4-Hydroxyphthalide

Base Information

• Chemical Name: 4-Hydroxyphthalide
• CAS No.: 13161-32-5
• Molecular Formula: C8H6O3
• Molecular Weight: 150.134
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID60506053
• Metabolomics Workbench ID: 45639
• Nikkaji Number: J2.364.958F
• Wikidata: Q82361612
• Mol file: 13161-32-5.mol

Synonyms:4-Hydroxyphthalide;4-Hydroxyisobenzofuran-1(3H)-one

Chemical Property of 4-Hydroxyphthalide

Chemical Property:

• PSA: 46.53000
• LogP: 1.06260
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 150.031694049
• Heavy Atom Count: 11
• Complexity: 178

Purity/Quality:

98.5% ^*data from raw suppliers

4-Hydroxyisobenzofuran-1(3H)-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(C=CC=C2O)C(=O)O1

Technology Process of 4-Hydroxyphthalide

There total 26 articles about 4-Hydroxyphthalide 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: 87.0%

methyl 2-formyl-3-hydroxybenzoate (131524-43-1) → 4-hydroxy-3H-isobenzofuran-1-one (13161-32-5)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 0.166667h;

DOI:10.1002/ejoc.201300102

Reference yield: 79.0%

4-methoxyphthalide (4792-33-0) → 4-hydroxy-3H-isobenzofuran-1-one (13161-32-5)

Guidance literature:

With Cyclohexyl iodide; In N,N-dimethyl-formamide; for 78h; Reflux; Inert atmosphere;

DOI:10.1021/ol200498k

Reference yield: 47.0%

3-hydroxyphthalic anhydride (37418-88-5) → 4-hydroxy-3H-isobenzofuran-1-one (13161-32-5) + 7-hydroxy-1 (3H)-isobenzofuranone (3956-91-0)

Guidance literature:

With sodium tetrahydroborate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1271/bbb.65.990

upstream raw materials:

4-Amino-1(3H)-isobenzofuranon

5,7-dibromo-4-hydroxy-phthalide

3-acetoxy-phthalic acid-2-methyl ester

formaldehyd

Downstream raw materials:

4-methoxyphthalide

4-methyl-3H-isobenzofuran-1-one