidance literature:

With pyridine; phosphorus tribromide; In diethyl ether; for 2.5h; Ambient temperature;

DOI:10.1021/jm9706168

Reference yield:

ethyl 5-oxohexanoate (13984-57-1) + 1-(3-bromoprop-1-ynyl)-3-chlorobenzene (1026840-30-1) → 6-(1-(3-chlorophenyl)propa-1,2-dienyl)-6-methyltetrahydro-2H-pyran-2-one (1391710-79-4)

Guidance literature:

With nickel(II) iodide; samarium diiodide; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ja3047975

upstream raw materials:

3-(3-chlorophenyl)prop-2-yn-1-ol,

3-iodochlorobenzene

Downstream raw materials:

6-(1-(3-chlorophenyl)propa-1,2-dienyl)-6-methyltetrahydro-2H-pyran-2-one

Refernces

• 1、 Wrobel, Jay,Li, Zenan,Dietrich, Arlene,McCaleb, Michael,Mihan, Brenda,Sredy, Janet,Sullivan, Donald. "Novel 5-(3-aryl-2-propynyl)-5-(arylsulfonyl)thiazolidine-2,4-diones as antihyperglycemic agents". . p. 1084 - 1091. Retrieved 2007/10/03.