15111-96-3

Basic information

• Product Name: DIHYDRO CUMINYL ACETATE
• Synonyms: DIHYDRO CUMINYL ACETATE;FEMA 3561;(S)-PERILLYL ACETATE;PERILLA ACETATE;(4-Isopropenyl-1-cyclohexen-1-yl)methyl acetate;1-Cyclohexene-1-methanol, 4-(1-methylethenyl)-, acetate;1-Cyclohexene-1-methanol,4-(1-methylethenyl)-,acetate;4-(1-methylethenyl)-1-cyclohexene-1-methanoacetate
• CAS NO: 15111-96-3
• Molecular Formula: C₁₂H₁₈O₂
• Molecular Weight: 194.27
• EINECS: 239-162-4
• Mol File: 15111-96-3.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 258.4°Cat760mmHg
• Flash Point: 98.9°C
• Appearance: /
• Density: 0.967g/cm³
• Vapor Pressure: 0.0138mmHg at 25°C
• Refractive Index: 1.473
• CAS DataBase Reference: DIHYDRO CUMINYL ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIHYDRO CUMINYL ACETATE(15111-96-3)
• EPA Substance Registry System: DIHYDRO CUMINYL ACETATE(15111-96-3)

Safety Data

• Hazardous Substances Data: 15111-96-3(Hazardous Substances Data)

Usage

Chemical Properties

p-Mentha-1,8-dien-7-yl-acetate has a warm herbaceous spicy odor.

Occurrence

Reported present in tangerine, orange, bitter orange and lemon peel oils, bergamot oil and grapefruit juice.

InChI:InChI=1/C12H18O2/c1-9(2)12-6-4-11(5-7-12)8-14-10(3)13/h4,12H,1,5-8H2,2-3H3

Upstream product

• 56246-58-3 β-pinene oxide 
• 108-24-7 acetic anhydride 
• 64-18-6 formic acid 
• 875-08-1 (-)-β-Pinenoxid 
• 581-55-5 benzylidene 1,1-diacetate 
• 536-59-4 (-)-perillyl alcohol 
• 18031-40-8 (S)-(-)-perillaldehyde 
• 536-59-4 perillol 
• 6931-54-0 β-pinene oxide 
• 28252-26-8 trans-2-methylene-5-isopropenyl-cyclohexyl acetate 
• 23516-38-3 β-pinene trans-epoxide 
• 64-19-7 acetic acid 
• 138-86-3 limonene. 
• 36203-31-3 [(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl acetate 

Downstream Products

• 61585-35-1 p-menth-1-ene 
• 99-82-1 Menthane 
• 1002120-13-9 [4-(propan-2-yl)cyclohexen-1-yl]methyl acetate 
• 46337-76-2 [4-(propane-2-yl)cyclohexyl]methyl acetate 
• 536-59-4 perillol 
• 1637633-33-0 C₂₁H₃₀N₂O₂ 
• 1637633-32-9 C₂₁H₃₀N₂O₂ 
• 1637633-31-8 C₁₇H₃₀N₂O 
• 1637633-30-7 C₁₆H₂₈N₂O 
• 1637633-36-3 C₁₅H₂₀N₂O 
• 1637633-35-2 C₁₅H₂₅NO 
• 1637633-34-1 C₂₁H₃₀N₂O 
• 18031-40-8 (S)-(-)-perillaldehyde 

Relevant articles and documents

Formyloxyacetoxyphenylmethane and 1,1-diacylals as versatile O-formylating and O-acylating reagents for alcohols

Formyloxyacetoxyphenylmethane, symmetric 1,1-diacylals and mixed 1-pivaloxy-1-acyloxy-1-phenylmethanes have been used as moisture stable O-formylating and O-acylating reagents for primary and secondary alcohols, allylic alcohols and phenols under solvent/catalyst free conditions to afford their corresponding esters in good yield.

Heteropoly acid catalysts for the synthesis of fragrance compounds from bio-renewables: Acetylation of nopol and terpenic alcohols

The cesium salt of tungstophosphoric heteropoly acid, Cs2.5H0.5PW12O40, is an active and environmentally friendly heterogeneous catalyst for the liquid-phase acetylation of nopol and several biomass-derived terpenic alcohols (i.e., α-terpineol, nerol, geraniol, linalool, menthol, isoborneol, perillyl alcohol, carveol, isopulegol, carvacrol and nerolidol) with acetic anhydride. The resulting flavor and fragrance acetic esters, which are widely used in perfumery, household and food products, are obtained in good to excellent yields. The reactions occur at room temperature with low catalyst loadings without substantial catalyst leaching and can be performed with stoichiometric amounts of an acetylating agent in solvent free systems.

Synthesis and antiproliferative effects of amino-modified perillyl alcohol derivatives

Two series of amino-modified derivatives of (S)-perillyl alcohol were designed and synthesized using (S)-perillaldehyde as the starting material. These derivatives showed increased antiproliferative activity in human lung cancer A549 cells, human melanoma A375-S2 cells and human fibrosarcoma HT-1080 cells comparing with that of (S)-perillyl alcohol. Among these derivatives, compounds VI5 and VI7 were the most potent agents, with the IC50s below 100 μM. It was demonstrated that the antiproliferative effect of VI5 was mediated through the induction of apoptosis in A549 cells.