304-19-8

Basic information

• Product Name: 1H-Isoindole-1,3(2H)-dione, 2-(2-methylethyl)- (9CI)
• Synonyms: 1H-Isoindole-1,3(2H)-dione, 2-(2-methylethyl)- (9CI);2-(2-methylpropyl)isoindole-1,3-dione
• CAS NO: 304-19-8
• Molecular Formula: C₁₂H₁₃NO₂
• Molecular Weight: 203.24
• Mol File: 304-19-8.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 294°Cat760mmHg
• Flash Point: 126.2°C
• Appearance: /
• Density: 1.171g/cm³
• Vapor Pressure: 0.00167mmHg at 25°C
• Refractive Index: 1.56
• CAS DataBase Reference: 1H-Isoindole-1,3(2H)-dione, 2-(2-methylethyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Isoindole-1,3(2H)-dione, 2-(2-methylethyl)- (9CI)(304-19-8)
• EPA Substance Registry System: 1H-Isoindole-1,3(2H)-dione, 2-(2-methylethyl)- (9CI)(304-19-8)

Safety Data

• Hazardous Substances Data: 304-19-8(Hazardous Substances Data)

Usage

Classification

Organic compound

Use in production

Pharmaceutical drugs

Role

Intermediate in organic synthesis

Potential applications

Medicinal chemistry, development of new medications

Other uses

Industrial applications, reagent in various chemical reactions

InChI:InChI=1/C12H13NO2/c1-8(2)7-13-11(14)9-5-3-4-6-10(9)12(13)15/h3-6,8H,7H2,1-2H3

Upstream product

• 85-44-9 phthalic anhydride 
• 78-81-9 isobutylamine 
• 78-77-3 Isobutyl bromide 
• 1074-82-4 potassium phtalimide 
• 1189-23-7 N,N'-di-isobutylurea 
• 88-95-9 Phthaloyl dichloride 
• 6306-54-3 N-phthaloyl L-valine 
• 203852-64-6 rac-1-(1,3-dioxoisoindolin-2-yl)-2-methylpropyl acetate 
• 13380-30-8 2-isobutylisoindoline-1-one 
• 612-13-5 2-cyanobenzyl chloride 
• 5115-65-1 N-phthaloyl-DL-valine 
• 136918-14-4 phthalimide 
• 3481-09-2 N-chlorophthalimide 
• 2125731-81-7 1,3-dioxoisoindolin-2-yl 3-methylbutanoate 

Downstream Products

• 381675-24-7 C₁₉H₂₁NO₂ 
• 352-32-9 p-fluorotoluene 
• 1407166-66-8 C₁₉H₂₀FNO₂ 
• 6140-17-6 4-methylbenzotrifluoride 
• 1407166-67-9 C₂₀H₂₀F₃NO₂ 

Relevant articles and documents

“On water” nano-Cu2O-catalyzed CO-free one-pot multicomponent cascade cyanation-annulation-aminolysis reaction toward phthalimides

An efficient nano-Cu2O-catalyzed cascade multicomponent reaction of 2-halobenzoic acids and trimethylsilyl cyanide with diverse amines was developed using water as a solvent, affording versatileN-substituted phthalimide derivatives in moderate to excellent yields. This novel strategy features carbon monoxide gas-free, environmentally benign, one-pot multistep transformation, commercially available reagents, a cheap catalyst without any additives, wide functional group tolerance, and operational convenience.

Method for constructing N-isobutylphthalimide in one step by using imine as starting material

The invention discloses a method for constructing N-isobutylphthalimide in one step by using imine as a starting material. According to the method, (E)-N-isobutyl-1-phenylmethylenimine is used as a reaction raw material and subjected to a carbonylation reaction to construct N-isobutylphthalimide in one step. The method has the characteristics of mild reaction conditions, simple operation procedures and excellent yield.

Photoinduced, Copper-Catalyzed Decarboxylative C-N Coupling to Generate Protected Amines: An Alternative to the Curtius Rearrangement

The Curtius rearrangement is a classic, powerful method for converting carboxylic acids into protected amines, but its widespread use is impeded by safety issues (the need to handle azides). We have developed an alternative to the Curtius rearrangement that employs a copper catalyst in combination with blue-LED irradiation to achieve the decarboxylative coupling of aliphatic carboxylic acid derivatives (specifically, readily available N-hydroxyphthalimide esters) to afford protected amines under mild conditions. This C-N bond-forming process is compatible with a wide array of functional groups, including an alcohol, aldehyde, epoxide, indole, nitroalkane, and sulfide. Control reactions and mechanistic studies are consistent with the hypothesis that copper species are engaged in both the photochemistry and the key bond-forming step, which occurs through out-of-cage coupling of an alkyl radical.