o-Phenacylbenzoic acid

Base Information

• Chemical Name: o-Phenacylbenzoic acid
• CAS No.: 2881-31-4
• Molecular Formula: C15H12 O3
• Molecular Weight: 240.258
• Hs Code.: 2918300090
• NSC Number: 401493
• UNII: SQ6KA96ZXT
• DSSTox Substance ID: DTXSID20182998
• Nikkaji Number: J13.720K
• Wikidata: Q83053718
• Mol file: 2881-31-4.mol

Synonyms:o-Phenacylbenzoic acid;2881-31-4;2-phenacylbenzoic acid;2-(2-OXO-2-PHENYLETHYL)BENZOIC ACID;Benzoic acid, 2-(2-oxo-2-phenylethyl)-;alpha-Benzoyl-o-toluic acid;o-Toluic acid, alpha-benzoyl-;F 1212;NSC 401493;BRN 1112478;Acide benzoyl-alpha orthotoluique [French];Acide benzoyl-alpha orthotoluique;o-Toluic acid, .alpha.-benzoyl-;MFCD01679622;NSC-401493;F-1212;Benzoic acid, 2-(2-oxo-2-phenylethyl)- (9CI);3-10-00-03311 (Beilstein Handbook Reference);SQ6KA96ZXT;WLN: QVR B1VR;2-(benzoylmethyl)benzoic acid;SCHEMBL338530;.alpha.-Benzoyl-o-toluic acid;DTXSID20182998;Acide benzoyl-.alpha. orthotoluique;NSC401493;AKOS016022807;LS-154224;2-(2-OXO-2-PHENYLETHYL)BENZOICACID

Chemical Property of o-Phenacylbenzoic acid

Chemical Property:

• Vapor Pressure: 6.15E-08mmHg at 25°C
• Boiling Point: 423.8°Cat760mmHg
• Flash Point: 224.2°C
• PSA: 54.37000
• Density: 1.237g/cm³
• LogP: 2.81020
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 240.078644241
• Heavy Atom Count: 18
• Complexity: 305

Purity/Quality:

99% ^*data from raw suppliers

2-(2-Oxo-2-phenylethyl)benzoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)CC2=CC=CC=C2C(=O)O

Technology Process of o-Phenacylbenzoic acid

There total 21 articles about o-Phenacylbenzoic acid 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: 56.0%

(+/-)-3-phenylisochroman (29539-18-2) → 2-(2-oxo-2-phenylethyl)benzoic acid (2881-31-4) + 3-phenyl-isochroman-1-one (2674-44-4,146518-60-7)

Guidance literature:

With 3,3-dimethyldioxirane; In acetone; at 20 ℃; for 12h;

DOI:10.1016/S0040-4020(99)00917-5

Reference yield: 33.0%

benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + ortho-methylbenzoic acid (118-90-1) → 2-(2-oxo-2-phenylethyl)benzoic acid (2881-31-4)

Guidance literature:

ortho-methylbenzoic acid; With lithium diisopropyl amide; In tetrahydrofuran; for 1h; Inert atmosphere; Schlenk technique;

benzoic acid methyl ester; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201804734

Reference yield: 17.0%

2-Phenyl-3-(benzoyloxy)-1H-indene (131080-08-5) → 2-(2-oxo-2-phenylethyl)benzoic acid (2881-31-4) + 2-Phenyl-3-(benzoyloxy)-1H-indene ozonide (131080-11-0) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

With ozone; In tetrachloromethane; at 0 ℃;

DOI:10.1021/jo00004a061

upstream raw materials:

3-phenyl-isocoumarin

2-phenyl-indan-1-one

homophthalic anhydride

benzene

Downstream raw materials:

3-phenyl-isocoumarin

2-(1-diazo-2-oxo-2-phenyl-ethyl)-benzoic acid methyl ester

1,2-dihydro-4-phenyl-5H-benzo2,3-diazepin-1-one

2,10a-diphenyl-2,3,10,10a-tetrahydro-oxazolo[3,2-b]isoquinolin-5-one

Refernces

• 1、 Bovicelli, Paolo,Lupattelli, Paolo,Crescenzi, Benedetta,Sanetti, Anna,Bernini, Roberta. "Oxidation of 3-arylisochromans by dimethyldioxirane. An easy route to substituted 3-arylisocoumarins". . p. 14719 - 14728. Retrieved 2007/10/03.
• 2、 Bowden, Keith,Byrne, Jane M.. "Reactions of carbonyl compounds in basic solutions. Part 21. The mechanisms of the alkaline hydrolysis of substituted methyl 2-(2-oxopropyl)- and 2-(2-oxo-2-phenylethyl)-benzoates and 2-(2-acetylphenyl)- and 2-(2-benzoylphenyl)-acetates". . p. 2203 - 2206. Retrieved 2007/10/03.