937-55-3

Basic information

• Product Name: Cyclohexylmethyl Acetate
• Synonyms: Cyclohexylmethyl Acetate;Acetic Acid Cyclohexylmethyl Ester
• CAS NO: 937-55-3
• Molecular Formula: C₉H₁₆O₂
• Molecular Weight: 156.22214
• Mol File: 937-55-3.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 183°C(lit.)
• Flash Point: 66.8°C
• Appearance: /
• Density: 0.952g/cm³
• Vapor Pressure: 0.385mmHg at 25°C
• Refractive Index: 1.4430-1.4470
• CAS DataBase Reference: Cyclohexylmethyl Acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexylmethyl Acetate(937-55-3)
• EPA Substance Registry System: Cyclohexylmethyl Acetate(937-55-3)

Safety Data

• Hazardous Substances Data: 937-55-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 17, p. 1749, 1987 DOI: 10.1080/00397918708077318

InChI:InChI=1/C9H16O2/c1-8(10)11-7-9-5-3-2-4-6-9/h9H,2-7H2,1H3

Upstream product

• 108-24-7 acetic anhydride 
• 100-49-2 cyclohexylmethyl alcohol 
• 75-36-5 acetyl chloride 
• 1600-27-7 mercury(II) diacetate 
• 2550-36-9 Cyclohexylmethyl bromide 
• 114968-46-6 2-(methoxyethoxy)methyl cyclohexylmethyl ether 
• 141-78-6 ethyl acetate 
• 108-05-4 vinyl acetate 
• 557-20-0 diethylzinc 
• 2043-61-0 cyclohexanecarbaldehyde 
• 931-51-1 cyclohexylmagnesiumchloride 
• 931-50-0 cyclohexylmagnesium bromide 
• 140-11-4 Benzyl acetate 
• 99182-52-2 cyclohexylmethyl vinyl ether 

Downstream Products

• 1192-37-6 methylenecyclohexane 
• 20500-51-0 (3-oxocyclohexyl)methyl acetate 
• 100-49-2 cyclohexylmethyl alcohol 
• 64-17-5 ethanol 
• 73741-58-9 O-2-phenylethyl ethanethioate 

Relevant articles and documents

Ruthenium-catalysed domino hydroformylation-hydrogenation-esterification of olefins

A novel catalytic domino reductive hydroformylation-esterification of olefins is reported. The optimal protocol makes use of an inexpensive Ru carbonyl catalyst and uses acetic acid as both solvent and reactant. In general, moderate to good yields are obtained using aliphatic or aromatic olefins including industrially relevant di-isobutene. This atom-efficient catalytic transformation provides straightforward access to various acetate esters from unfunctionalized olefins.

Esterification of Tertiary Amides by Alcohols Through C?N Bond Cleavage over CeO2

CeO2 has been found to promote ester forming alcoholysis reactions of tertiary amides. The present catalytic system is operationally simple, recyclable, and it does not require additives. The esterification process displays a wide substrate scope (>45 examples; up to 93 % isolated yield). Results of a density functional theory (DFT) study combined with in situ FT-IR observations indicate that the process proceeds through rate limiting addition of a CeO2 lattice oxygen to the carbonyl group of the adsorbed acetamide species with energy barrier of 17.0 kcal/mol. This value matches well with experimental value (17.9 kcal/mol) obtained from analysis of the Arrhenius plot. Further studies by in situ FT-IR and temperature programmed desorption using probe molecules demonstrate that both acidic and basic properties are important, and consequently, CeO2 showed the best performance for the C?N bond cleavage reaction.

Light-enhanced acid catalysis over a metal-organic framework

A Br?nsted acid-functionalized metal-organic framework (MOF), MIL-101-SO3H, was prepared for acid-engaged esterification reactions. Strikingly, for the first time, the MOF exhibits significantly light-enhanced activity and possesses excellent activity and recyclability, with even higher activity than H2SO4 under light irradiation.