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37418-88-5

37418-88-5 Structure

37418-88-5 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[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
[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,
Hazard InformationBack 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).
Spectrum DetailBack Directory
[Spectrum Detail]

3-HYDROXYPHTHALIC ANHYDRIDE(37418-88-5)1HNMR
3-HYDROXYPHTHALIC ANHYDRIDE(37418-88-5)FT-IR
3-HYDROXYPHTHALIC ANHYDRIDE(37418-88-5)IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

3-Hydroxyphthalic anhydride, 97%(37418-88-5)
[Sigma Aldrich]

37418-88-5(sigmaaldrich)
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