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D204307

Sigma-Aldrich

Diphenylessigsäure

99%

Synonym(e):

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

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About This Item

Lineare Formel:
(C6H5)2CHCO2H
CAS-Nummer:
117-34-0
Molekulargewicht:
212.24
Beilstein:
1910978
EG-Nummer:
204-185-0
MDL-Nummer:
MFCD00004251
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24893604
NACRES:
NA.22

Assay

99%

Form

powder

mp (Schmelzpunkt)

146-149 °C
147-149 °C (lit.)

SMILES String

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)

InChIKey

PYHXGXCGESYPCW-UHFFFAOYSA-N

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Anwendung

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.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

383.5 °F - closed cup

Flammpunkt (°C)

195.3 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Sigma-Aldrich

135577

2-Chlorbenzoesäure

3,3-Diphenylpropionsäure 99%

Sigma-Aldrich

D211656

3,3-Diphenylpropionsäure

4-Nitrotoluol 99%

Sigma-Aldrich

N27322

4-Nitrotoluol

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
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)
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
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
Alison Rinderspacher et al.
Molecules (Basel, Switzerland), 25(2) (2020-01-16)
A novel generation of indole-2,3-quinodimethanes via the deamination of 1,2,3,4-tetrahydropyrrolo[s3,4-b]indoles is reported.
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