1-(4'-Methoxy[1,1'-biphenyl]-3-yl)ethanone

Base Information

• Chemical Name: 1-(4'-Methoxy[1,1'-biphenyl]-3-yl)ethanone
• CAS No.: 182169-63-7
• Molecular Formula: C15H14O2
• Molecular Weight: 226.27
• Hs Code.: 2922299090
• DSSTox Substance ID: DTXSID20408362
• Nikkaji Number: J784.189B
• Mol file: 182169-63-7.mol

Synonyms:182169-63-7;1-(4'-methoxy[1,1'-biphenyl]-3-yl)ethanone;1-[3-(4-methoxyphenyl)phenyl]ethanone;1-(4'-Methoxy-biphenyl-3-yl)-ethanone;1-(4/'-METHOXY[1,1/'-BIPHENYL]-3-YL)ETHANONE;3'-acetyl-4-methoxybiphenyl;SCHEMBL8479394;DTXSID20408362;KDQCXCHDEAQCRJ-UHFFFAOYSA-N;MFCD04039103;AKOS004113918;BB 0222570;Z732813522

Chemical Property of 1-(4'-Methoxy[1,1'-biphenyl]-3-yl)ethanone

Chemical Property:

• Boiling Point: 383.4 °C at 760 mmHg
• Flash Point: 175.5 °C
• PSA: 26.30000
• Density: 1.076 g/cm³
• LogP: 3.56480
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 226.099379685
• Heavy Atom Count: 17
• Complexity: 254

Purity/Quality:

1-(4'-Methoxy-biphenyl-3-yl)-ethanone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=CC(=C1)C2=CC=C(C=C2)OC

Technology Process of 1-(4'-Methoxy[1,1'-biphenyl]-3-yl)ethanone

There total 11 articles about 1-(4'-Methoxy[1,1'-biphenyl]-3-yl)ethanone 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: 99.0%

4-methoxyphenylboronic acid (5720-07-0) + 3'-Chloroacetophenone (99-02-5) → 3-acetyl-4'-methoxybiphenyl (182169-63-7)

Guidance literature:

With potassium phosphate monohydrate; 1-methyl-2-(2-(dicyclohexylphosphino)phenyl)-1H-benzoimidazole; palladium diacetate; In 1,4-dioxane; 1,3,5-trimethyl-benzene; at 135 ℃; for 24h; Inert atmosphere;

DOI:10.1002/ejoc.201200355

Reference yield: 99.0%

1-bromo-4-methoxy-benzene (104-92-7) + 3-acetylphenylboronic acid → 3-acetyl-4'-methoxybiphenyl (182169-63-7)

Guidance literature:

With sodium tetrachloropalladate(II); 5-[3-(4-carboxy-2,6-dimethylphenyl)-2-thioxoimidazolidin-1-yl]benzene-1,2,3-tricarboxylic acid; tetrabutylammomium bromide; potassium hydroxide; In water; at 100 ℃; for 1h; Temperature; Sealed tube;

DOI:10.1055/s-0036-1589150

Reference yield: 98.0%

4-methoxyphenylboronic acid (5720-07-0) + 1-(3-Bromophenyl)ethanone (2142-63-4) → 3-acetyl-4'-methoxybiphenyl (182169-63-7)

Guidance literature:

With triethylamine; In methanol; for 8h;

DOI:10.1021/acs.joc.0c02641

upstream raw materials:

3'-Chloroacetophenone

(dichloro)(ethyl)(4-methoxyphenyl)silane

4-methoxyphenylboronic acid

1-bromo-4-methoxy-benzene

Refernces

• 1、 Li, Yue,Dong, Ying,Wei, Yong-Liang,Jv, Jing-Jing,Chen, Yun-Qi,Ma, Jian-Ping,Yao, Jia-Jia,Dong, Yu-Bin. "Reusable Palladium N-Heterocyclic Tetracarbene for Aqueous Suzuki-Miyaura Cross-Coupling Reaction: Homogeneous Catalysis and Heterogeneous Recovery". . p. 1645 - 1648. Retrieved 2018/06/18.
• 2、 Chen, Wei,Lu, Xiao-Yan,Xu, Bei-Hua,Yu, Wei-Guo,Zhou, Zi-Niu,Hu, Ying. "The Rational Design and Synthesis of Water-Soluble Thiourea Ligands for Recoverable Pd-Catalyzed Aerobic Aqueous Suzuki-Miyaura Reactions at Room Temperature". . p. 1499 - 1510. Retrieved 2018/01/17.