104446-40-4

Basic information

• Product Name: 2(3H)-Benzofuranone, hexahydro-4,4,7a-trimethyl-3-(phenylseleno)-
• CAS NO: 104446-40-4
• Molecular Formula: C17H22O2Se
• Molecular Weight: 337.32
• Mol File: 104446-40-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2(3H)-Benzofuranone, hexahydro-4,4,7a-trimethyl-3-(phenylseleno)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(3H)-Benzofuranone, hexahydro-4,4,7a-trimethyl-3-(phenylseleno)-(104446-40-4)
• EPA Substance Registry System: 2(3H)-Benzofuranone, hexahydro-4,4,7a-trimethyl-3-(phenylseleno)-(104446-40-4)

Safety Data

• Hazardous Substances Data: 104446-40-4(Hazardous Substances Data)

Upstream product

• 503-47-9 1,3,3-trimethyl-1-cyclohexene 
• 142753-40-0 ethyl-α-chloro-α-phenylseleno acetate 
• 104435-19-0 (4S)-3,3-dimethyl-4-tetrahydropyranyloxy-1-hydroxymethyl-1-cyclohexene 
• 104435-28-1 (3aS,5S,7aR)-4,4-dimethyl-3-hydroxy-7a-iodomethyl-2-oxo-octahydrobenzofuran 
• 104467-80-3 (3aS,7aR)-4,4-dimethyl-7a-iodomethyl-2-oxo-2,3,3a,4,7,7a-hexahydrobenzofuran 
• 104527-55-1 (3aS,7aR)-2-oxo-4,4,7a-trimethyl-2,3,3a,4,7,7a-hexahydrobenzofuran 
• 104435-26-9 (3aRS,5S,7aRS)-4,4-dimethyl-7a-iodomethyl-2-oxo-3-tetrahydropyranyloxyoctahydrobenzofuran 
• 104435-23-6 ethyl <(1RS,3S)-2,2-dimethyl-6-methylene-3-tetrahydropyranyloxycyclohexyl>acetate 
• 104435-25-8 (1'RS,3'S)-2',2'-dimethyl-6'-methylene-3'-tetrahydropyranyloxycyclohexylacetic acid 
• 1666-13-3 diphenyl diselenide 
• 34837-55-3 Phenylselenyl bromide 
• 104527-56-2 (3aS,7aR)-2-oxo-4,4,7a-trimethyloctahydrobenzofuran 
• 104435-29-2 (3aR,5S,7aS)-4,4-dimethyl-3-hydroxy-7a-iodomethyl-2-oxo-octahydrobenzofuran 
• 104446-38-0 (3aR,7aS)-4,4-dimethyl-7a-iodomethyl-2-oxo-2,3,3a,4,7,7a-hexahydrobenzofuran 

Downstream Products

• 15356-74-8 (+/-)-dihydroactinidiolide 
• 17092-92-1 (7aR)-5,6,7,7a-tetrahydro-4,4,7a-trimethyl-2(4H)-benzofuranone 
• 81800-41-1 (S)-dihydroactinidiolide 

Relevant articles and documents

Total synthesis of (±)-dihydroactinidiolide using selenium-stabilized carbenium ion

A new, short total synthesis of dihydroactinidiolide 1 is described using selenium carbenium ion-promoted carbon-carbon bond formation as the key step. Our synthetic strategy starts with a lactonization reaction between 1,3,3-trimethylcyclohexene 13 and α-chloro-α-phenylseleno ethyl acetate 14, affording the key intermediate, α-phenylseleno-γ-butyro lactone 15, which reacted via a selenoxide elimination to the target compound 1.

SYNTHESIS OF BOTH THE ENANTIOMERS OF DIHYDROACTINIDIOLIDE, A PHEROMONE COMPONENT OF THE RED IMPORTED FIRE ANT

Both the enantiomers of dihydroactinidiolide (4,4,7a-trimethyl-2-oxo-2,4,5,6,7,7a-hexahydrobenzofuran) were synthesized in 15 steps from (S)-3-hydroxy-2,2-dimethylcyclohexanone