3,4-dihydro-1H-2-benzopyran-1,3-dione

• ChemBase ID: 106850
• Molecular Formular: C9H6O3
• Molecular Mass: 162.14214
• Monoisotopic Mass: 162.03169405
• SMILES: O=C1Cc2ccccc2C(=O)O1
• Canonical SMILES: O=C1OC(=O)c2c(C1)cccc2
• InChI: InChI=1S/C9H6O3/c10-8-5-6-3-1-2-4-7(6)9(11)12-8/h1-4H,5H2
• InChIKey: AKHSBAVQPIRVAG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,4-dihydro-1H-2-benzopyran-1,3-dione
• IUPAC Traditional name: 4H-2-benzopyran-1,3-dione
• Synonyms: HOMOPHTHALIC ANHYDRIDE; 1,3-Isochromandione; 2-Carboxyphenylacetic anhydride; Homophthalic anhydride; o-Carboxyphenylacetic acid cyclic anhydride; 1,3-Isochromanedione; 邻苯二价酸酐; 高邻苯二甲酸酐; 高酞酸酐

Database IDs

• CAS Number: 703-59-3
• EC Number: 211-873-4
• MDL Number: MFCD00006894
• Beilstein Number: 5244
• PubChem SID: 162087235; 24847869; 24878104
• PubChem CID: 12801

CALCULATED PROPERTIES

• Acid pKa: 11.185456
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.4027481
• LogD (pH = 7.4): 1.4026779
• Log P: 1.4027491
• Molar Refractivity: 41.4164 cm^3
• Polarizability: 15.954823 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 140-142 °C(lit.); 140-143 °C; 140-144°C

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90% (T); 97+%
• Grade: technical; technical grade
• Impurities: 25% 3,4:8,9-dibenzooxacyclodecane-2,6,10-trione
• Empirical Formula (Hill Notation): C9H6O3

DETAILS

MP Biomedicals - 05201636

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 128589

Packaging
5 g in glass bottle

REFERENCES

• Can behave, in its tautomeric o-quinonoid form, as a diene in the Diels-Alder reaction, giving, e.g. with quinones, useful yields of functionalized linear polycyclic systems of potential applicability in anthracyclinone synthesis: Tetrahedron Lett., 22, 4283 (1981); J. Org. Chem., 47, 4376 (1982):