3-Acetylbiphenyl

Base Information

• Chemical Name: 3-Acetylbiphenyl
• CAS No.: 3112-01-4
• Molecular Formula: C14H12 O
• Molecular Weight: 196.249
• Hs Code.: 2914399090
• European Community (EC) Number: 889-804-8
• NSC Number: 87631
• DSSTox Substance ID: DTXSID50953219
• Nikkaji Number: J80.639K
• Wikidata: Q82932000
• Mol file: 3112-01-4.mol

Synonyms:3-ACETYLBIPHENYL;3112-01-4;1-(3-phenylphenyl)ethanone;1-(biphenyl-3-yl)ethanone;3-phenylbenzoylmethide;1-Biphenyl-3-yl-ethanone;1-([1,1'-BIPHENYL]-3-YL)ETHANONE;1-(3-phenylphenyl)ethan-1-one;Ethanone, 1-[1,1'-biphenyl]-3-yl-;MFCD00048220;1-[1,1'-Biphenyl]-3-ylethanone;1-{[1,1'-biphenyl]-3-yl}ethan-1-one;1-([1,1'-Biphenyl]-3-yl)ethan-1-one;3-phenylhypnone;m-phenylacetophenone;NSC87631;3-phenylacetylbenzene;3'-phenylacetophenone;3'-phenyl acetophenone;3'-phenylaceto-phenone;3-phenylbenzoyl methide;1-biphenyl-3-ylethanone;NCIOpen2_001154;3-Acetylbiphenyl, AldrichCPR;SCHEMBL407605;DTXSID50953219;1-(1,1'-biphenyl-3-yl)ethanone;AMY14293;NSC-87631;AKOS000124364;1-[1,1'-Biphenyl]-3-ylethanone #;AB91457;NALPHA-ACETYL-D-ARGININEDIHYDRATE;AS-10738;SY262837;BB 0223084;CS-0155112;FT-0676581;EN300-59494;3 inverted exclamation mark -Phenylacetophenone;Z363994406

Chemical Property of 3-Acetylbiphenyl

Chemical Property:

• Melting Point: 36 °C
• Boiling Point: 347.8°Cat760mmHg
• Flash Point: 151.6°C
• PSA: 17.07000
• Density: 1.053g/cm³
• LogP: 3.55620
• XLogP3: 3.6
• 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:

99% ^*data from raw suppliers

3-Acetylbiphenyl AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Acetylbiphenyl

There total 5 articles about 3-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: 90.0%

tetraphenyltin(IV) (595-90-4) + 1-(3-Bromophenyl)ethanone (2142-63-4) → biphenyl (92-52-4,1594-86-1) + 3-phenylacetophenone (3112-01-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; poly(ethylene glycol)-400; sodium acetate; at 100 ℃; for 1h;

DOI:10.1021/jo9005206

Reference yield: 78.0%

iodobenzene (591-50-4) + 1-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-ethanone (214360-49-3) → 3-phenylacetophenone (3112-01-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In N,N-dimethyl acetamide; at 90 ℃; for 11h; Inert atmosphere;

DOI:10.1021/jacs.5b02503

Reference yield: 75.0%

triphenylbismuthane (603-33-8) + 3-acetylphenyl trifluoromethanesulfonate (138313-22-1) → biphenyl (92-52-4,1594-86-1) + 3-phenylacetophenone (3112-01-4)

Guidance literature:

With tetrabutylammomium bromide; caesium carbonate; triphenylphosphine; palladium dichloride; In N,N-dimethyl acetamide; at 90 ℃; for 1h;

DOI:10.1016/j.tet.2008.04.011

upstream raw materials:

triphenylbismuthane

3-acetylphenyl trifluoromethanesulfonate

tetraphenyltin(IV)

1-(3-Bromophenyl)ethanone

Downstream raw materials:

1,1'-biphenyl-3-ylacetic acid

N-methyl-N-phenylcarbamic acid 1-biphenyl-3-yl-vinyl ester

1-(biphenyl-4-yl)-3-(5-phenylthiophen-2-yl)prop-2-en-1-one

3-phenyl α,α-dimethylbenzylamine

Refernces

• 1、 Tsukada, Naofumi,Abe, Tsubasa,Inoue, Yoshio. "Formation of cine-substitution products in the Suzuki-Miyaura cross-coupling reaction catalyzed by dinuclear palladium complexes". . p. 1093 - 1102. Retrieved 2013/07/26.
• 2、 Zhou, Wen-Jun,Wang, Ke-Hu,Wang, Jin-Xian. "Pd(PPh3)4-PEG 400 catalyzed protocol for the atom-efficient stille cross-coupling reaction of organotin with aryl bromides". supporting information; experimental part. p. 5599 - 5602. Retrieved 2009/12/03.