Phenylglyoxal hydrate - ≥97%(GC) , CAS No.1075-06-5

CAS: 1075-06-5 Cat. No.: P160755 Molecular Weight: 134.13 (anhydrous basis) EC Number: 626-958-5 PubChem CID: 99611

GRADE & PURITY ≥97%(GC)

Synonyms

3-07-00-03443 (Beilstein Handbook Reference) | alpha,alpha-Dihydroxyacetophenone | alpha,alpha-dihydroxy-acetophenone | s5425 | Direct Yellow C | NSC249825 | NSC-249825 | D70386 | Phenylglyoxalhydrate | 2,2-Dihydroxy-1-phenylethan-1-one | SY046839 | AKOS0

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

Phenylglyoxal is a potent inhibitor of mitochondrial aldehyde dehydrogenase. It reacts with arginine residues in purified Hageman factor (HF, Factor XII) and causes inhibition of its coagulant properties.

Specifications

Synonyms

3-07-00-03443 (Beilstein Handbook Reference) | alpha, alpha-Dihydroxyacetophenone | alpha, alpha-dihydroxy-acetophenone | s5425 | Direct Yellow C | NSC249825 | NSC-249825 | D70386 | Phenylglyoxalhydrate | 2, 2-Dihydroxy-1-phenylethan-1-one | SY046839 | AKOS0

Specifications & Purity

≥97%(GC)

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥97%(GC)

Names and Identifiers

• Pubchem Sid: 488187192
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488187192
• Canonical Smiles: C1=CC=C(C=C1)C(=O)C(O)O
• IUPAC Name: 2,2-dihydroxy-1-phenylethanone
• InChIKey: NBIBDIKAOBCFJN-UHFFFAOYSA-N
• INCHI: 1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,8,10-11H
• Isomeric SMILES: C1=CC=C(C=C1)C(=O)C(O)O
• WGK Germany: 3
• RTECS: KM5775180
• PubChem CID: 99611
• Molecular Weight: 134.13 (anhydrous basis)

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Ketones
          • Level6 Aryl ketones
            • Level7 Phenylketones
              • Level8 Alkyl-phenylketones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Ketones - Aryl ketones - Phenylketones
• Direct Parent: Alkyl-phenylketones
• Alternative Parents: Benzoyl derivatives Aryl alkyl ketones Alpha-hydroxy ketones Carbonyl hydrates Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alkyl-phenylketone - Aryl alkyl ketone - Benzoyl - Benzenoid - Monocyclic benzene moiety - Alpha-hydroxy ketone - Carbonyl hydrate - Organic oxide - Hydrocarbon derivative - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: 95% ethanol: soluble 5%, clear to very slightly hazy, colorless to light yellow
• Sensitivity: Air Sensitive
• Boil Point(°C): 142 °C/125 mmHg
• Molecular Weight: 152.150 g/mol
• XLogP3: 0.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 152.047 Da
• Monoisotopic Mass: 152.047 Da
• Topological Polar Surface Area: 57.500 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 136.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Jian Ming, Yueru Sun, Yuanyuan Chen, Qiming Wang, Jinlong Li.  (2023)  Novel Lipase Reactor based on Discontinuous Interfaces in Hydrogel-Organogel Hybrid Gel: A Preliminary Exploration.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:36688519] [10.1021/acs.jafc.2c07472]