3,6-Dihydroxyphthalimide

Base Information

• Chemical Name: 3,6-Dihydroxyphthalimide
• CAS No.: 51674-11-4
• Molecular Formula: C8H5 N O4
• Molecular Weight: 179.132
• Hs Code.: 2925190090
• European Community (EC) Number: 257-344-1
• NSC Number: 229301
• UNII: Q9HR45MTA5
• DSSTox Substance ID: DTXSID30199618
• Nikkaji Number: J294.875C
• Wikidata: Q83072534
• Mol file: 51674-11-4.mol

Synonyms:3,6-Dihydroxyphthalimide;51674-11-4;4,7-dihydroxyisoindole-1,3-dione;EINECS 257-344-1;Q9HR45MTA5;1H-Isoindole-1,3(2H)-dione,4,7-dihydroxy-;NSC-229301;4,7-dihydroxy-1h-isoindole-1,3(2h)-dione;4,7-dihydroxyisoindoline-1,3-dione;NSC229301;UNII-Q9HR45MTA5;Phthalimide, 3,6-dihydroxy-;SCHEMBL2292542;DTXSID30199618;AKOS006373903;NSC 229301;CS-0437078;F17143;1H-Isoindole-1,3(2H)-dione, 4,7-dihydroxy-

Chemical Property of 3,6-Dihydroxyphthalimide

Chemical Property:

• Melting Point: >250°C
• Boiling Point: °Cat760mmHg
• PKA: 1.65, 6.97(at 25℃)
• Flash Point: °C
• PSA: 86.63000
• Density: 1.715g/cm³
• LogP: 0.31020
• Solubility.: Solubility Insoluble in water; soluble in ethanol, methanol
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 179.02185764
• Heavy Atom Count: 13
• Complexity: 239

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C(=C1O)C(=O)NC2=O)O

Technology Process of 3,6-Dihydroxyphthalimide

There total 9 articles about 3,6-Dihydroxyphthalimide 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: 97.04%

3,6-diacethoxyphthalic anhydride (124511-82-6) → 4,7-dihydroxyisoindole-1,3-dione (51674-11-4)

Guidance literature:

With formamide; at 100 ℃; for 3h; Temperature; Large scale;

Reference yield: 46.0%

2,3-dicyano-1,4-hydroquinone (4733-50-0) → 4,7-dihydroxyisoindole-1,3-dione (51674-11-4)

Guidance literature:

With sulfuric acid; at 100 ℃; for 0.333333h;

Reference yield: 24.0%

4-nitro-1H-isoindole-1,3(2H)-dione (603-62-3) → 4,7-dihydroxyisoindole-1,3-dione (51674-11-4)

Guidance literature:

With potassium hydroxide; hydroxylamine sulfate; In water; isopropyl alcohol; for 0.5h;

DOI:10.1007/BF02503501

upstream raw materials:

2,3-dicyano-1,4-hydroquinone

4-nitro-1H-isoindole-1,3(2H)-dione

Methyl 2,5-dihydroxybenzoate

methyl 3,6-dioxocyclohexa-1,4-diene-1-carboxylate

Downstream raw materials:

2,5-dihydroxybenzoic acid.

Refernces

• 1、 -. "Method for preparing 3,6-dihydroxyphthalimide". Paragraph 0049. . Retrieved 2018/01/09.