51674-11-4

Basic information

• Product Name: 3,6-dihydroxyphthalimide
• Synonyms: 3,6-dihydroxyphthalimide;4,7-Dihydroxy-1H-isoindole-1,3(2H)-dione;Einecs 257-344-1;Phthalimide, 3,6-dihydroxy-;Nsc 229301
• CAS NO: 51674-11-4
• Molecular Formula: C₈H₅NO₄
• Molecular Weight: 179.1296
• EINECS: 257-344-1
• Product Categories: Fluorescent
• Mol File: 51674-11-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: >250°C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: White/Solid
• Density: 1.715g/cm³
• Refractive Index: 1.718
• Solubility: Solubility Insoluble in water; soluble in ethanol, methanol
• PKA: 1.65, 6.97(at 25℃)
• CAS DataBase Reference: 3,6-dihydroxyphthalimide(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-dihydroxyphthalimide(51674-11-4)
• EPA Substance Registry System: 3,6-dihydroxyphthalimide(51674-11-4)

Safety Data

• Hazardous Substances Data: 51674-11-4(Hazardous Substances Data)

Usage

General Description

3,6-dihydroxyphthalimide is a chemical compound with the molecular formula C8H5NO4. It is an organic compound that contains two hydroxyl groups and a phthalimide group. It is a white to light yellow crystalline powder that is soluble in organic solvents but insoluble in water. 3,6-dihydroxyphthalimide is commonly used as a precursor in the synthesis of pharmaceuticals, dyes, and other organic compounds. It is also used as a reagent in organic synthesis and as a building block for the preparation of various heterocyclic compounds. This chemical has potential applications in the field of medicinal chemistry and drug discovery due to its structural features and functional groups. Additionally, it is important to handle 3,6-dihydroxyphthalimide with care as it may be harmful if ingested or inhaled, and can cause irritation to the skin and eyes.

InChI:InChI=1/C8H5NO4/c10-3-1-2-4(11)6-5(3)7(12)9-8(6)13/h1-2,10-11H,(H,9,12,13)

Upstream product

• 124511-82-6 3,6-diacethoxyphthalic anhydride 
• 603-62-3 4-nitro-1H-isoindole-1,3(2H)-dione 
• 4733-50-0 2,3-dicyano-1,4-hydroquinone 
• 106-51-4 p-benzoquinone 
• 490-79-9 2,5-dihydroxybenzoic acid. 
• 3958-79-0 methyl 3,6-dioxocyclohexa-1,4-diene-1-carboxylate 
• 2150-46-1 Methyl 2,5-dihydroxybenzoate 

Downstream Products

• 490-79-9 2,5-dihydroxybenzoic acid. 

Relevant articles and documents

Unusual nucleophilic substitution in the nitrophthalimide series

The reactions of 3-and 4-nitrophthalimides with hydroxylamine in aqueous alcohol media were studied. A mixture of 3-amino-4-nitro-and 4-amino-5-nitrophthalimides is formed in the case of 4-nitrosubstituted derivative, whereas 3,6-dihydroxyphthalimide is unexpectedly found to be the main product of the reaction of 4-nitrosubstituted derivative. A possible mechanism of the transformation was suggested.

Biscatenanes and a Bisrotaxane-Model Compounds for Polymers with Mechanically Interlocked Components

The self-assembly of three biscatenanes and a bisrotaxane, by two complementary strategies, is reported.A synthetic route to derivatives of bis-para-phenylenecrown-10 (BPP34C10) and 1,5-naphtho-para-phenylene-crown-10 (1/5NPP36C10) containing a fused five-membered ring with a secondary amine function is described.These intermediate N-allylimido macrocyclic polyethers undergo template-directed reactions with 1,1'-bis-4,4'-bipyridinium bis-(hexafluorophosphate) and 1,4-bis(bromo-methyl)benzene to produce catenanes containing an N-allyl functionality.The allylimido macrocyclic polyethers have also beeen reduced and deprotected to afford macrocycles possessing a free NH group, which are then linked through a 4,4'-biphenyldicarbonyl spacer to produce bis(crown ether)s, in which each crown ether moiety has two recognition sites.These ditopic BPP34C10 and 1/5NPP36C10 derivatives are capable of sustaining self-assembly reactions at both recognition sites to yield biscatenanes.The self-assembly of a complementary biscatenane, in which two tetracationic cyclophanes are linked together with a flexible hexyl chain, has also been achieved by treating 1,1'-bis-4,4'-bipyridinum bis-(hexafluorophosphate) with a compound containing two linked 1,4-bis(bromomethyl)benzene units in the presence of BPP34C10.Replacing BPP34C10 with a dumbbell-shaped compound containing a linear polyether unit intercepted by a naphthalene residue and terminated by two bulky adamantoyl groups has led to the self-assembly of a bisrotaxane.The X-ray crystal structures of one of the catenanes and its associated crown ether component are reported, together with solution state dynamic 1H NMR spectroscopic studies, showing that there is substantial degree of order characterizing the molecular structure of the catenanes. - Keywords: catenanes, polycatenanes, polyrotaxanes, rotaxanes, self-assembly.