65416-59-3

Basic information

• Product Name: 1-Oxaspiro4.5dec-7-ene, 2,10,10-trimethyl-6-methylene-
• Synonyms: 1-Oxaspiro4.5dec-7-ene, 2,10,10-trimethyl-6-methylene-;2,10,10-Trimethyl-6-methylene-1-oxaspiro[4.5]dec-7-ene;Vitispirane
• CAS NO: 65416-59-3
• Molecular Formula: C₁₃H₂₀O
• Molecular Weight: 192.3
• Mol File: 65416-59-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 258.7°C at 760 mmHg
• Flash Point: 106.7°C
• Appearance: /
• Density: 0.95g/cm³
• Vapor Pressure: 0.0218mmHg at 25°C
• Refractive Index: 1.499
• CAS DataBase Reference: 1-Oxaspiro4.5dec-7-ene, 2,10,10-trimethyl-6-methylene-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Oxaspiro4.5dec-7-ene, 2,10,10-trimethyl-6-methylene-(65416-59-3)
• EPA Substance Registry System: 1-Oxaspiro4.5dec-7-ene, 2,10,10-trimethyl-6-methylene-(65416-59-3)

Safety Data

• Hazardous Substances Data: 65416-59-3(Hazardous Substances Data)

Usage

General Description

1-Oxaspiro4.5dec-7-ene, 2,10,10-trimethyl-6-methylene- is a chemical compound classified as a spiro compound, which contains a unique bicyclic ring structure. It is also known as 2,10,10-trimethyl-6-methylene-1-oxaspiro[4.5]dec-7-ene. 1-Oxaspiro4.5dec-7-ene, 2,10,10-trimethyl-6-methylene- is characterized by its molecular formula C15H26O and its molecular weight of 222.37 g/mol. It is a colorless liquid with a characteristic odor, and it is commonly used as a fragrance ingredient in various consumer products such as perfumes, colognes, and air fresheners. Additionally, it is also used in the manufacturing of cosmetics and personal care products. However, it is important to handle this chemical with care, as it may cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C13H20O/c1-10-6-5-8-12(3,4)13(10)9-7-11(2)14-13/h5-6,11H,1,7-9H2,2-4H3

Upstream product

• 78830-90-7 6,6-dimethyl-2-methylene-1-(3-oxobutyl)-3-cyclohexen-1-ol 
• 57069-86-0 7,8-dihydro-3,4-dehydro-β-ionol 
• 78830-92-9 (6RS,9SR)-1-(3-hydroxybutyl)-6,6-dimethyl-2-methylene-3-cyclohexen-1-ol 
• 23526-45-6 6,9-dihydroxymegastigma-4,7-dien-3-one 
• 36431-72-8 2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-ene 
• 66965-88-6 (2R*,5R*)-2,6,10,10-Tetramethyl-1-oxaspiro<4.5>dec-6-en 
• 39763-31-0 (±)-(3E)-4-[1,4-dihydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]but-3-en-2-one 
• 78830-89-4 6,6-dimethyl-2-methylene-1-(3-oxo-1-butenyl)-3-cyclohexen-1-ol 
• 14398-35-7 (3E)-4-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)but-3-en-2-one 

Relevant articles and documents

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.

A New Route to Vitispiranes

Diastereoisomeric vitispiranes have been synthesized from 2,6,6-trimethyl-1-(3-oxo-1-butenyl)-1,3-cyclohexadiene by five-step reactions including photooxygenation.

Vitispiranes, important constituents of vanilla aroma

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