Monoperoxyphthalic acid

HCID 75329

Notes Reactions

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Basic information

CAS: 2311-91-3
Standard SMILES: O=C(O)c1ccccc1C(=O)OO
InChIKey: GLVYLTSKTCWWJR-UHFFFAOYSA-N
Molecular formula: C8H6O5
Average molar mass: 182.13 g/mol
Monoisotopic mass: 182.02152329

Names & identifiers

Preferred name: Monoperoxyphthalic acid
IUPAC: 2-carbonoperoxoylbenzoic acid
English name: perphthalic acid
Molecular formula: C8H6O5
Molecular weight: 182.13

Names & synonyms

2311-91-3Monoperphthalic acidBenzenecarboperoxoic acid, 2-carboxy-MONOPEROXYPHTHALIC ACIDZ3STZ5UZ5PNSC-240744DTXSID3075200RefChem:819345DTXCID3036812219-003-5Perphthalic acid2-carboperoxybenzoic acid

Show more names

2-Carboxy-1-benzeneperoxycarboxylic acid

2-carbonoperoxoylbenzoic acidMonoperoxyphthalicAcidperphthalatemonoperphtalic acidEINECS 219-003-5mono-perphthalic acidNSC 240744UNII-Z3STZ5UZ5P

Database identifiers

CAS: 2311-91-3
PubChem CID: 75329
DTXSID: DTXSID3075200
ChEMBL: CHEMBL1162414
UNII: Z3STZ5UZ5P
EC Number: 219-003-5
Nikkaji: J7.393H

Properties

Computed structural properties

XLogP: 0.6
Topological polar surface area: 83.8 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 5
Rotatable bonds: 3
Heavy atoms: 13
Formal charge: 0
Complexity: 213

Physicochemical properties

Melting point: 111 °C · 111 °C (decomp)(Solv: ligroine (8032-32-4); ethyl ether (60-29-7)(3:1))
Boiling point: 407.3 · 407.3±47.0 °C(Predicted)
Density: 1.507 · 1.507±0.06 g/cm3(Predicted)
pka: 3.32 · 3.32±0.36(Predicted)
FDA UNII: 3 STZ5UZ5P · Z3STZ5UZ5P
EPA Substance Registry System: 2 · Benzenecarboperoxoic acid, 2-carboxy- (2311-91-3)

Safety & regulation

Hazard information

Hazards SummarySee 3-Chloroperoxybenzoic acid. See Benzoic acid.

Chemistry & industry

Applications

UsesMonoperoxyphthalic Acid is used as a reagent in the synthesis of 4-Hydroxyretinoic Acid (H953300); a novel substrate for human liver microsomal UDP-glucuronosyltransferase(s) and recombinant UGT2B7.

Preparation methods · 1 item

PreparationMonoperoxyphthalic acid is prepared as required by the addition of phthalic anhydride to 30% aqueous Hydrogen Peroxide, in the presence of Sodium Hydroxide or Sodium Carbonate. Magnesium monoperoxyphthalate is prepared by the addition of phthalic anhydride and Magnesium Oxide to aqueous hydrogen peroxide. Drying: magnesium monoperoxyphthalate should be dried over calcium chloride in a desiccator.