7560-64-7

Basic information

• Product Name: 4-methylcyclohex-3-enecarbaldehyde
• Synonyms: 4-methylcyclohex-3-enecarbaldehyde;4-Methyl-3-cyclohexene-1-carbaldehyde
• CAS NO: 7560-64-7
• Molecular Formula: C₈H₁₂O
• Molecular Weight: 124.18028
• EINECS: 231-452-9
• Mol File: 7560-64-7.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 176.1°C at 760 mmHg
• Flash Point: 55.3°C
• Appearance: /
• Density: 0.998g/cm³
• Vapor Pressure: 1.11mmHg at 25°C
• Refractive Index: 1.533
• CAS DataBase Reference: 4-methylcyclohex-3-enecarbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methylcyclohex-3-enecarbaldehyde(7560-64-7)
• EPA Substance Registry System: 4-methylcyclohex-3-enecarbaldehyde(7560-64-7)

Safety Data

• Hazardous Substances Data: 7560-64-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H12O/c1-7-2-4-8(6-9)5-3-7/h2,6,8H,3-5H2,1H3

Upstream product

• 107-02-8 acrolein 
• 78-79-5 isoprene 
• 50552-15-3 1-Methyl-4-nitrosooxymethyl-cyclohexene 
• 39155-38-9 (4-methylcyclohex-3-en-1-yl)methanol 
• 4342-60-3 4-methylcyclohex-3-enecarboxylic acid 
• 20292-15-3 4-methyl-cyclohex-3-enecarboxylic acid ethyl ester 

Downstream Products

• 33242-79-4 4-methylcyclohexanecarbaldehyde 
• 72189-17-4 E-(4-methyl-3-cyclohexenyl)-3-buten-2-one 
• 2316-76-9 4-hydroxy-4-(4-methyl-cyclohex-3-enyl)-butan-2-one 
• 39155-38-9 (4-methylcyclohex-3-en-1-yl)methanol 
• 7560-66-9 4-Dimethoxymethyl-1-methylcyclohexen 
• 66334-24-5 4-(Methoxymethylene)1-methyl-1-cyclohexene 
• 17699-86-4 1-methyl-4-vinyl-1-cyclohexene 
• 7560-68-1 Ethinyl-<4-methyl-cyclohexen-(3)-yl>-carbinol 
• 117015-83-5 2-Brom-1-methoxy-5-dimethoxymethyl-1-methyl-cyclohexan 
• 117015-82-4 2-Brom-1-methoxy-4-dimethoxymethyl-1-methyl-cyclohexan 
• 117015-88-0 (3R,4R)-4-Bromo-3-methoxy-3-methyl-cyclohexanecarboxylic acid methyl ester 
• 115664-07-8 3-Brom-4-methoxy-4-methyl-cyclohexan-1-carbonsaeuremethylester 
• 75091-81-5 E-3-(4-methyl-3-cyclohexenyl)acrylic acid 
• 89084-33-3 2-diphenylphosphinoyl-1-(4-methylcyclohex-3-enyl)-5-methylhex-4-en-1-ol 

Relevant articles and documents

Iodine-Catalyzed Diels-Alder Reactions

The Diels-Alder cycloaddition is the most popular pericyclic reaction with numerous applications in synthesis and catalysis. We now demonstrate that we can perform this reaction under mild and metal-free conditions relying on molecular iodine as the catalyst. Cycloadditions with cyclohexadiene, cyclopentadiene, or isoprene with various dienophiles can be performed typically within minutes in moderate to good yields and high endo selectivity. The mechanistic studies including kinetic and DFT investigations clearly indicate a halogen-bond activation and rule out other modes of activation. Furthermore, iodine performs equally well as typical metallic Lewis acids like AlCl3, SnCl4, or TiCl4.

Selective Production of Renewable para-Xylene by Tungsten Carbide Catalyzed Atom-Economic Cascade Reactions

Tungsten carbide was employed as the catalyst in an atom-economic and renewable synthesis of para-xylene with excellent selectivity and yield from 4-methyl-3-cyclohexene-1-carbonylaldehyde (4-MCHCA). This intermediate is the product of the Diels–Alder reaction between the two readily available bio-based building blocks acrolein and isoprene. Our results suggest that 4-MCHCA undergoes a novel dehydroaromatization–hydrodeoxygenation cascade process by intramolecular hydrogen transfer that does not involve an external hydrogen source, and that the hydrodeoxygenation occurs through the direct dissociation of the C=O bond on the W2C surface. Notably, this process is readily applicable to the synthesis of various (multi)methylated arenes from bio-based building blocks, thus potentially providing a petroleum-independent solution to valuable aromatic compounds.

Diels-alder reaction in air-and moisture-stable zinc-containing ionic liquids

Diels-Alder reactions in a number of air- and moisture-stable dialkylimidazolium halide-ZnCl2 ionic liquids are reported. High yields and high endo selectivities have been observed. The ionic liquids could then be recyclable without loss of reactivity.