3-Hydroxyphthalic anhydride

Base Information

• Chemical Name: 3-Hydroxyphthalic anhydride
• CAS No.: 37418-88-5
• Molecular Formula: C8H4O4
• Molecular Weight: 164.117
• Hs Code.: 29182900
• European Community (EC) Number: 626-257-4
• NSC Number: 80858
• UNII: RT7FSX9YBD
• DSSTox Substance ID: DTXSID10190860
• Nikkaji Number: J50.510B
• Wikidata: Q83063309
• ChEMBL ID: CHEMBL2057864
• Mol file: 37418-88-5.mol

Synonyms:3-HP anhydride;3-hydroxyphthalic anhydride

Chemical Property of 3-Hydroxyphthalic anhydride

Chemical Property:

• Appearance/Colour: Beige powder
• Vapor Pressure: 7.47E-06mmHg at 25°C
• Melting Point: 199-202 °C(lit.)
• Refractive Index: 1.666
• Boiling Point: 365.42 °C at 760 mmHg
• PKA: 6.25±0.20(Predicted)
• Flash Point: 160.238 °C
• PSA: 63.60000
• Density: 1.625 g/cm³
• LogP: 0.70280
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Acetonitrile (Slightly), DMSO (Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 164.01095860
• Heavy Atom Count: 12
• Complexity: 235

Purity/Quality:

98% ^*data from raw suppliers

3-Hydroxyphthalic anhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)O)C(=O)OC2=O
• Uses: 3-Hydroxyphthalic Anhydride is used to synthesize 3-Hydroxyphthalic Anhydride-modified human serum albumin which has high potency as a microbicide for prevention of the sexual transmission of HIV. It is also used as a reagent in organic synthesis of other compounds including that of inhibitors of NF-κB derived from thalidomide. 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.

Technology Process of 3-Hydroxyphthalic anhydride

There total 29 articles about 3-Hydroxyphthalic anhydride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

3-hydroxyphthalic acid (601-97-8) → 3-hydroxyphthalic anhydride (37418-88-5)

Guidance literature:

at 300 ℃; Green chemistry;

Reference yield: 90.0%

1-(2,2-dimethylpropanoyloxy-3,5)-dioxo-exo-10-oxatricyclo<5.2.1.02.6>dec-8-ene (100921-73-1,135414-50-5) → 3-hydroxyphthalic anhydride (37418-88-5)

Guidance literature:

With sulfuric acid; for 0.0833333h;

Reference yield: 88.2%

3-fluorophthalic acid (1583-67-1) → 3-hydroxyphthalic anhydride (37418-88-5)

Guidance literature:

3-fluorophthalic acid; With copper(l) iodide; potassium hydroxide; In N,N-dimethyl-formamide; at 100 ℃; for 6h;

With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 100 ℃; for 2h; Reagent/catalyst; Solvent; Temperature;

upstream raw materials:

3-hydroxyphthalic acid

1-(2,2-dimethylpropanoyloxy-3,5)-dioxo-exo-10-oxatricyclo<5.2.1.0^2.6>dec-8-ene

1-methoxy-7-oxa-norborn-5-ene-2,3-dicarboxylic acid-anhydride

hydrogen bromide

Downstream raw materials:

1-hydroxyanthraquinone

4-hydroxy-3H-isobenzofuran-1-one

7-hydroxy-1 (3H)-isobenzofuranone

1,2,8-trihydroxyanthraquinone

Refernces

• 1、 Bemis, Troy A.,La Clair, James J.,Burkart, Michael D.. "Traceless Staudinger ligation enabled parallel synthesis of proteolysis targeting chimera linker variants". supporting information. p. 1026 - 1029. Retrieved 2021/02/06.
• 2、 -. "DIMERIC IMMUNO-MODULATORY COMPOUNDS AGAINST CEREBLON-BASED MECHANISMS". Page/Page column 66. . Retrieved 2020/02/06.