28043-10-9

Basic information

• Product Name: methyl 2,6,6-trimethylcyclohex-2-ene-1-carboxylate
• Synonyms: methyl 2,6,6-trimethylcyclohex-2-ene-1-carboxylate;2-Cyclohexene-1-carboxylic acid, 2,6,6-trimethyl-, methyl ester;Methyl-2,6,6-trimethylcyclohex-2-en-1-carboxylat
• CAS NO: 28043-10-9
• Molecular Formula: C₁₁H₁₈O₂
• Molecular Weight: 182.25942
• EINECS: 248-792-9
• Mol File: 28043-10-9.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 215°Cat760mmHg
• Flash Point: 74.6°C
• Appearance: /
• Density: 0.94g/cm³
• Vapor Pressure: 0.151mmHg at 25°C
• Refractive Index: 1.451
• Water Solubility: 229mg/L at 20℃
• CAS DataBase Reference: methyl 2,6,6-trimethylcyclohex-2-ene-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,6,6-trimethylcyclohex-2-ene-1-carboxylate(28043-10-9)
• EPA Substance Registry System: methyl 2,6,6-trimethylcyclohex-2-ene-1-carboxylate(28043-10-9)

Safety Data

• Hazardous Substances Data: 28043-10-9(Hazardous Substances Data)

Usage

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C11H18O2/c1-8-6-5-7-11(2,3)9(8)10(12)13-4/h6,9H,5,7H2,1-4H3

Upstream product

• 1189-09-9 methyl geranate 
• 55298-92-5 methyl 3-methylene-7-methyl-6-octenoate 
• 81752-87-6 methyl (+/-)-2,2-dimethyl-6-methylene-1-cyclohexanecarboxylate 
• 81752-85-4 methyl (Z)-7-methyl-3-((trimethylsilyl)methyl)octa-2,6-dienoate 
• 564-24-9 (+/-)-α-cyclogeranic acid 
• 74-88-4 methyl iodide 
• 7553-56-2 iodine 
• 71-43-2 benzene 
• 104-53-0 3-phenyl-propionaldehyde 
• 77-78-1 dimethyl sulfate 
• 4698-08-2 (E)-geranic acid 
• 141-27-5 3,7-dimethyl-2,6-octadienal 
• 459-80-3 geranic acid 
• 53067-23-5 methyl 7-methyl-3-oxooct-6-enoate 

Downstream Products

• 37709-66-3 2,6,6-trimethyl-2-cyclohexenyl methyl ketone 
• 23726-94-5 (Z)-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one 
• 24720-09-0 α-damascone 
• 31089-90-4 1-(2',6',6'-trimethyl-2'-cyclohexenyl)-3-buten-1-one 
• 31089-81-3 (E/Z)-2-methyl-1-(2,6,6-trimethyl-2-cyclohexenyl)-2-buten-1-one 
• 6627-74-3 (+/-)-α-cyclogeraniol 
• 14505-74-9 α-cyclocitral 
• 113793-70-7 Phenyl-(2,6,6-trimethyl-cyclohex-2-enyl)-methanone 
• 49815-62-5 4-(2',6',6'-trimethyl-2'-cyclohexenyl)-1,6-heptadien-4-ol 

Relevant articles and documents

TiF4-mediated biomimetic alkylation-cyclization cascade reaction of 2-trimethylsilylmethyl-1,5-dienes with aldehydes

TiF4 has proven to be the Lewis acid of choice for promoting the biomimetic addition of 2-trimethylsilylmethyl-1,5-dienes to aliphatic aldehydes with concomitant cyclization. 1,3-cis-Disubstituted methylenecyclohexanes are thus produced in good yields and high diastereoselectivity. The reaction appears to proceed via a highly concerted mechanism involving a chair-like transition state.

Electrophilic cyclization of polyene allylsylanes. Synthesis of albicanyl acetate

The allylsilanes 5 (a, R=(CH3)2CCHCH2; b, R=(CH3)2CCHCH2CH2C(CH3)CHCH2) were prepared by a nickel(II) catalyzed coupling of trimethylsilylmethylmagnesium chloride with the enol phosphate of the corresponding β-keto esters.Stannic chloride and mercuric trifluoroacetate effected a cyclization of 5.The product from 5b was converted into the marine natural product, albicanyl acetate (1).

Total synthesis and structural revision of viridicatumtoxin B

Will the real viridicatumtoxin B please stand up: The total synthesis of viridicatumtoxin B resulted in its structural revision and opens the way for analogue construction and biological evaluation of this complex tetracycline-like antibiotic. The highly convergent strategy employed allows for swift construction of the entire carbocyclic framework of the molecule. Copyright