6627-74-3

Basic information

• Product Name: 2,6,6-trimethylcyclohex-2-ene-1-methanol
• Synonyms: 2,6,6-trimethylcyclohex-2-ene-1-methanol;2,6,6-Trimethyl-2-cyclohexene-1-methanol;Einecs 229-598-3
• CAS NO: 6627-74-3
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.24932
• EINECS: 229-598-3
• Mol File: 6627-74-3.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 215°C (estimate)
• Flash Point: 81.7°C
• Appearance: /
• Density: 0.9382
• Vapor Pressure: 0.033mmHg at 25°C
• Refractive Index: 1.4843
• PKA: 14.87±0.10(Predicted)
• CAS DataBase Reference: 2,6,6-trimethylcyclohex-2-ene-1-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6,6-trimethylcyclohex-2-ene-1-methanol(6627-74-3)
• EPA Substance Registry System: 2,6,6-trimethylcyclohex-2-ene-1-methanol(6627-74-3)

Safety Data

• Hazardous Substances Data: 6627-74-3(Hazardous Substances Data)

Usage

Uses

Natural product; terpenol; geranol rearrangement product. Synthetic building block. It can also be used in biological study of analysis on fruit aromatic compounds of four seedless grape and their parents.

InChI:InChI=1/C10H18O/c1-8-5-4-6-10(2,3)9(8)7-11/h5,9,11H,4,6-7H2,1-3H3

Upstream product

• 106-24-1 Geraniol 
• 91008-65-0 2-Hydroxymethyl-1,3,3-trimethyl-cyclohexanol 
• 106-25-2 Nerol 
• 14459-10-0 (E)-3,7-dimethyl-2,7-octadien-1-ol 
• 28043-10-9 methyl 2,6,6-trimethyl-cyclohex-2-en-1-yl carboxylate 
• 65482-49-7 3-trimethylsilylmethyl-7-methyl-2,6-octadienoic acid 
• 81752-85-4 methyl (Z)-7-methyl-3-((trimethylsilyl)methyl)octa-2,6-dienoate 
• 564-24-9 (+/-)-α-cyclogeranic acid 
• 14505-74-9 α-cyclocitral 
• 7664-93-9 sulfuric acid 
• 64-19-7 acetic acid 
• 78-79-5 isoprene 
• 182947-96-2 2,6-dimethyl-hept-4-en-2-ol 
• 86119-84-8 phosphoric acid 

Downstream Products

• 69842-11-1 (2,6,6-trimethylcyclohex-2-en-1-yl)methyl acetate 
• 54345-61-8 α,2,6,6-tetramethyl-1-cyclohexene-1-methanol 
• 432-25-7 2,6,6-trimethylcyclohex-1-enecarbaldehyde 
• 14505-74-9 α-cyclocitral 
• 2408-37-9 2,2,6-trimethylcyclohexan-1-one 
• 54345-63-0 Acetic acid 1-(2,6,6-trimethyl-cyclohex-1-enyloxy)-ethyl ester 
• 24739-70-6 Toluene-4-sulfonic acid (R)-2,6,6-trimethyl-cyclohex-2-enylmethyl ester 
• 69297-41-2 ((S)-2,6,6-Trimethyl-cyclohex-2-enylmethylsulfanyl)-benzene 
• 815581-82-9 1-[((S)-2,6,6-trimethylcyclohex-2-enyl)methylsulfonyl]benzene 
• 56881-44-8 (-)-pallescensin-1 
• 52646-93-2 [(S)-2,6,6-trimethylcyclohex-2-enyl]methanol 
• 1256970-64-5 1-((tert-butyldimethylsilyloxy)methyl)-2,6,6-trimethyl-2-cyclohexene 
• 192724-31-5 (R)-(2,6,6-trimethylcyclohex-2-en-1-yl)methyl acetate 
• 176324-34-8 ethyl 3-(2,6,6-trimethyl-2-cyclohexenyl)-propanoate 

Relevant articles and documents

Stereochemical studies. XXXIV. A novel biogenetic type cyclization of citral to α cyclocitral via an enamine

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Synthesis of the spirochroman core of dihypoestoxide and stereochemical proposal for the natural product

The tricyclic spirochroman core of dihypoestoxide has been synthesized from geranoic acid in seven steps using a hetero-Diels-Alder cycloaddition as a key step, thus providing support for the proposed biosynthesis of the natural product. Furthermore, analysis of the 13C NMR data obtained for all four diastereoisomers of the synthetic spirochroman core has allowed us to propose a full stereochemical assignment for dihypoestoxide.

Y-zeolite-catalyzed cyclizations of terpenols

Depending on the metal doped and the activation temperature, Y-zeolites can catalyze a diversity of reactions of geraniol (1), linalool (2) and nerol (3). Compound 1 can be transformed to α- and/or γ-cyclogeraniol (4 and 5) highly efficiently.