1489-56-1

Basic information

• Product Name: 1-METHYL-1,3-CYCLOHEXADIENE
• Synonyms: 2,3-dihydrotoluene;1,3-Cyclohexadiene, 1-methyl-;1-METHYL-1,3-CYCLOHEXADIENE
• CAS NO: 1489-56-1
• Molecular Formula: C₇H₁₀
• Molecular Weight: 94.15
• EINECS: 216-071-8
• Mol File: 1489-56-1.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 98.05°C
• Flash Point: 4°C
• Appearance: /
• Density: 0.8000 (estimate)
• Vapor Pressure: 22.3mmHg at 25°C
• Refractive Index: 1.4453 (estimate)
• CAS DataBase Reference: 1-METHYL-1,3-CYCLOHEXADIENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHYL-1,3-CYCLOHEXADIENE(1489-56-1)
• EPA Substance Registry System: 1-METHYL-1,3-CYCLOHEXADIENE(1489-56-1)

Safety Data

• Hazardous Substances Data: 1489-56-1(Hazardous Substances Data)

Usage

Description

By dehalogenation of 1,2-dibromo-l-methyl cyclohexane with sodium ethoxide; purified by distillation over metallic sodium.

Synthesis Reference(s)

Tetrahedron, 25, p. 4933, 1969 DOI: 10.1016/S0040-4020(01)83242-7

InChI:InChI=1/C7H10/c1-7-5-3-2-4-6-7/h2-3,5H,4,6H2,1H3

Upstream product

• 23758-27-2 1-methylcyclohex-2-en-1-ol 
• 493-09-4 benzo-1,4-dioxane 
• 187737-37-7 propene 
• 31061-99-1 2,3-dibromo-1-methylcyclohexane 
• 60711-12-8 3,4-dibromo-1-methylcyclohexane 
• 19656-98-5 5-methyl-1,3-cyclohexadiene 
• 1489-57-2 2-methylcyclohexa-1,3-diene 
• 131179-51-6 2-methylcyclohex-2-enyl phenyl sulphone 
• 7758-99-8 copper(II) sulfate 
• 108296-73-7 C₇H₁₂Pt(Cl)4 
• 930-68-7 cyclohexenone 
• 40648-22-4 (±)-3-bromo-1-methylcyclohex-1-ene 
• 63028-11-5 cyclohexa-1,3-dien-1-yl trifluoromethanesulfonate 
• 676-58-4 methylmagnesium chloride 

Downstream Products

• 23156-00-5 1-Methyl-3-vinyl-cyclohexen 
• 18368-95-1 p-mentha-1,3,8-triene 
• 19656-98-5 5-methyl-1,3-cyclohexadiene 
• 1489-57-2 2-methylcyclohexa-1,3-diene 
• 108-88-3 toluene 
• 181767-90-8 methyl 4-(1-methyl-2-oxa-3-azabicyclo<2,2,2>oct-5-en-3-yl)benzoate 
• 181767-92-0 methyl 4-(4-methyl-2-oxa-3-azabicyclo<2,2,2>oct-5-en-3-yl)benzoate 
• 34069-21-1 (1S,2R)-4-methylcyclohex-3-ene-1,2-diol 
• 62934-94-5 1-Methyl-bicyclo<2.2.2>octan-2-carbonsaeure-ethylester 

Relevant articles and documents

1,3-Dienylboronates in Diels-Alder reaction: Part III

New examples of Diels-Alder reactions involving 1,3-disubstituted 1,3-dienylboronates are reported. Various dienophiles were tested. With methyl acrylate as the dienophile, lower reaction temperature, shorter reaction time and better stereocontrol have been reached with the use of a steochiometric amount of Lewis acid EtAlCl2.

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Chiral Supramolecular U-Shaped Catalysts Induce the Multiselective Diels-Alder Reaction of Propargyl Aldehyde

The Diels-Alder reaction, which is a traditional [4 + 2] cycloaddition with two carbon-carbon bond formations, is one of the most powerful tools to synthesize versatile and unique six-membered rings. We show that chiral supramolecular U-shaped boron Lewis acid catalysts promote the unprecedented multiselective Diels-Alder reaction of propargyl aldehyde with cyclic dienes. Independent from the substrate control, enantio-, endo/exo-, π-facial-, regio-, site-, and substrate-selectivities could be controlled by the present U-shaped catalysts. The obtained reaction products could access the concise synthesis of chiral diene ligands and a key intermediate of (+)-sarkomycin. The results presented here might partially contribute to the development of artificial enzyme-like supramolecular catalysts for multiselective reactions, which will be able to target organic compounds that have thus far eluded synthesis.

Synthesis and study of zeolites modified with cation metals as catalysts for the reaction of oxidative dehydrogenation of naphthenic hydrocarbons

A study of the catalytic activity of modified zeolites in the reaction of selective oxidative dehydrogenation of cyclohexane and methyl cyclohexane demonstrated that catalysts prepared based on natural clinoptilolite modified with Cu2+, Zn2+, Co2+, and Cr3+ cations showed the highest activity in the reactions considered. Specifcally, the natural zeolite, clinoptilolite, containing 0.5 wt % Co2+ and 0.25 wt % Cr3+ is an active catalyst for the reaction of oxidative dehydrogenation of methyl cyclohexane into cyclohexadiene-1,3. With the experimental data and the binding energies of the catalyst components with atomic oxygen considered, the active centers in the components of the catalyst for the reaction of oxidative dehydrogenation of cyclohexane, responsible for the formation of cyclohexadiene-1,3-cyclohexene, and benzene can be divided into groups. Principles to be used when selecting high-efficiency catalytic systems for the reaction of oxidative dehydrogenation of alicyclic hydrocarbons to the corresponding dienes are formulated.