13155-57-2

Basic information

• Product Name: 2,2,6-trimethylcyclohexanecarbaldehyde
• Synonyms: 2,2,6-trimethylcyclohexanecarbaldehyde;2,6,6-Trimethylcyclohexanecarbaldehyde
• CAS NO: 13155-57-2
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.24932
• EINECS: 236-094-7
• Mol File: 13155-57-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 195.6°Cat760mmHg
• Flash Point: 63.8°C
• Appearance: /
• Density: 0.899g/cm³
• Vapor Pressure: 0.416mmHg at 25°C
• Refractive Index: 1.475
• CAS DataBase Reference: 2,2,6-trimethylcyclohexanecarbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,6-trimethylcyclohexanecarbaldehyde(13155-57-2)
• EPA Substance Registry System: 2,2,6-trimethylcyclohexanecarbaldehyde(13155-57-2)

Safety Data

• Hazardous Substances Data: 13155-57-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 21, p. 3535, 1980 DOI: 10.1016/0040-4039(80)80227-9

InChI:InChI=1/C10H18O/c1-8-5-4-6-10(2,3)9(8)7-11/h7-9H,4-6H2,1-3H3

Upstream product

• 432-25-7 2,6,6-trimethylcyclohex-1-enecarbaldehyde 
• 7647-01-0 hydrogenchloride 
• 34026-01-2 (2,2,6-trimethylcyclohexyl)methanol 
• 52567-47-2 (+/-)-2.2.6t-trimethyl-cyclohexane-carboxylic acid-(1r)-methyl ester 
• 1189-35-1 3,7-dimethylocta-1,6-diene-3-yl acetate 
• 78842-55-4 2-[1,3]dioxolan-2-yl-1,3,3-trimethyl-cyclohexene 
• 34026-01-2 (+/-)-trans-2,2,6-trimethyl-1-hydroxymethyl-cyclohexane 
• 693778-98-2 C-(2,2,6-trimethyl-cyclohexyl)-methylamine 
• 57576-59-7 3,7-dimethyl-octa-1,6-dien-1-yl acetate 
• 106-23-0 3,7-dimethyl-oct-6-enal 
• 2408-37-9 2,2,6-trimethylcyclohexan-1-one 
• 76713-54-7 2-[1-Methoxy-meth-(E)-ylidene]-1,1,3-trimethyl-cyclohexane 
• 13149-24-1 1-Aethoxymethyl-2,2,6-trimethyl-cyclohexanol-⁽¹⁾ 

Downstream Products

• 233592-85-3 1-(2',2',6'-trimethylcyclohexan-1'-yl)octan-1-en-3-one 
• 34026-01-2 (2,2,6-trimethylcyclohexyl)methanol 
• 19907-28-9 3,7-dimethyl-9-(2,2,6-trimethylcyclohexyl)nona-2,4,6,8-tetraenal 
• 62924-16-7 all-trans-5-(2,2,6-Trimethyl-cyclohexyl)-3-methyl-pentadien-(2,4)-al 
• 1252014-95-1 4,5-dimethyl-2-(2,2,6-trimethyl-1-cyclohexyl)-1,3-dioxolane 
• 4351-02-4 2,2,6-trimethyl-cyclohexanecarboxylic acid 
• 19907-29-0 all-trans-5-<2,6,6-Trimethyl-cyclohexenyl>-3-methyl-pentadien-(2,4)-saeure 
• 98633-46-6 dihydro-α-ionone 
• 432-25-7 2,6,6-trimethylcyclohex-1-enecarbaldehyde 

Relevant articles and documents

Aldehyde Enol Esters as Novel Chain Terminators in Cationic Olefin Cyclizations

Citronellal (1) has been transformed into enol acetates 2 which have been cyclized with various Lewis and Broensted acids to dihydrocyclocitral (4).Application of this methodology to the synthesis of mono- and bicyclic ring systems has been examined.

Expansion of first-in-class drug candidates that sequester toxic all-trans-retinal and prevent light-induced retinal degeneration

All-trans-retinal, a retinoid metabolite naturally produced upon photoreceptor light activation, is cytotoxic when present at elevated levels in the retina. To lower its toxicity, two experimentally validated methods have been developed involving inhibition of the retinoid cycle and sequestration of excess of all-trans-retinal by drugs containing a primary amine group. We identified the first-in-class drug candidates that transiently sequester this metabolite or slow down its production by inhibiting regeneration of the visual chromophore, 11-cis-retinal. Two enzymes are critical for retinoid recycling in the eye. Lecithin:retinol acyltransferase (LRAT) is the enzyme that traps vitamin A (all-trans-retinol) from the circulation and photoreceptor cells to produce the esterified substrate for retinoid isomerase (RPE65), which converts all-trans-retinyl ester into 11-cis-retinol. Here we investigated retinylamine and its derivatives to assess their inhibitor/substrate specificities for RPE65 and LRAT, mechanisms of action, potency, retention in the eye, and protection against acute light-induced retinal degeneration in mice. We correlated levels of visual cycle inhibition with retinal protective effects and outlined chemical boundaries for LRAT substrates and RPE65 inhibitors to obtain critical insights into therapeutic properties needed for retinal preservation.

Ethyl (1R,6S)-2,2,6-trimethylcyclohexanecarboxylate, aroma chemical composition containing the same and process of producing the same

Ethyl (1R,6S)-2,2,6-trimethylcyclohexanecarboxylate represented by formula (1) STR1 is disclosed. Also, an aroma chemical composition containing the same and a process of the production of the same are disclosed.