18238-29-4

Basic information

• Product Name: Cyclohexene, 1-ethenyl-6,6-dimethyl-
• CAS NO: 18238-29-4
• Molecular Formula: C10H16
• Molecular Weight: 136.237
• Mol File: 18238-29-4.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Cyclohexene, 1-ethenyl-6,6-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexene, 1-ethenyl-6,6-dimethyl-(18238-29-4)
• EPA Substance Registry System: Cyclohexene, 1-ethenyl-6,6-dimethyl-(18238-29-4)

Safety Data

• Hazardous Substances Data: 18238-29-4(Hazardous Substances Data)

Usage

General Description

Cyclohexene, 1-ethenyl-6,6-dimethyl- is a chemical compound with the molecular formula C10H16. It is a clear, colorless liquid with a sweet, floral odor, often used as a flavoring agent in food products and in the production of fragrances. Cyclohexene, 1-ethenyl-6,6-dimethyl- is commonly used in the manufacturing of perfumes, soaps, and cosmetics due to its pleasant scent. It is also utilized as a solvent in various industrial processes and as a precursor in the synthesis of other organic compounds. However, it is important to handle this chemical with caution as it can be irritating to the skin, eyes, and respiratory system if not properly handled.

Upstream product

• 18238-28-3 1-ethenyl-2,2-dimethyl-cyclohexanol 
• 56475-48-0 6-iodo-2,2-dimethylhexanenitrile 
• 119840-73-2 methyl 6,6-dimethyl-1-cyclohexanecarboxylate 
• 71135-95-0 methyl 2,2-dimethyl-6-oxocyclohexanecarboxylate 
• 53067-23-5 methyl 7-methyl-3-oxooct-6-enoate 
• 115463-65-5 6,6-dimethyl-1-cyclohexenecarboxaldehyde 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 99978-28-6 methyl 6-hydroxy-2,2-dimethylcyclohexanecarboxylate 
• 110-93-0 6-Methyl-hept-5-en-2-on 
• 1193-47-1 2,2-dimethyl-cyclohexanone 
• 583-60-8 2-Methylcyclohexanone 

Downstream Products

• 1370028-09-3 C₅₁H₇₀O₅ 
• 1370028-03-7 C₄₉H₆₂O₄ 
• 1370028-08-2 C₄₉H₆₂O₄ 
• 1271725-42-8 (4aR,5R,6E,9E)-5-(2,5-dimethoxyphenyl)-1,1-dimethyl-2,3,4,4a,5,8-hexahydro-1H-benzo[7]annulen-6-yl pivalate 
• 119400-86-1 salviolone 
• 25045-21-0 3-Methoxy-8,8-dimethyl-4a,4b,5,6,7,8,10,10a-octahydro-phenanthrene-1,4-dione 
• 93126-30-8 3-Eth-(E)-ylidene-4,4-dimethyl-cyclohexene 
• 568-72-9 tanshinone-IIA 
• 118950-00-8 3,8,8-Trimethyl-8,9,10,11-tetrahydro-phenanthro[4,3-b]furan-4,5-dione 

Relevant articles and documents

Platinum-catalyzed α,β-unsaturated carbene formation in the formal syntheses of frondosin B and liphagal

Formal syntheses of tetracyclic terpenoids frondosin B and liphagal are described. Both synthetic routes rely on the use of platinum-catalyzed α,β-unsaturated carbene formation for the key C-C bond forming transformations. The successful route toward frondosin B utilizes a formal (4 + 3) cycloaddition, while the liphagal synthesis features the vinylogous addition of an enol nucleophile as a key step. Both synthetic routes are discussed, revealing insights into structural requirements in the catalytic a,β-unsaturated carbene reaction manifold.

Total synthesis of (+/-)-frondosin B and (+/-)-5-epi-liphagal by using a concise (4+3) cycloaddition approach

A recently developed (4+3) cycloaddition between dienes and furfuryl alcohols, as precursors of oxyallyl-type cations, has been used as a key step in the racemic syntheses of two natural products: frondosin B and liphagal. This work demonstrates the synthetic potential of this cycloaddition reaction, and offers a short synthetic route to an interesting family of natural products. A full account of these synthetic studies is presented, further illustrating the mechanism, scope, and limitations of this straightforward synthetic method for seven-membered rings. Cycloheptanes: Furfuryl alcohols serve as effective three-carbon dienophiles for a wide range of dienes in stereoselective cycloaddition reactions. This efficient reaction has been used to prepare two cycloheptanoid natural products, offering a conceptually straightforward and short synthetic entry into a biologically interesting class of polycyclic meroterpenoids (see scheme; TFA = trifluoroacetic acid). Copyright

Synthesis of (±)-nosyberkol (isotuberculosinol, revised structure of edaxadiene) and (±)-tuberculosinol

Me2AlCl-catalyzed Diels-Alder reaction of N-tigloyloxazolidinone with 6,6-dimethyl-1-vinylcyclohexene selectively provided the exo adduct, which was converted to nosyberkol (isotuberculosinol) and tuberculosinol. The spectral data for nosyberko