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B13055

Sigma-Aldrich

Phenylglyoxylic acid

97%

Sinonimo/i:

α-Oxophenylacetic acid, Benzoylformic acid

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5 G
CHF 45.30
25 G
CHF 133.00
100 G
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About This Item

Formula condensata:
C6H5COCOOH
Numero CAS:
Peso molecolare:
150.13
Beilstein:
606718
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

CHF 45.30


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Livello qualitativo

Saggio

97%

Stato

crystals

Punto di fusione

62-65 °C (lit.)

Stringa SMILE

OC(=O)C(=O)c1ccccc1

InChI

1S/C8H6O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5H,(H,10,11)
FAQJJMHZNSSFSM-UHFFFAOYSA-N

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Applicazioni

Phenylglyoxylic acid can be used as a precursor in the synthesis of:
  • O-acyl acetanilides by decarboxylative o-acylation of acetanilides using Pd catalyst.[1]
  • Phenylhydroxycarbene by high-vacuum flash pyrolysis.[2]
  • 2-arylbenzothiazoles by reacting with o-aminothiophenol using ammonium niobium oxalate (ANO) as a catalyst.[3]
  • 3-aryl-2H-benzo[b][1,4]benzoxazin-2-ones by treating with o-aminophenol in the presence of ammonium niobium oxalate catalyst.[3]
  • 2-aryl benzothiazoles through potassium persulfate (K2S2O8)-mediated oxidative condensation of benzothiazoles.[4]

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Warning

Indicazioni di pericolo

Classi di pericolo

Eye Irrit. 2 - Skin Irrit. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


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Niobium-promoted reaction of ?-phenylglyoxylic acid with ortho-functionalized anilines: synthesis of 2-arylbenzothiazoles and 3-aryl-2 H-benzo [b][1, 4] benzoxazin-2-ones
Penteado F, et al.
Green Chemistry, 18(24), 6675-6680 (2016)
Phenylhydroxycarbene.
Gerbig D, et al.
Journal of the American Chemical Society, 132(21), 7273-7275 (2010)
Room temperature palladium-catalyzed decarboxylative ortho-acylation of acetanilides with ?-oxocarboxylic acids.
Fang P, et al.
Journal of the American Chemical Society, 132(34), 11898-11899 (2010)
Zhi-de Zhou et al.
International journal of biological macromolecules, 47(1), 21-26 (2010-04-20)
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Thiamin diphosphate (ThDP) is the biologically active form of vitamin B(1), and ThDP-dependent enzymes are found in all forms of life. The catalytic mechanism of this family requires the formation of a common intermediate, the 2α-carbanion-enamine, regardless of whether the

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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