13955-48-1

Basic information

• Product Name: epoxy-p-menthene,(3R,4S,8R)-3,9-epoxy-1-p-menthene
• Synonyms: epoxy-p-menthene,(3R,4S,8R)-3,9-epoxy-1-p-menthene
• CAS NO: 13955-48-1
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.23
• Mol File: 13955-48-1.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: epoxy-p-menthene,(3R,4S,8R)-3,9-epoxy-1-p-menthene(CAS DataBase Reference)
• NIST Chemistry Reference: epoxy-p-menthene,(3R,4S,8R)-3,9-epoxy-1-p-menthene(13955-48-1)
• EPA Substance Registry System: epoxy-p-menthene,(3R,4S,8R)-3,9-epoxy-1-p-menthene(13955-48-1)

Safety Data

• Hazardous Substances Data: 13955-48-1(Hazardous Substances Data)

Upstream product

• 37905-03-6 8-hydroxygeranyl acetate 
• 70238-37-8 (2'Z,6'E)-Essigsaeure-(8'-hydroxy-3',7'-dimethyl-2',6'-octadien-1'-yl)ester 
• 88717-91-3 1-O-methyl-10-hydroxynerol 
• 88717-90-2 1-O-methyl-10-hydroxygeraniol 
• 106-25-2 Nerol 
• 106-24-1 Geraniol 
• 2565-83-5 geraniol methyl ether 
• 141-12-8 neryl acetate 
• 105-87-3 3,7-dimethyl-2E,6-octadien-1-yl acetate 
• 37905-02-5 (2E,6E)-3,7-dimethyl-8-oxoocta-2,6-dien-1-yl acetate 
• 2565-83-5 (2Z)-1-methoxy-3,7-dimethylocta-2,6-diene 
• 94853-00-6 (2Z,6E)-3,7-dimethyl-8-oxoocta-2,6-dien-1-yl acetate 
• 139372-89-7 E,E-2-formyl-8-methoxy-6-methyl-2,6-octadiene 
• 139372-89-7 (2E,6Z)-8-Methoxy-2,6-dimethyl-octa-2,6-dienal 

Downstream Products

• 13834-09-8 (1RS,3RS,4RS,8SR)-3,9-epoxymenthane 
• 13834-09-8 (3R,3aR,6R,7aR)-3,6-Dimethyl-octahydro-benzofuran 
• 494-90-6 menthofuran 
• 13341-72-5 (+/-)-3,6-dimethyl-5,6,7,7a-tetrahydrobenzofuran-2(4H)-one 
• 79726-51-5 (3S,3aS,6S,7aS)-3,6-Dimethyl-hexahydro-benzofuran-2-one 
• 79726-51-5 (3R,3aS,6S,7aS)-3,6-Dimethyl-hexahydro-benzofuran-2-one 
• 1340481-35-7 (1S,4S,8R)-3-oxo-p-menthan-9-oic acid methyl ester 
• 1340481-32-4 (1S,4R,8R)-3-oxo-p-menthan-9-oic acid methyl ester 
• 120442-21-9 (1R,4S,8R)-3-oxo-p-menthan-9-oic acid 
• 79726-52-6 (1R,4S,8R)-3-oxo-p-menthan-9-oic acid methyl ester 

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