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D204307

Sigma-Aldrich

Diphenylacetic acid

99%

Sinonimo/i:

α,α-Diphenylacetic acid, α-Phenylbenzeneacetic acid, 2,2-Diphenylacetic acid, Diphenylethanoic acid

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About This Item

Formula condensata:
(C6H5)2CHCO2H
Numero CAS:
117-34-0
Peso molecolare:
212.24
Beilstein:
1910978
Numero CE:
204-185-0
Numero MDL:
MFCD00004251
Codice UNSPSC:
12352100
ID PubChem:
24893604
NACRES:
NA.22

Saggio

99%

Stato

powder

Punto di fusione

146-149 °C
147-149 °C (lit.)

Stringa SMILE

OC(=O)C(c1ccccc1)c2ccccc2

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)
PYHXGXCGESYPCW-UHFFFAOYSA-N

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Applicazioni

Diphenylacetic acid can be used as a reagent in the kinetic resolution of racemic 2-hydroxy-γ-butyrolactones and 1-heteroarylalkanols by asymmetric esterification in the presence of pivalic anhydride and chiral acyl-transfer catalyst.
It can also be used as:
  • An additive in the ortho-arylation of 1-phenyl-β-carbolines using various aryl halides in the presence of ruthenium catalyst.
  • A catalyst to synthesize 2-allyl-3-oxazolin-5-one derivatives via Rh-catalyzed coupling reaction of azlactones and alkynes followed by aza-Cope rearrangement.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H302,H319,H412

Classi di pericolo

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

383.5 °F - closed cup

Punto d’infiammabilità (°C)

195.3 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
STBK2672
STBG2747V
STBF6654V
STBD6122V
STBC0655V

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Hugh D Glossop et al.
Biomacromolecules, 20(7), 2515-2529 (2019-05-31)
Peptides can serve as versatile therapeutics with a highly modular structure and tunable biophysical properties. In particular, the efficacy of peptide antibiotics against drug-resistant pathogens is of great promise, as few new classes of antibiotics are being developed to overcome
Jinqiang Kuang et al.
Angewandte Chemie (International ed. in English), 56(29), 8422-8425 (2017-05-18)
Rhodium-catalyzed regioselective addition of azlactones to internal alkynes combined with aza-Cope rearrangement provides efficient atom economic access to 2-allyl-3-oxazolin-5-one derivatives. Extension to a triple domino process, in which the above process is combined with in situ azlactone formation starting from amino
Kinetic Resolution of Racemic 1-Heteroarylalkanols by Asymmetric Esterification Using Diphenylacetic Acid with Pivalic Anhydride and a Chiral Acyl-transfer Catalyst
Shiina I, et al.
Chemistry Letters (Jpn), 40(2), 147-149 (2011)
Subramani Rajkumar et al.
The Journal of organic chemistry, 80(11), 5532-5545 (2015-04-11)
A Ru(II)-catalyzed C-H arylation approach has been developed utilizing β-carboline alkaloids as the directing group. Selective formations of diarylated products from moderate to excellent yields were accomplished. Broad substrate scope with excellent functional group tolerance for C1-phenyl/thienyl/PAHs-β-carbolines was demonstrated. X-ray
Determination of adiphenine, diphenylacetic acid and diethylamino-ethanol by high-performance liquid chromatography.
J Michelot et al.
Journal of chromatography, 257(2), 395-399 (1983-03-04)
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