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| | 3-Hydroxyphthalic anhydride Basic information |
| | 3-Hydroxyphthalic anhydride Chemical Properties |
| 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) | | pka | 6.25±0.20(Predicted) | | form | Powder | | 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) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | RTECS | TI3300000 | | F | 21 | | HS Code | 29182900 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 | | Toxicity | mouse,LD50,intravenous,75mg/kg (75mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#08845, |
| | 3-Hydroxyphthalic anhydride Usage And Synthesis |
| 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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| | 3-Hydroxyphthalic anhydride Preparation Products And Raw materials |
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