29548-14-9

Basic information

• Product Name: alpha,4-dimethylcyclohex-3-ene-1-acetaldehyde
• Synonyms: alpha,4-dimethylcyclohex-3-ene-1-acetaldehyde;3-Cyclohexene-1-acetaldehyde, .alpha.,4-dimethyl-;PARA-MENTH-1-EN-9-AL;2-(4-Methyl-3-cyclohexenyl)propanal;p-Mentha-1-ene-9-one;α,4-Dimethyl-3-cyclohexene-1-acetaldehyde;1-p-menth-1-ene-9-al;P-MENTH-1-ENE-9-AL
• CAS NO: 29548-14-9
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.23344
• EINECS: 249-688-6
• Mol File: 29548-14-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 218.2°C at 760 mmHg
• Flash Point: 82.1°C
• Appearance: /
• Density: 0.91g/cm³
• Vapor Pressure: 0.128mmHg at 25°C
• Refractive Index: 1.462
• CAS DataBase Reference: alpha,4-dimethylcyclohex-3-ene-1-acetaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: alpha,4-dimethylcyclohex-3-ene-1-acetaldehyde(29548-14-9)
• EPA Substance Registry System: alpha,4-dimethylcyclohex-3-ene-1-acetaldehyde(29548-14-9)

Safety Data

• Hazardous Substances Data: 29548-14-9(Hazardous Substances Data)

Usage

Occurrence

Reported found in grapefruit juice, mandarin peel oil, lingonberry, black currants, parsley seed oil, yellow passion fruit, elderberry, buchu oil and maté.

Definition

ChEBI: A monoterpenoid that is propanal substituted by a 4-methylcyclohex-3-en-1-yl group at position 2.

InChI:InChI=1/C10H16O/c1-8-3-5-10(6-4-8)9(2)7-11/h3,7,9-10H,4-6H2,1-2H3

Upstream product

• 5989-54-8 (-)-(S)-limonene 
• 138-86-3 limonene. 
• 18479-68-0 menth-1-en-9-ol 
• 5989-27-5 D-limonene 

Downstream Products

• 6090-09-1 (+-)-4-acetyl-1-methylcyclohexene 
• 55511-67-6 1-(4-methyl-3-cyclohexen-1-yl)ethanol 
• 495-62-5 γ-bisabolene 
• 57074-31-4 4-methyl-α-methylene-3-cyclohexene-1-acetaldehyde 
• 77084-91-4 1-[(E)-2-(4-Methyl-cyclohex-3-enyl)-propenyl]-piperidine 

Relevant articles and documents

Synthesis method of bisabolene

The invention discloses a synthesis method of bisabolene. The bisabolene is gamma-bisabolene; the synthesis method comprises the following steps: firstly, preparing a Grignard reagent 2-methyl-2 butenylmagnesium bromide; carrying out nucleophilic addition reaction on the 2-methyl-2 butenylmagnesium bromide and 2-(4-methyl-3-ene-1-cyclohexyl)propionaldehyde; carrying out acid treatment on an addition product and hydrolyzing to obtain gamma-bisabolol; carrying out protonation on the gamma-bisabolol through alcohol under the action of an acid catalyst, so as to form a relatively good leaving group H2O and generate carbon positive ions; then carrying out hydrogen migration to form a more stable tertiary carbon positive ion; then removing one beta hydrogen atom according to a Saytzeff rule, soas to obtain a single product gamma-bisabolene. The synthesis method has simple steps; adopted solvents are conventional rules; the synthesis method is suitable for industrial production and providesan effective method for synthesis of the bisabolene.

Odor-active constituents of Cedrus atlantica wood essential oil

The main odorant constituents of Cedrus atlantica essential oil were characterized by GC-Olfactometry (GC-O), using the Aroma Extract Dilution Analysis (AEDA) methodology with 12 panelists. The two most potent odor-active constituents were vestitenone and 4-acetyl-1-methylcyclohexene. The identification of the odorants was realized by a detailed fractionation of the essential oil by liquid-liquid basic extraction, distillation and column chromatography, followed by the GC-MS and GC-O analyses of some fractions, and the synthesis of some non-commercial reference constituents.

Selective oxidation of primary alcohols with quinolinium chlorochromate

Selective oxidation of primary alcohol in the presence of a secondary alcohol with quinolinium chlorochromate (QCC) has been achieved with a mild, stable and very efficient reagent. Its mechanistic and comparative study with isoquinolinium chlorochromate (IQCC) has also been reported.