CAS 37418-88-5 3-Hydroxyphthalic anhydride (HCID 96580)

Names & identifiers

Preferred name: 3-Hydroxyphthalic anhydride
IUPAC: 4-hydroxy-2-benzofuran-1,3-dione
English name: 3-Hydroxyphthalic anhydride
Molecular formula: C8H4O4
Molecular weight: 164.12

Names & synonyms

3-Hydroxyphthalic anhydride37418-88-53-Hydroxyphthalic acid anhydride1,3-Isobenzofurandione, 4-hydroxy-Phthalic anhydride, 3-hydroxy-RT7FSX9YBDNSC-80858DTXSID101908603-HP anhydrideRefChem:94382DTXCID501133514-hydroxyisobenzofuran-1,3-dione

Show more names

Nsc 80858Brn 01357833-HydroxyphthaL3-hydroxy-phthalicanhydrid3-hydroxyphtalic anhydride4-hydroxy-3-isobenzofurandione

4-hydroxy-2-benzofuran-1,3-dione4-hydroxy-1,3-dihydro-2-benzofuran-1,3-dioneMFCD000115574-HYDROXY-1,3-ISOBENZOFURANDIONE4-Hydroxy-isobenzofuran-1,3-dione3-Hydroxyphthalic anhydride treated .beta.-lactoglobulin from bovine wheyhydroxyphthalic anhydrideUNII-RT7FSX9YBD

Database identifiers

CAS: 37418-88-5
PubChem CID: 96580
DTXSID: DTXSID10190860
ChEMBL: CHEMBL2057864
UNII: RT7FSX9YBD
EC Number: 626-257-4
Nikkaji: J50.510B

Properties

Computed structural properties

XLogP: 1.5
Topological polar surface area: 63.6 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 0
Heavy atoms: 12
Formal charge: 0
Complexity: 235

Physicochemical properties

Melting point: 199 · 199-202 °C (lit.)
Boiling point: 365.4 · 365.4±25.0 °C(Predicted)
Density: 1.624 · 1.624±0.06 g/cm3(Predicted)
storage temp.: Inert atmosphere,Room Temperature
solubility: Acetonitrile (Slightly), DMSO (Slightly)
pka: 6.25 · 6.25±0.20(Predicted)
form: Powder
color: White to beige
BRN: 135783 · 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 · 37418-88-5(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 7 FSX9YBD · RT7FSX9YBD
UNSPSC Code: 12162002 · 12162002
NACRES: 23 · NA.23
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
RTECS: 3300000 · TI3300000
F: 21 · 21
HS Code: 29182900 · 29182900
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
Toxicity: 50 · mouse,LD50,intravenous,75mg/kg (75mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#08845,

Safety & regulation

Safety data

F: 21
PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
rtecs: TI3300000
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,
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

Description3-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].

Uses3-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.