66537-39-1

Basic information

• Product Name: Theaspirane a
• Synonyms: (2S,5S)-2β,6,10,10-Tetramethyl-1-oxaspiro[4.5]dec-6-ene;Theaspirane a;trans-Theaspirane
• CAS NO: 66537-39-1
• Molecular Formula: C13H22O
• Molecular Weight: 194.31318
• Mol File: 66537-39-1.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 254.1°Cat760mmHg
• Flash Point: 103.8°C
• Appearance: /
• Density: 0.94g/cm³
• Vapor Pressure: 0.0281mmHg at 25°C
• Refractive Index: 1.488
• CAS DataBase Reference: Theaspirane a(CAS DataBase Reference)
• NIST Chemistry Reference: Theaspirane a(66537-39-1)
• EPA Substance Registry System: Theaspirane a(66537-39-1)

Safety Data

• Hazardous Substances Data: 66537-39-1(Hazardous Substances Data)

Usage

Uses

(+)-Theaspirane A has pest attractant composition.

InChI:InChI=1/C13H22O/c1-10-6-5-8-12(3,4)13(10)9-7-11(2)14-13/h6,11H,5,7-9H2,1-4H3/t11-,13?/m0/s1

Upstream product

• 57069-87-1 4-(6,6-Dimethyl-2-methylene-cyclohex-3-enyl)-butan-2-ol 
• 13720-37-1 dihydro-α-ionol 
• 113110-02-4 3-(3-hydroxy-butyl)-2,4,4-trimethyl-cyclohex-2-enol 
• 72008-46-9 4-(2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)butan-2-one 
• 446293-91-0 4-(2,6,6-trimethyl-cyclohex-1-enyl)-butan-2-ol 
• 65017-80-3 (Z)-1-(3-Hydroxy-1-butenyl)-2,6,6-trimethyl-2-cyclohexen-1-ol 
• 854912-94-0 1-(3-Hydroxybutyl)-2,6,6-trimethyl-2-cyclohexen-1-ol 
• 61693-40-1 (2,6,6-trimethylcyclohex-2-enylidene)butan-2-ol 
• 20013-73-4 2,6,6-trimethylcyclohex-2-en-1-one 
• 36431-72-8 2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-ene 
• 17283-81-7 4-(2,6,6-Trimethyl-cyclohex-1-enyl)-butan-2-on 
• 446024-10-8 (R)-4-(2,6,6-trimethylcyclohex-1-enyl)butan-2-yl acetate 
• 446293-94-3 C₁₃H₂₄O 
• 160022-97-9 C₁₃H₂₄O 

Relevant articles and documents

(2R,5S)-Theaspirane Identified as the Kairomone for the Banana Weevil, Cosmopolites sordidus, from Attractive Senesced Leaves of the Host Banana, Musa spp.

The principal active component produced by highly attractive senesced host banana leaves, Musa spp., for the banana weevil, Cosmopolites sordidus, is shown by coupled gas chromatography-electroantennography (GC-EAG), coupled GC-mass spectrometry (GC-MS),

Elucidation of the regio- and chemoselectivity of enzymatic allylic oxidations with Pleurotus sapidus - Conversion of selected spirocyclic terpenoids and computational analysis

Allylic oxidations of olefins to enones allow the efficient synthesis of value-added products from simple olefinic precursors like terpenes or terpenoids. Biocatalytic variants have a large potential for industrial applications, particularly in the pharmaceutical and food industry. Herein we report efficient biocatalytic allylic oxidations of spirocyclic terpenoids by a lyophilisate of the edible fungus Pleurotus sapidus. This ''mushroom catalysis'' is operationally simple and allows the conversion of various unsaturated spirocyclic terpenoids. A number of new spirocyclic enones have thus been obtained with good regio- and chemoselectivity and chiral separation protocols for enantiomeric mixtures have been developed. The oxidations follow a radical mechanism and the regioselectivity of the reaction is mainly determined by bond-dissociation energies of the available allylic CH-bonds and steric accessibility of the oxidation site.

Amberlyst-15-catalyzed intramolecular S(N)2' oxaspirocyclization of secondary allylic alcohols. Application to the total synthesis of spirocyclic ethers theaspirane and theaspirone

A variety of substituted 1-oxaspiro[4.4]non-6-ene. 1-oxaspiro[4.5]dec-6- ene, 6-oxaspiro[4.5]dec-1-ene and 1-oxaspiro[5.5]undec-7-ene systems have been prepared by utilizing Amberlyst-15-catalyzed intramolecular S(N)2' oxaspirocyclizations of secondary allylic alcohols under mild reaction conditions in quantitative yields. This oxaspirocyclization was applied to the total synthesis of theaspirane and theaspirone from β-ionone in five steps. (C) 2000 Elsevier Science Ltd.