28233-65-0

Basic information

• Product Name: 1-methyl-4-(prop-1-en-2-yl)cyclohexa-1,4-diene
• Synonyms: 1,4-cyclohexadiene, 1-methyl-4-(1-methylethenyl)-; Mentha-1,4,8-triene
• CAS NO: 28233-65-0
• Molecular Formula: C₁₀H₁₄
• Molecular Weight: 134.2182
• Mol File: 28233-65-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 193.1°C at 760 mmHg
• Flash Point: 52.9°C
• Density: 0.868g/cm³
• Vapor Pressure: 0.66mmHg at 25°C
• Refractive Index: 1.493
• CAS DataBase Reference: 1-methyl-4-(prop-1-en-2-yl)cyclohexa-1,4-diene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-4-(prop-1-en-2-yl)cyclohexa-1,4-diene(28233-65-0)
• EPA Substance Registry System: 1-methyl-4-(prop-1-en-2-yl)cyclohexa-1,4-diene(28233-65-0)

Safety Data

• Hazardous Substances Data: 28233-65-0(Hazardous Substances Data)

Upstream product

• 5259-65-4 4-methyl-3-cyclohexen-1-one 
• 78-79-5 isoprene 
• 4584-23-0 2,2,6-trimethyl-1-oxa-spira[2.5]oct-ene 
• 81893-41-6 acetic acid p-mentha-1,8-dien-4-yl ester 
• 3419-02-1 4-methyl-1-isopropenylcyclohex-3-en-1-ol 
• 55511-68-7 methyl 4-methylcyclohexa-1,4-dien-1-yl ketone 
• 78-80-8 2-methylbut-1-en-3-yne 

Relevant articles and documents

Synthesis of polycyclic polyfunctionalized carbocycles by a cobalt(I)-initiated tandem Diels - Alder reaction sequence

The cobalt(I)-catalyzed neutral Diels - Alder reaction of acyclic 1,3-dienes with conjugated enynes can be used to generate secondary dihydroaromatic 1,4,8-trienes containing a 1,3-diene substructure, in good yields under mild reaction conditions. These 1,3-dienes can be converted, with reactive dienophiles in a tandem normal Diels - Alder reaction, into polycyclic compounds. In a similar tandem Diels -Alder sequence, the cobalt-catalyzed neutral homo Diels - Alder reaction of 2,5-norbornadiene can be used to generate polycyclic cycloaddition adducts. A sequential triple Diels - Alder reaction sequence can be realized when norbornadiene is reacted with the excess of the conjugated enynes under cobalt(I) catalysis. In a homo Diels - Alder, neutral Diels - Alder, normal Diels - Alder reaction sequence, the intermediately formed adducts are reacted with activated dienophiles to yield polycyclic compounds in a short sequence. The structures of several products were established by X-ray analysis. This showed that predominantly endo-products are formed in the tandem reaction sequences, while the exo-product becomes predominant in the triple Diels - Alder reaction sequence.

Acid-catalysed Rearrangement of Terpinolene Oxide

The title reaction has been examined in detail and the effects of solvent and the acid catalyst on the nature of the products elucidated.Novel 1,3-dioxolanes, with potential use as aroma chemicals, have been prepared from terpinolene oxide (2) by an efficient method.