107124-01-6

Basic information

• Product Name: 5,6-Dimethylene-2-phenyl-hexahydro-isoindole-1,3-dione
• Synonyms: 5,6-Dimethylene-2-phenyl-hexahydro-isoindole-1,3-dione
• CAS NO: 107124-01-6
• Molecular Weight: 253.301
• Mol File: 107124-01-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5,6-Dimethylene-2-phenyl-hexahydro-isoindole-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-Dimethylene-2-phenyl-hexahydro-isoindole-1,3-dione(107124-01-6)
• EPA Substance Registry System: 5,6-Dimethylene-2-phenyl-hexahydro-isoindole-1,3-dione(107124-01-6)

Safety Data

• Hazardous Substances Data: 107124-01-6(Hazardous Substances Data)

Upstream product

• 107123-89-7 5-Dimethylaminomethyl-2-phenyl-6-trimethylsilanylmethyl-3a,4,7,7a-tetrahydro-isoindole-1,3-dione 
• 107123-85-3 2-dimethylaminomethyl-3-trimethylsilylmethyl-1,3-butadiene 
• 82167-48-4 2,3-bis<(trimethyksilyl)methyl>-1,3-butadiene 
• 941-69-5 N-phenyl-maleimide 
• 82167-60-0 2-phenyl-5,6-di(trimethylsilylmethyl)-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione 

Downstream Products

• 82167-69-9 (6S,7S)-1,3-Dioxo-2-phenyl-2,3,3a,4,5,6,7,8,9,9a-decahydro-1H-benzo[f]isoindole-6,7-dicarboxylic acid dimethyl ester 
• 107124-08-3 1,3-Dioxo-2-phenyl-2,3,3a,4,5,6,7,8,9,9a-decahydro-1H-benzo[f]isoindole-6-carboxylic acid methyl ester 
• 82167-64-4 2-phenyl-6-acetyl-3a,4,5,6,7,8,9,9a-octahydro-1H-benzisoindole-1,3(2H)-dione 

Relevant articles and documents

Tetramethyleneethane Equivalents: Recursive Reagents for Serialized Cycloadditions

New reactions and reagents that allow for multiple bond-forming events per synthetic operation are required to achieve structural complexity and thus value with step-, time-, cost-, and waste-economy. Here we report a new class of reagents that function like tetramethyleneethane (TME), allowing for back-to-back [4 + 2] cycloadditions, thereby amplifying the complexity-increasing benefits of Diels-Alder and metal-catalyzed cycloadditions. The parent recursive reagent, 2,3-dimethylene-4-trimethylsilylbutan-1-ol (DMTB), is readily available from the metathesis of ethylene and THP-protected 4-trimethylsilylbutyn-1-ol. DMTB and related reagents engage diverse dienophiles in an initial Diels-Alder or metal-catalyzed [4 + 2] cycloaddition, triggering a subsequent vinylogous Peterson elimination that recursively generates a new diene for a second cycloaddition. Overall, this multicomponent catalytic cascade produces in one operation carbo- and heterobicyclic building blocks for the synthesis of a variety of natural products, therapeutic leads, imaging agents, and materials. Its application to the three step synthesis of a new solvatochromic fluorophore, N-ethyl(6-N,N-dimethylaminoanthracene-2,3-dicarboximide) (6-DMA), and the photophysical characterization of this fluorophore are described. (Chemical Equation Presented).

2,3-Bis-1,3-butadiene. A Conjunctive Reagent for Tandem Diels-Alder Reactions

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