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3-Hydroxyphthalic anhydride

Product Name
3-Hydroxyphthalic anhydride
CAS No.
37418-88-5
Chemical Name
3-Hydroxyphthalic anhydride
Synonyms
4-HYDROXY-ISOBENZOFURAN-1,3-DIONE;Nsc 80858;Brn 0135783;3-HydroxyphthaL;3-hydroxy-phthalicanhydrid;3-hydroxyphtalic anhydride;3-HYDROXYPHTHALIC ANHYDRIDE;Phthalic anhydride, 3-hydroxy-;4-hydroxy-3-isobenzofurandione;3-HYDROXYPHTHALIC ACID ANHYDRIDE
CBNumber
CB3253702
Molecular Formula
C8H4O4
Formula Weight
164.12
MOL File
37418-88-5.mol
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3-Hydroxyphthalic anhydride Property

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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
TI3300000
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,
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
308021
Product name
3-Hydroxyphthalic anhydride
Purity
98%
Packaging
1g
Price
$120.4
Updated
2024/03/01
TRC
Product number
H951270
Product name
3-Hydroxyphthalic anhydride
Packaging
2.5g
Price
$60
Updated
2021/12/16
SynQuest Laboratories
Product number
2H26-1-33
Product name
3-Hydroxyphthalic anhydride
Purity
97%
Packaging
5G
Price
$109
Updated
2021/12/16
Oakwood
Product number
222694
Product name
4-Hydroxyisobenzofuran-1,3-dione
Packaging
250mg
Price
$20
Updated
2021/12/16
BroadPharm
Product number
BP-13154
Product name
3-Hydroxyphthalic anhydride
Purity
98%
Packaging
250mg
Price
$35
Updated
2021/12/16
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3-Hydroxyphthalic anhydride Chemical Properties,Usage,Production

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).

3-Hydroxyphthalic anhydride Preparation Products And Raw materials

Raw materials

Preparation Products

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3-Hydroxyphthalic anhydride Suppliers

Acros Organics (Part of Thermo Fisher Scientific )
Tel
--
Fax
--
Email
fo@acros.com
Country
Belgium
ProdList
3824
Advantage
58
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View Lastest Price from 3-Hydroxyphthalic anhydride manufacturers

Asia Chem I and E (Jiangsu) Co Ltd
Product
3-Hydroxyphthalic anhydride 37418-88-5
Price
US $125.58/Kg/Drum
Min. Order
25Kg/Drum
Purity
98.00%HPLC
Supply Ability
1ton/month
Release date
2021-09-17
Suzhou Nordica Biopharma CO.,LTD
Product
3-Hydroxyphthalic anhydride 37418-88-5
Price
US $0.00-0.00/kg
Min. Order
0.01kg
Purity
0.98
Supply Ability
2 tons
Release date
2024-11-15
Hebei Weibang Biotechnology Co., Ltd
Product
3-HYDROXYPHTHALIC ANHYDRIDE 37418-88-5
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100 mt
Release date
2024-11-19

37418-88-5, 3-Hydroxyphthalic anhydrideRelated Search:


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