13720-37-1

Basic information

• Product Name: 4-(2,6,6-trimethyl-1-cyclohex-2-enyl)butan-2-ol
• CAS NO: 13720-37-1
• Molecular Formula: C₁₃H₂₄O
• Molecular Weight: 196.333
• Mol File: 13720-37-1.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 264.2°Cat760mmHg
• Flash Point: 94°C
• Density: 0.874g/cm³
• CAS DataBase Reference: 4-(2,6,6-trimethyl-1-cyclohex-2-enyl)butan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2,6,6-trimethyl-1-cyclohex-2-enyl)butan-2-ol(13720-37-1)
• EPA Substance Registry System: 4-(2,6,6-trimethyl-1-cyclohex-2-enyl)butan-2-ol(13720-37-1)

Safety Data

• Hazardous Substances Data: 13720-37-1(Hazardous Substances Data)

Usage

Source

Naturally occurring in essential oils such as basil, rosemary, and fennel

Uses

Fragrance and flavor industry, precursor in synthesis of other chemicals and pharmaceuticals

Aroma

Pleasant and refreshing, reminiscent of pine and lemon

Properties

Potential antimicrobial, insecticidal, and anti-inflammatory properties

Upstream product

• 31499-72-6 7,8-dihydro-α-ionone 
• 127-41-3 alpha-ionone 
• 555-31-7 aluminum isopropoxide 
• 64-17-5 ethanol 
• 108-05-4 vinyl acetate 
• 3796-70-1 trans geranyl acetone 
• 7733-91-7 (E)-6,10-dimethyl-5,9-undecadien-2-ol 
• 25312-34-9 alpha-ionol 

Downstream Products

• 3293-45-6 3-acetoxy-1-(2,6,6-trimethyl-cyclohex-2-enyl)-butane 
• 3293-45-6 (2R,1'RS)-4-(2',6',6'-trimethyl-2'-cyclohexenyl)but-2-yl acetate 
• 13720-37-1 dihyro-α-ionol 
• 36431-72-8 2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-ene 
• 41678-32-4 dl-dihydroedulan 
• 102608-15-1 (2R,4aR,8R,8aR)-8-(4-Chloro-phenylselanyl)-2,5,5,8a-tetramethyl-octahydro-chromene 
• 79421-96-8 4-(5-Chloro-2,2-dimethyl-6-methylene-cyclohexyl)-butan-2-ol 
• 4361-23-3 cis-tetrahydroionol 
• 24190-33-8 (+)-(S)-dihydro-γ-ionone 
• 13720-12-2 4-(2',2'-Dimethyl-6'-methylidenecyclohexyl)butan-2-one 
• 13720-13-3 4-(6',6'-dimethyl-2'-methylenecyclohexyl)butan-2-ol 
• 109499-33-4 2-(3-acetoxy-butyl)-1-chloro-1,3,3-trimethyl-cyclohexane 
• 74233-40-2 2,4,4-trimethyl-3-(3-oxo-butyl)-cyclohexanone 

Relevant articles and documents

Bifunctional copper catalysts, a one step synthesis of bicyclic ethers starting from α,β-unsaturated ketones

A new, one pot synthesis of bicyclic ethers starting from α,β-unsaturated ketones containing an additional isolated olefinic bond is proposed. It relies on highly chemoselective hydrogenation of the enone group to the corresponding alcohol in the presence of supported copper catalysts, and on the presence of acidic sites on the catalyst support activating the double bond as a carbocation.

BIOTRANSFORMATION OF α- AND β-IONONES BY IMMOBILIZED CELLS OF NICOTIANA TABACUM

Immobilized cells of Nicotiana tabacum reduced the carbon-carbon double bond adjacent to the carbonyl group and then the carbonyl group itself of the dienone compounds, α-ionone and β-ionone: In addition, the selectivity for the reduction of the double bond adjacent to the carbonyl group could be enhanced by performing the biotransformation in medium with a pH near the optimal pH of the enone reductase which specifically catalyses the reduction of the α,β-unsaturated double bond of s-trans-enones. - Key words: Nicotiana tabacum; Solanaceae; plant cell cultures; immobilized cells; dienone; β-ionone; α-ionone; biotransformation.

Capturing the Monomeric (L)CuH in NHC-Capped Cyclodextrin: Cavity-Controlled Chemoselective Hydrosilylation of α,β-Unsaturated Ketones

The encapsulation of copper inside a cyclodextrin capped with an N-heterocyclic carbene (ICyD) allowed both to catch the elusive monomeric (L)CuH and a cavity-controlled chemoselective copper-catalyzed hydrosilylation of α,β-unsaturated ketones. Remarkably, (α-ICyD)CuCl promoted the 1,2-addition exclusively, while (β-ICyD)CuCl produced the fully reduced product. The chemoselectivity is controlled by the size of the cavity and weak interactions between the substrate and internal C?H bonds of the cyclodextrin.

Selective reduction of dienes/polyenes using sodium borohydride/catalytic ruthenium(III) in various liquid amide aqueous mixtures

An efficient method to effect selective reduction of several structurally diverse dienes and an unsymmetrical triene is reported. The reduction is facile at 0 °C in a liquid amide aqueous solution containing sodium borohydride in the presence of 15 mol % ruthenium(III) chloride. The chemoselectivity of the reaction is controlled by proper choice of the liquid amide solvent.