145415-70-9

Basic information

• Product Name: (3S,3aR,6R,7aR)-perhydro-3,6-dimethyl-2-benzo[b]furanone
• Synonyms: (3S,3aR,6R,7aR)-perhydro-3,6-dimethyl-2-benzo[b]furanone
• CAS NO: 145415-70-9
• Molecular Weight: 168.236
• Mol File: 145415-70-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3S,3aR,6R,7aR)-perhydro-3,6-dimethyl-2-benzo[b]furanone(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,3aR,6R,7aR)-perhydro-3,6-dimethyl-2-benzo[b]furanone(145415-70-9)
• EPA Substance Registry System: (3S,3aR,6R,7aR)-perhydro-3,6-dimethyl-2-benzo[b]furanone(145415-70-9)

Safety Data

• Hazardous Substances Data: 145415-70-9(Hazardous Substances Data)

Upstream product

• 13955-48-1 (3S,3aR,7aS)-3,6-Dimethyl-2,3,3a,4,5,7a-hexahydro-benzofuran 
• 13955-48-1 (3RS,3aRS,7aSR)-3,6-dimethyl-2,3,3a,4,5,7a-hexahydrobenzofuran 

Downstream Products

• 494-90-6 menthofuran 
• 13341-72-5 (+/-)-3,6-dimethyl-5,6,7,7a-tetrahydrobenzofuran-2(4H)-one 
• 289634-69-1 (1R,3R,4R,8S)-3-hydroxy-9-p-menthanyl acetate 
• 289634-70-4 (1R,4R,8S)-3-oxo-9-p-menthanyl acetate 
• 13834-23-6 (1R,3S,4R,8S)-3,9-p-menthanediol 
• 13834-08-7 <1R>-5(R)-methyl-2(S)-<1(S)-methyl-2-hydroxyethyl>cyclohexanol 
• 289634-71-5 (1R,3R,4R,8S)-3,9-p-menthanediol 

Relevant articles and documents

Chemical Tranformation of Terpenoids. V. Acidic Conversions of 10-Hydroxygeraniol and 10-Hydroxynerol Derivatives Leading to Cyclic Monoterpenoids

Acid treatment of 1-O-acetyl-10-hydroxygeraniol (5a), 1-O-methyl-10-hydroxygeraniol (5b), 1-O-acetyl-10-hydroxynerol (6a), and 1-O-methyl-10-hydroxynerol (6b) was investigated under various conditions.It was found that treatment of 5a and 6a with HCOOH gave menth-1-ene-8,9-diol (7), while treatment of 5a, 5b, 6a, or 6b with BF3-etherate in CH2Cl2 furnished two menthofuran-type compounds (9, 10) and two bicyclooct-2-ene derivatives (17, 24).Both 9 and 10 were successfully converted to menthofuran (16) and 17 was converted to a bicyclooctenone derivative (23) which was a key intermediate for a synthesis of juvabione (27).Keywords - geraniol; nerol; 10-hydroxygeraniol; 10-hydroxynerol; 10-hydroxygeraniol derivative; 10-hydroxynerol derivative; uroterpenol; menthofuran; bicyclooct-2-ene derivative