Synthesis of diphenylacetic acid

Preparation of diphenylacetic acid

Preparation of diphenylacetic acid

Preparation of diphenylacetic acid

20 g of benzilic acid, 10 g of 57% hydriodic acid (constant boiling acid), 10 g of red phosphorus (excess of P - HI) and 120 g of glacial acetic acid are refluxed in a round-bottomed flask, in a fume chamber for 2 hours. The solution is filtered, poured while still hot into an excess of water, the precipitate filtered off at the pump, washed with water and recrystallised from alcohol. The yield of diphenylacetic acid 80%, colourless crystals; insoluble in cold alcohol; m.p. 146° C.

Systematic organic chemistry, by W. M. Cumming, 192-193, 1937.

IUPAC Name

2,2-diphenylacetic acid

InChI

InChI=1S/C14H12O2/c15-14(16)13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,13H,(H,15,16)

InChI Key

PYHXGXCGESYPCW-UHFFFAOYSA-N

Canonical SMILES

C1=CC=C(C=C1)C(C2=CC=CC=C2)C(=O)O

MeSH Synonyms

diphenylacetic acid, diphenylacetic acid, potassium salt, diphenylacetic acid, sodium salt

Depositor-Supplied Synonyms

DIPHENYLACETIC ACID, 2,2-diphenylacetic acid, 117-34-0, Diphenylethanoic acid, Acetic acid, diphenyl-, Benzeneacetic acid, .alpha.-phenyl-, Diphenyl-acetic acid, 1,1-Diphenylacetic acid, CHEBI:41967, alpha-Toluic acid, alpha-phenyl-, Benzeneacetic acid, alpha-phenyl-, PYHXGXCGESYPCW-UHFFFAOYSA-N, EINECS 204-185-0, .alpha.,.alpha.-Diphenylacetic acid, NSC 120417, .alpha.-Toluic acid, .alpha.-phenyl-, BRN 1910978, AI3-23777, diphenyl acetic acid, Biphenylylacetic acid, AC1L1QRQ, ACMC-1BNP4, 2,2-diphenyl-acetic acid, 2,2-diphenylethanoic acid, bmse000721, UNII-658NCZ0NKO, AC1Q71NO, 2,2-di(phenyl)acetic acid, 658NCZ0NKO, Oprea1_633306, SCHEMBL38022, alpha-phenylbenzeneacetic acid, KSC175I3H, MLS001066368, D204307_ALDRICH, CHEMBL1232181, 43000_FLUKA, 84687_FLUKA, CTK0H5433, PYHXGXCGESYPCW-UHFFFAOYSA-, ZINC34687, NSC8742, PPD-0-0, MolPort-001-002-104, BB_SC-6568, HMS2270K07, NSC-8742, STR02769, ANW-17015, AR3860, BBL013452, Diphenylmethane-alpha-carboxylic Acid, NSC120417, SBB058564, STK297834, AKOS000119583, DB03588, MCULE-3885159333, NSC-120417, RP26676, TRA0059113, NCGC00247023-01, AJ-08603, AK116915, AN-22767, KB-50139, LS-11873, OR034345, OR181016, OR276078, SMR000112185, AB1002127, DB-060999, ST2408994, TR-003087, D0869, FT-0625249, ST45138088, EN300-20209, D-6050, M-7413, 4-09-00-02492 (Beilstein Handbook Reference), 3B4-1174, I01-2006, T5883750, InChI=1/C14H12O2/c15-14(16)13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,13H,(H,15,16)

Removed Synonyms

null, diphenylacetic acid, sodium salt, CID8333, diphenylacetic acid, potassium salt, C037760, 51317-25-0, DFA, DPA

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