| Identification | More | [Name]
3-HYDROXYPHTHALIC ANHYDRIDE | [CAS]
37418-88-5 | [Synonyms]
3-HYDROXYPHTHALIC ACID ANHYDRIDE
3-HYDROXYPHTHALIC ANHYDRIDE
4-HYDROXY-ISOBENZOFURAN-1,3-DIONE
3-hydroxy-phthalicanhydrid
4-hydroxy-3-isobenzofurandione
3-HYDROXYPHTHALIC ANHYDRIDE 97+%
4-Hydroxy-1,3-isobenzofurandione | [Molecular Formula]
C8H4O4 | [MDL Number]
MFCD00011557 | [Molecular Weight]
164.11 | [MOL File]
37418-88-5.mol |
| Chemical Properties | Back Directory | [Appearance]
Beige powder | [Melting point ]
199-202 °C (lit.) | [Boiling point ]
365.4±25.0 °C(Predicted) | [density ]
1.624±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Acetonitrile (Slightly), DMSO (Slightly) | [form ]
Powder | [pka]
6.25±0.20(Predicted) | [color ]
White to beige | [BRN ]
135783 | [Stability:]
Hygroscopic | [InChI]
InChI=1S/C8H4O4/c9-5-3-1-2-4-6(5)8(11)12-7(4)10/h1-3,9H | [InChIKey]
CCTOEAMRIIXGDJ-UHFFFAOYSA-N | [SMILES]
C1(=O)C2=C(C(O)=CC=C2)C(=O)O1 | [CAS DataBase Reference]
37418-88-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
TI3300000
| [F ]
21 | [HS Code ]
29182900 | [Toxicity]
mouse,LD50,intravenous,75mg/kg (75mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#08845, |
| Hazard Information | Back Directory | [Description]
3-Hydroxyphthalic anhydride: a valuable raw material for chemical industry and pharmaceutical research.
Phthalic anhydride derivatives have been applied as plasticizers and heat-resistant polymers in the chemical industry. One of its derivatives is the 3-hydroxyphthalic anhydride (3-HPA), which exhibits a hydroxyl group substituent in position 3. 3-Hydroxyphthalic anhydride can be used as raw material for heat-resistant resins such as epoxy resins, polyesters, polyimides, etc., or as raw material for physiologically active substances such as medicines and pesticides. It has been shown that 3-HPA can serve as a raw material to obtain drugs with potential applications, such as anticancer, antimicrobial and in treating diabetes, herpes, and HIV[1].
| [Chemical Properties]
Beige powder | [Uses]
3-Hydroxyphthalic Anhydride is used to synthesize 3-Hydroxyphthalic Anhydride-modified human serum albumin whichhas high potency as a microbicide for prevention of the sexual transmission of HIV. It is also used as a reagent in organicsynthesis of other compounds including that of inhibitors of NF-κB derived from thalidomide. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 77, p. 5092, 1955 DOI: 10.1021/ja01624a042
Synthesis, p. 788, 1985 DOI: 10.1055/s-1985-31350 | [Synthesis]
In the presence of triethylamine, the 2-oxo-2, 5-dihydrofuran, and pivaloyl chloride reactions generate 2-valeryl oxo furans. The affixture with 2-valeryl oxo furans and maleic anhydride uses vitriolization, which thereby generates the method of 3-hydroxyl phthalic anhydride. | [References]
[1] M. López-Ortega. “Standard enthalpies of formation of 3-hydroxyphthalic anhydride.” Revista Mexicana De Fisica (2022).
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