499-94-5

Basic information

• Product Name: Cyclohexene, 1-methyl-4-(1-methylethyl)-, (4S)-
• Synonyms: (+)-p-menth-1-ene;(4S)-(-)-p-menthene;(S)-carvomenthene;(S)-(-)-dihydrolimonene;(S)-(-)-carvomenthene;dihydro-(-)-limonene
• CAS NO: 499-94-5
• Molecular Formula: C10H18
• Molecular Weight: 138.253
• Mol File: 499-94-5.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 168-172 °C
• Density: 0.813±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Cyclohexene, 1-methyl-4-(1-methylethyl)-, (4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexene, 1-methyl-4-(1-methylethyl)-, (4S)-(499-94-5)
• EPA Substance Registry System: Cyclohexene, 1-methyl-4-(1-methylethyl)-, (4S)-(499-94-5)

Safety Data

• Hazardous Substances Data: 499-94-5(Hazardous Substances Data)

Upstream product

• 5989-54-8 (-)-(S)-limonene 
• 1124-24-9 1-methylene-4-isopropylcyclohexane 
• 5432-85-9 4-isopropyl-cyclohexanone 
• 151-50-8 potassium cyanide 
• 5055-99-2 (+)-(1S,2S,5S)-carvomenthyl tosylate 
• 5989-27-5 D-limonene 

Downstream Products

• 99-82-1 Menthane 
• 99-87-6 4-methylisopropylbenzene 
• 1678-82-6 trans-1,4-menthane 
• 6069-98-3 cis-1-isopropyl-4-methyl-cyclohexane 
• 5034-17-3 cis-(-)-carvomethene epoxide 
• 579473-53-3 trans-(-)-carvomethene epoxide 
• 90582-69-7 N-[trans-5-isopropyl-2-methylcyclohex-2-enyl]amine 
• 1217498-98-0 (S)-4-Isopropyl-1-methyl-cyclohexane-1,2-diol 
• 159846-98-7 (E)-(S)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-methyl-hept-3-en-2-one 

Relevant articles and documents

Method for synthesizing bark beetle pheromone

The bark beetle pheromone is (1S, 4R) -4 - isopropyl -1 - methyl -2 -cyclohexene -1 - alcohol, and the synthetic method comprises the following steps: forming a clathrate compound with (S)- (-) - limonene and carrying out catalytic hydrogenation reaction

Scalable Total Synthesis of (-)-Vinigrol

Vinigrol is a structurally and stereochemically complex natural product that displays various potent pharmacological activities, including the capability to modulate TNF-α. A new and efficient synthetic route toward this natural product has been developed to complete the asymmetric synthesis of (-)-vinigrol and provide over 600 mg of material, manifesting the power of macrocyclic stereocontrol and transannular Diels-Alder reaction.

Microwave assisted bi-functional activation of β-bromo-tert-alcohols

Microwave-assisted dehydration-oxidation of β-bromo-tert-alcohols to afford 2,3-unsaturated ketones in good yield is reported. The reaction of substrates with DMSO in 1:1 ratio (w/v) is promoted by ZnS in a solvent-free condition. A concurrent bi-functional activation of trans-vicinal bromo- and hydroxyl groups with ZnS is elucidated. This is a new observation under microwave and applies to β-bromo-tert-alcohols derived from 1,4-disubstitued-1-cyclohexenes. It is very useful in the synthesis of 2,3-unsaturated ketones derived from monoterpenes which are valuable flavour compounds. [Figure not available: see fulltext.]