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About This Item
Linear Formula:
(C6H5)2CHCO2H
CAS Number:
Molecular Weight:
212.24
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-185-0
Beilstein/REAXYS Number:
1910978
MDL number:
Product Name
Diphenylacetic acid, 99%
InChI key
PYHXGXCGESYPCW-UHFFFAOYSA-N
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)
SMILES string
OC(=O)C(c1ccccc1)c2ccccc2
assay
99%
form
powder
mp
146-149 °C
147-149 °C (lit.)
Quality Level
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Application
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:
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.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
383.5 °F - closed cup
flash_point_c
195.3 °C - closed cup
ppe
Eyeshields, Gloves, type N95 (US)
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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)
Hugh D Glossop et al.
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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
Alison Rinderspacher et al.
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A novel generation of indole-2,3-quinodimethanes via the deamination of 1,2,3,4-tetrahydropyrrolo[s3,4-b]indoles is reported.
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
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