74975-65-8

Basic information

• Product Name: 1-adamantyl 2,2,2-trifluoroethyl ether
• Synonyms: 1-adamantyl 2,2,2-trifluoroethyl ether
• CAS NO: 74975-65-8
• Molecular Weight: 234.262
• Mol File: 74975-65-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-adamantyl 2,2,2-trifluoroethyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: 1-adamantyl 2,2,2-trifluoroethyl ether(74975-65-8)
• EPA Substance Registry System: 1-adamantyl 2,2,2-trifluoroethyl ether(74975-65-8)

Safety Data

• Hazardous Substances Data: 74975-65-8(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 75-89-8 2,2,2-trifluoroethanol 
• 768-92-3 1-adamantyl fluoride 
• 5854-52-4 1-adamantyl chloroformate 
• 197569-70-3 N-1-adamantyl-N-p-tolylcarbamoyl chloride 
• 62087-82-5 1-adamantylfluoroformate 
• 768-90-1 1-Adamantyl bromide 

Downstream Products

• 768-95-6 1-adamanthanol 

Relevant articles and documents

Solvolysis-decomposition of N-1-adamantyl-N-p-tolylcarbamoyl chloride in hydroxylic solvents

In hydroxylic solvents, N-1-adamantyl-N-p-tolylcarbamoyl chloride undergoes a facile rate-determing ionization with very little assistance from nucleophilic solvation (very low sensitivity to changes in solvent nucleophilicity). In the relatively nucleophilic aqueous ethanol or aqueous acetone, the cation formed reacts directly with the solvent. In fluoroalcohols, the low nucleophilicity of the solvent allows an effective competition from a pathway involving disproportionation to the 1-adamantyl cation and p-tolyl isocyanate, followed by reaction of the new cation either with solvent or with the chloride ion formed in the initial ionization. Grunwald-Winstein plots against Ycl values show for different binary solvent systems a marked dispersion, which can be considerably reduced by incorporation into the analyses of a term governed by the aromatic ring parameter. (I).

Solvolysis-Decomposition of 1-Adamantyl Chloroformate: Evidence for Ion Pair Return in 1-Adamantyl Chloride Solvolysis

In hydroxylic solvents, 1-adamantyl chloroformate reacts with loss of carbon dioxide and formation of both solvolysis and decomposition products.The rates of both processes are appreciably sensitive to solvent ionizing power, with the solvolysis slightly more so.The influence of anionic additives is discussed.For mixtures of hydroxylic solvents, the selectivities for the formation of solvolysis products are very similar to those observed in conventional solvolyses of 1-adamantyl derivatives.It is suggested that 1-Ad+Cl- ion pair intermediates are formed, and the observation of collapse requires that an identical collapse, corresponding to internal return, also occurs in 1-adamantyl chloride solvolysis.A comparison with solvolyses of other 1-AdOCOX compounds suggests that the initial ionization is not to 1-Ad+(OCOCl)- and that the 1-Ad+Cl- ion pair is formed either in a concerted process or via a very unstable (1-AdOCO)+Cl- ion pair.