5323-50-2

Basic information

• Product Name: N-N-PROPYLPHTHALIMIDE
• Synonyms: 1-(N-Phthalimidyl)propane;1H-Isoindole-1,3(2H)-dione, 2-propyl-;2-Propyl-1H-isoindole-1,3(2H)-dione;2-propyl-1h-isoindole-3(2h)-dione;3(2H)-dione,2-propyl-1H-Isoindole-1;n-propyl-phthalimid;Phthalimide,N-propyl-;PROPYL PHTHALIMIDE
• CAS NO: 5323-50-2
• Molecular Formula: C₁₁H₁₁NO₂
• Molecular Weight: 189.21
• EINECS: 226-189-1
• Mol File: 5323-50-2.mol
• Article Data: 29

Chemical Properties

• Melting Point: 151-152 °C
• Boiling Point: 294.8°Cat760mmHg
• Flash Point: 126.3°C
• Appearance: /
• Density: 1.207g/cm³
• Vapor Pressure: 0.00159mmHg at 25°C
• Refractive Index: 1.572
• Storage Temp.: 2-8°C
• PKA: -2.09±0.20(Predicted)
• CAS DataBase Reference: N-N-PROPYLPHTHALIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-N-PROPYLPHTHALIMIDE(5323-50-2)
• EPA Substance Registry System: N-N-PROPYLPHTHALIMIDE(5323-50-2)

Safety Data

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 5323-50-2(Hazardous Substances Data)

Usage

General Description

N-N-PROPYLPHTHALIMIDE is a chemical compound with the molecular formula C12H11NO2. It is a white crystalline solid that is used as an intermediate in the production of pharmaceuticals, dyes, and other organic compounds. N-N-PROPYLPHTHALIMIDE is commonly used as a reagent in organic synthesis to introduce the phthalimide group into various molecules. It is also known for its ability to undergo nucleophilic substitution reactions, making it a versatile compound in organic chemistry. Additionally, N-N-PROPYLPHTHALIMIDE is used as a precursor for the synthesis of other functionalized phthalimides, making it an important building block in the field of medicinal and synthetic chemistry.

InChI:InChI=1/C11H11NO2/c1-2-7-12-10(13)8-5-3-4-6-9(8)11(12)14/h3-6H,2,7H2,1H3

Upstream product

• 107-10-8 propylamine 
• 85-44-9 phthalic anhydride 
• 1074-82-4 potassium phtalimide 
• 106-94-5 propyl bromide 
• 64807-91-6 1-(tert-Butylthio)-2-n-propylisoindole 
• 10314-06-4 4-phthalimidobutyryl chloride 
• 74805-31-5 1-(n-propyl)-2,4,6-triphenylpyridinium tetrafluoroborate 
• 524-38-9 N-hydroxyphthalimide 
• 1914-20-1 N-methoxyphthalimide 
• 923-99-9 tri-n-propyl phosphite 
• 17796-82-6 N-(cyclohexylthio)-phthalimide 
• 7223-50-9 N-propargylphthalimide 
• 136918-14-4 phthalimide 
• 5460-29-7 2-(3-bromopropyl)isoindole-1,3-dione 

Downstream Products

• 38228-99-8 N,N'-dibenzylphthalamide 
• 1334294-95-9 3-hydroxy-2-propyl-3-p-tolylisoindolin-1-one 
• 1334294-97-1 3-hydroxy-3-(4-methoxyphenyl)-2-propylisoindolin-1-one 
• 1334294-88-0 2-propyl-3-p-tolylisoindolin-1-one 
• 1334294-90-4 3-(4-methoxyphenyl)-2-propylisoindolin-1-one 
• 27687-35-0 3-hydroxy-3-phenyl-2-propyl-2,3-dihydroisoindol-1-one 
• 68972-64-5 3-(4-chlorophenyl)-3-hydroxy-2-propyl-2,3-dihydroisoindol-1-one 
• 102273-26-7 o-Hydroxymethyl-N-propylbenzamid 

Relevant articles and documents

An Oxidation Study of Phthalimide-Derived Hydroxylactams

A systematic study of the oxidation of 3-hydroxy-2-substituted isoindolin-1-ones (hy-droxylactams) and their conversion to the corresponding phthalimides was undertaken using three oxidants. Of special interest was the introduction of nickel peroxide (NiO2 ) as an oxidation system for hydroxylactams and comparison of its performance with the commonly used pyridinium chlorochromate (PCC) and iodoxybenzoic acid (IBX) reagents. Using a range of hydroxylactams, optimal conversions of these substrates to the corresponding imides was achieved with 50 equivalents of freshly prepared NiO2 in refluxing toluene over 5–32 h reaction times. By comparison, oxidations of the same substrates using PCC/silica gel (three equivalents) and IBX (three equivalents) required oxidation times of 1–3 h for full conversion but required lengthier purification. While nominal amounts (~25 mg) of substrate hydroxylactams were used to ascertain conversion, scale-up procedures using all three methods gave good to excellent isolated yields of imides.

Preparation method of N-alkyl phthalimide

The invention discloses a preparation method of N-alkyl phthalimide. The method comprises the steps: taking phthalic anhydride as a raw material, taking an aqueous solution of alkylamine as an imidization reagent ( no other reagents do not need to be added), and directly synthesizing the N-alkyl phthalimide, wherein the yield is high (96% or above), and the purity is high (99% or above). The preparation method is loose in reaction condition, simple in step and easy to implement; no organic solvent is needed, no other substances are discharged except water, and the method is green, free of pollution and suitable for industrial production.

Method for hydrogenolysis of halides

The invention discloses a method for hydrogenolysis of halides. The invention discloses a preparation method of a compound represented by a formula I. The preparation method comprises the following step: in a polar aprotic solvent, zinc, H2O and a compound represented by a formula II are subjected to a reaction as shown in the specification, wherein X is halogen; Y is -CHRR or R; hydrogenin H2O exists in the form of natural abundance or non-natural abundance. According to the preparation method, halide hydrogenolysis can be simply, conveniently and efficiently achieved through a simple and mild reaction system, and good functional group compatibility and substrate universality are achieved.