Phenylglyoxylic Acid
Basic information
- CAS
611-73-4- Standard SMILES
O=C(O)C(=O)c1ccccc1- InChIKey
FAQJJMHZNSSFSM-UHFFFAOYSA-N- Molecular formula
- C8H6O3
- Average molar mass
- 150.13 g/mol
- Monoisotopic mass
- 150.03169405
Overview
Phenylglyoxylic acid is a 2-oxo monocarboxylic acid that is glyoxylic acid in which the aldehyde hydrogen is substituted by a phenyl group. It has a role as a biomarker and a human xenobiotic metabolite. It is functionally related to a glyoxylic acid. It is a conjugate acid of a phenylglyoxylate.
Names & identifiers
- Preferred name
- Phenylglyoxylic Acid
- IUPAC
- 2-oxo-2-phenylacetic acid
- English name
- Benzoylformic acid
- Molecular formula
- C8H6O3
- Molecular weight
- 150.13
Names & synonyms
BENZOYLFORMIC ACIDPhenylglyoxylic acid611-73-42-Oxo-2-phenylacetic acidOxophenylacetic acidBenzeneglyoxylic acidPhenylgloxylic acidPhenyloxoacetic acidGlyoxylic acid, phenyl-Phenylglyoxalate2-Phenylethanoic acidalpha-Ketophenylacetic acid
Show more names
Phenylglyoxalic acidGlycopyrronium Bromide EP Impurity BCaa 0869Lfc 1849Benzoylformatealpha-KetophenylPhenylglyoxylateAcetophenone acid
alpha-Oxobenzeneacetic acidFormic acid, benzoyl-Benzeneacetic acid, alpha-oxo-alpha-Oxo-benzeneacetic acid2PZL5A0W0MCHEBI:18280DTXSID80209993NSC-28293
Database identifiers
- CAS
611-73-4- PubChem CID
- 11915
- DTXSID
DTXSID80209993- ChEMBL
CHEMBL950
Properties
Computed structural properties
- XLogP
- 1.3
- Topological polar surface area
- 54.4 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 168
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Organic Acids
DrugsPharmaceuticals -> Listed in ZINC15
Solubility920.0 mg/mL at 0 °C
Melting Point66 °C
Physical Description
Light yellow crystalline solid; [Sigma-Aldrich MSDS]
Solid
Physicochemical properties
- Melting point
- 62 · 62-65 °C(lit.)
- Boiling point
- 84 °C0.1 · 84 °C0.1 mm Hg
- Density
- 1.38 · 1.38
- refractive index
- 1.45 · 1.4500 (estimate)
- Flash point
- 147 · 147-151°C/12mm
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- 0.1 g/mL, · methanol: 0.1 g/mL, clear
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (98%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 51 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazards SummaryIntravenous LD50 (mouse) = 180 mg/kg; [RTECS] A skin and strong eye irritant; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (98%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- rtecs
- DA1480000
- hs_code
- 2918300090
- Toxicity
- LD50 ivn-mus: 180 mg/kg CSLNX* NX#04110
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-28-36-28A-24-22-37
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319
- Hazard Classifications
Chemistry & industry
Uses & manufacturing
UsesStyrene metabolite. [ChemIDplus]
Applications
UsesPhenylglyoxylic Acid (cas# 611-73-4) is a compound useful in organic synthesis.
UsesPhenylglyoxylic acid can be used as a precursor in the synthesis of: O-acyl acetanilides by decarboxylative o-acylation of acetanilides using Pd catalyst.Phenylhydroxycarbene by high-vacuum flash pyrolysis.2-arylbenzothiazoles by reacting with o-aminothiophenol using ammonium niobium oxalate (ANO) as a catalyst.3-aryl-2H-benzo[b][1,4]benzoxazin-2-ones by treating with o-aminophenol in the presence of ammonium niobium oxalate catalyst.2-aryl benzothiazoles through potassium persulfate (K2S2O8)-mediated oxidative condensation of benzothiazoles.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
96 records
Compound notes
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