2141-99-3

Basic information

• Product Name: 2-tert-butyl-1H-isoindole-1,3(2H)-dione
• Synonyms: 1H-isoindole-1,3(2H)-dione, 2-(1,1-dimethylethyl)-; 2-tert-Butyl-1H-isoindole-1,3(2H)-dione; N-tert-Butylphthalimide
• CAS NO: 2141-99-3
• Molecular Formula: C₁₂H₁₃NO₂
• Molecular Weight: 203.2371
• Mol File: 2141-99-3.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 294.7°C at 760 mmHg
• Flash Point: 120.5°C
• Density: 1.203g/cm³
• Vapor Pressure: 0.00159mmHg at 25°C
• Refractive Index: 1.575
• CAS DataBase Reference: 2-tert-butyl-1H-isoindole-1,3(2H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-tert-butyl-1H-isoindole-1,3(2H)-dione(2141-99-3)
• EPA Substance Registry System: 2-tert-butyl-1H-isoindole-1,3(2H)-dione(2141-99-3)

Safety Data

• Hazardous Substances Data: 2141-99-3(Hazardous Substances Data)

Usage

General Description

2-tert-butyl-1H-isoindole-1,3(2H)-dione, also known as tBuI, is a chemical compound with the molecular formula C13H15NO2. It is a yellow to brown solid that is used in organic synthesis as a building block for various pharmaceuticals and agrochemicals. tBuI is a versatile compound that can undergo a variety of chemical reactions, making it useful for the creation of new chemical entities. It has been used in the synthesis of molecules with potential anticancer, antiviral, and antibacterial properties. It is also used as a powerful radical scavenger, making it valuable in the research and development of antioxidant compounds.

Upstream product

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Downstream Products

• 75-64-9 tert-butylamine 
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• 134750-51-9 N-tert-Butyl-2-hydroxymethyl-benzamide 
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Relevant articles and documents

A hitherto undescribed addition of the lithium salt of dimethyl methylphosphonate to N-substituted phthalimides

The hitherto unknown addition of the lithium salt of dimethyl methylphosphonate 6 to the N-substituted phthalimides 7 is described. This reaction allows the synthesis of new systems in which the phosphono group is connected to the heterocyclic skeleton of an isoindolinone at the 3-position by one methylene group.

Practical synthesis of phthalimides and benzamides by a multicomponent reaction involving arynes, isocyanides, and CO2/H2O

Transition-metal-free multicomponent reactions involving arynes and isocyanides with either CO2 or H2O have been reported. With CO2 as the third component, the reactions resulted in the formation of N-substituted phthalimides. The utility of water as the third component furnished benzamide derivatives in moderate to good yields. These reactions took place under mild conditions with broad scope.

Facile syntheses and characterization of hyperbranched poly(ester-amide)s from commercially available aliphatic carboxylic anhydride and multihydroxyl primary amine

A new method for synthesis of novel hyperbranched poly(ester-amide)s from commercially available AA′ and CBx type monomers has been developed on the basis of a series of model reactions. The hyperbranched poly(ester-amide)s with multihydroxyl end groups are prepared by thermal polycondensation of carboxyl anhydrides (AA′) and multihydroxyl primary amine (CBx) without any catalyst and solvent. The reaction mechanism in the initial stage of polymerization was investigated with in situ 1H NMR. In the initial stage of the reaction, primary amino groups of 2-amino-2-ethyl-1,3-propanediol (AEPO) or tris(hydroxymethyl)aminomethane (THAM) react rapidly with anhydride, forming an intermediate which can be considered as a new ABx type monomer. Further self-polycondensation reactions of the ABx molecules produce hyperbranched polymers. Analysis using 1H and 13C NMR spectroscopy revealed the degree of branching of the resulting polymers ranging from 0.36 to 0.55. These hyperbranched poly(ester-amide)s contain configurational isomers observed by 13C and DEPT 13C NMR spectroscopy, possess high molecular weights with broad distributions and display glass-transition temperatures (Tgs) between 7 and 96°C. The thermogravimetric analytic measurements revealed the decomposition temperature at 10% weight-loss temperatures (Td10%) ranging from 212 to 325°C. Among the hyperbranched poly(ester-amide)s obtained, the polymers with cyclohexyl molecular skeleton structure exhibit the lowest branching degree, the highest glass-transition temperatures, and the best thermal stability.