2-Acetylbiphenyl

Base Information

• Chemical Name: 2-Acetylbiphenyl
• CAS No.: 2142-66-7
• Molecular Formula: C14H12O
• Molecular Weight: 196.249
• Hs Code.: 29143990
• European Community (EC) Number: 249-962-5,869-778-4
• DSSTox Substance ID: DTXSID90184040
• Nikkaji Number: J80.398G
• Wikidata: Q83054912
• Mol file: 2142-66-7.mol

Synonyms:2-Acetylbiphenyl;2142-66-7;1-(2-phenylphenyl)ethanone;1-([1,1'-Biphenyl]-2-yl)ethanone;2-Phenylbenzoyl methide;29932-58-9;1-[1,1'-biphenyl]ylethan-1-one;1-(1,1'-Biphenyl)ylethan-1-one;1-[1,1'-Biphenyl]-2-ylethanone;EINECS 249-962-5;MFCD00053707;1-{[1,1'-biphenyl]-2-yl}ethan-1-one;2'-phenylacetophenone;1-([1,1'-BIPHENYL]-2-YL)ETHAN-1-ONE;acetylbiphenyl;2-acetyl-biphenyl;Ethanone, 1-[1,1'-biphenyl]yl-;1-Biphenyl-2-ylethanone;O-PHENYLACETOPHENONE;2-acetyl-1,1'-biphenyl;SCHEMBL294730;1-(2-phenylphenyl)ethan-1-one;DTXSID90184040;XZWYAMYRMMMHKM-UHFFFAOYSA-N;CAA14266;AKOS000125022;AS-58065;BB 0223853;CS-0155085;FT-0693012;EN300-60094;Y11685;Z363994832

Chemical Property of 2-Acetylbiphenyl

Chemical Property:

• Melting Point: 56-56.5 °C
• Boiling Point: 337.4 °C at 760 mmHg
• Flash Point: 146.1 °C
• PSA: 17.07000
• Density: 1.053 g/cm³
• LogP: 3.55620
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 196.088815002
• Heavy Atom Count: 15
• Complexity: 215

Purity/Quality:

98%Min ^*data from raw suppliers

2-Acetylbiphenyl 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=CC=C1C2=CC=CC=C2

Technology Process of 2-Acetylbiphenyl

There total 9 articles about 2-Acetylbiphenyl 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: 89.0%

2-bromophenyl methyl ketone (2142-69-0) + phenylboronic acid (98-80-6) → biphenyl (92-52-4,1594-86-1) + 1-([1,1'-biphenyl]-2-yl)ethanone (2142-66-7)

Guidance literature:

With cetyltrimethylammonim bromide; potassium carbonate; palladium on activated charcoal; In water; at 60 ℃; for 4h;

DOI:10.1002/ejoc.200300356

Reference yield: 89.0%

2-bromophenyl methyl ketone (2142-69-0) + tetraphenyltin(IV) (595-90-4) → biphenyl (92-52-4,1594-86-1) + 1-([1,1'-biphenyl]-2-yl)ethanone (2142-66-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; poly(ethylene glycol)-400; sodium acetate; at 100 ℃; for 2h;

DOI:10.1021/jo9005206

Reference yield: 83.0%

N-(1-(4-bromophenyl)ethylidene)-4-methoxybenzenamine (36714-99-5) + phenylmagnesium bromide (100-58-3) → 4'-bromo-2'-phenyl-acetophenone (55190-50-6) + C27H23NO + 1-([1,1'-biphenyl]-2-yl)ethanone (2142-66-7)

Guidance literature:

phenylmagnesium bromide; With dichloro(N,N,N’,N‘-tetramethylethylenediamine)zinc; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

N-(1-(4-bromophenyl)ethylidene)-4-methoxybenzenamine; With iron(III)-acetylacetonate; 1,2-dichloro-2-methylpropane; 4,4'-di-tert-butyl-2,2'-bipyridine; In tetrahydrofuran; at 0 ℃; for 20h; Inert atmosphere;

With hydrogenchloride; water; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1002/anie.200900454

upstream raw materials:

2-(1-diazoethyl)-1,1'-biphenyl

2-bromophenyl methyl ketone

phenylboronic acid

trimethyl(phenyl)stannane

Downstream raw materials:

2-biphenylylacetothiomorpholide

Biphenylyl-⁽²⁾-glyoxal

9,10-phenanthrenequinone

1-(biphenyl-2-yl)ethanone p-toluenesulphonylhydrazone

Refernces

• 1、 Yoshikai, Naohiko,Matsumoto, Arimasa,Norinder, Jakob,Nakamura, Eiichi. "Iron-catalyzed chemoselective ortho arylation of aryl imines by directed C-H bond activation". supporting information; experimental part. p. 2925 - 2928. Retrieved 2009/09/06.
• 2、 Burukin,Vasil'ev,Merkulova,Struchkova,Zlotin. "Bis(tetrazolyl)benzenes as ligands in the Suzuki reaction: Promoters or inhibitors?". . p. 118 - 122. Retrieved 2007/10/03.