63703-34-4

Basic information

• Product Name: 2 2-DIMETHOXYCYCLOHEXANOL 97
• Synonyms: 2 2-DIMETHOXYCYCLOHEXANOL 97;2,2-dimethoxycyclohexanol;2 2-DIMETHOXYCYCLOHEXANOL 97%;Adipoin dimethyl acetal;2,2-Dimethoxycyclohexane-1-ol;2-Hydroxycyclohexanone dimethyl acetal;Cyclohexanol, 2,2-diMethoxy-
• CAS NO: 63703-34-4
• Molecular Formula: C₈H₁₆O₃
• Molecular Weight: 160.21084
• Mol File: 63703-34-4.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 88-90 °C9 mm Hg(lit.)
• Flash Point: 105 °F
• Appearance: /
• Density: 1.072 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0313mmHg at 25°C
• Refractive Index: n20/D 1.462(lit.)
• CAS DataBase Reference: 2 2-DIMETHOXYCYCLOHEXANOL 97(CAS DataBase Reference)
• NIST Chemistry Reference: 2 2-DIMETHOXYCYCLOHEXANOL 97(63703-34-4)
• EPA Substance Registry System: 2 2-DIMETHOXYCYCLOHEXANOL 97(63703-34-4)

Safety Data

• Statements: 10
• Safety Statements: 16
• RIDADR: UN 1987 3/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 63703-34-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 51, p. 130, 1986 DOI: 10.1021/jo00352a002Tetrahedron Letters, 25, p. 4725, 1984 DOI: 10.1016/S0040-4039(01)81503-3

InChI:InChI=1/C8H16O3/c1-10-8(11-2)6-4-3-5-7(8)9/h7,9H,3-6H2,1-2H3

Upstream product

• 124-41-4 sodium methylate 
• 822-87-7 2-Chlorocyclohexanone 
• 67-56-1 methanol 
• 933-40-4 cycloxexanone dimethyl ketal 
• 108-94-1 cyclohexanone 
• 931-57-7 1-methoxy-cyclohex-1-ene 
• 7494-85-1 Acetic acid 2,2-dimethoxy-cyclohexyl ester 
• 533-60-8 cyclohexanone-2-ol 

Downstream Products

• 38461-13-1 2,2-dimethoxycyclohexanone 
• 25176-55-0 methyl 6,6-dimethoxyhexanoate 
• 124513-15-1 2,2-dimethoxycyclohexyl (trimethylsilyl)acetate 
• 67820-35-3 2-methoxycyclohexanone dimethyl acetal 
• 533-60-8 cyclohexanone-2-ol 
• 124-04-9 Adipic acid 
• 627-93-0 hexanedioic acid dimethyl ester 
• 17472-04-7 2-acetoxycyclohexanone 
• 6296-84-0 (1R,2R)-1-methylcyclohexane-1,2-diol 
• 105928-96-9 (1R,2S)-1-methyl-1,2-cyclohexanediol 
• 4829-02-1 (S)-(+)-2-hydroxy-2-phenylcyclohexanone 
• 96304-40-4 (R)-(+)-2-hydroxy-2-methylcyclohexanone 
• 118907-66-7 2-Phenyl-butyric acid (1S,2R)-2-hydroxy-2-methyl-cyclohexyl ester 
• 118907-66-7 2-Phenyl-butyric acid (1R,2R)-2-hydroxy-2-methyl-cyclohexyl ester 

Relevant articles and documents

Morpholinosulfur trifluoride (morph-DAST)-mediated rearrangement in the fluorination of cyclic α,α-dialkoxy ketones toward 1,2-dialkoxy-1,2-difluorinated compounds

The deoxofluorination of cyclic α,α-dialkoxy ketones with morpholinosulfur trifluoride (Morph-DAST) resulted in 1,2-dialkoxy-1,2- difluorinated carbo- and heterocyclic compounds. The reaction proceeds via a 1,2-alkoxy migration leading to mixtures of cis-

α-Hydroxylation of carbonyls using iodine

The α-hydroxylation of ketones and aldehydes to α-hydroxyketals mediated by iodine under basic conditions in MeOH is described. Enolates generated under the reaction conditions are iodinated and the resulting α-iodocarbonyl is transformed into the hydroxyketal. The use of iodine for this chemistry represents an economical and practical alternative to existing methods for this transformation.

Indirect electrochemical oxidation of cyclic ketones: Influence of ring size, mediator and supporting electrolyte on the result of the reaction

The result of the indirect electrochemical oxidation of cyclic ketones in methanol in an undivided cell in the presence of sodium halides depends on the ring size of ketone and the type of mediator. Selectivity of the reaction in some cases and current efficiency are increased by addition of supporting electrolyte - sodium hydroxide. Formation of cyclic 2,2-dimethoxycycloalkanols and the electrochemically induced Favorskii rearrangement with the formation of methyl cycloalkencarboxylates containing in the ring one carbon atom less than starting ketone are the main ways of the indirect electrochemical oxidation of cyclic ketones.