38614-05-0

Basic information

• Product Name: 1-phenoxytricyclo[3.3.1.1~3,7~]decane
• CAS NO: 38614-05-0
• Molecular Formula: C₁₆H₂₀O
• Molecular Weight: 228.3294
• Mol File: 38614-05-0.mol

Chemical Properties

• Boiling Point: 326.5°C at 760 mmHg
• Flash Point: 128.6°C
• Density: 1.12g/cm³
• Vapor Pressure: 0.00041mmHg at 25°C
• Refractive Index: 1.586
• CAS DataBase Reference: 1-phenoxytricyclo[3.3.1.1~3,7~]decane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenoxytricyclo[3.3.1.1~3,7~]decane(38614-05-0)
• EPA Substance Registry System: 1-phenoxytricyclo[3.3.1.1~3,7~]decane(38614-05-0)

Safety Data

• Hazardous Substances Data: 38614-05-0(Hazardous Substances Data)

Usage

Tricyclic structure

The compound has a unique structure consisting of three fused rings, which contribute to its stability and potential applications.

Phenoxy group attachment

A phenoxy group is attached to one of the carbon atoms in the tricyclic structure, which may influence its chemical reactivity and properties.

Molar mass

254.37 g/mol The molar mass represents the mass of one mole of the compound, which can be useful in determining its physical and chemical properties.

Bicyclic compound

Although the compound has a tricyclic structure, it is classified as a bicyclic compound due to the presence of two chemically distinct rings.

Potential applications

The compound may have potential uses in various fields such as pharmaceuticals, agrochemicals, and material science, owing to its unique molecular structure and properties.

Need for further research

To fully understand the potential uses and benefits of 1-phenoxytricyclo[3.3.1.1^3,7^]decane, further research and exploration of its properties are necessary.

Upstream product

• 109-99-9 tetrahydrofuran 
• 16200-57-0 Toluene-4-sulfonic acid adamantan-1-yl ester 
• 139-02-6 sodium phenoxide 
• 768-95-6 1-adamanthanol 
• 108-95-2 phenol 
• 768-90-1 1-Adamantyl bromide 
• 66003-78-9 triphenylsulfonium trifluoromethanesulfonate 

Relevant articles and documents

Alkylphosphinites as Synthons for Stabilized Carbocations

We present a new acid-free method for the generation of carbocations based on a redox condensation reaction that enables SN1 reactions with a variety of nucleophiles. We utilize readily synthesized phosphinites that are activated by diisopropyl azodicarboxylate to form betaine structures that collapse upon adding a pronucleophile, thereby yielding reactive carbocation intermediates. We also employ this approach for the alkylation of some bioactive molecules.

Base-Mediated O-Arylation of Alcohols and Phenols by Triarylsulfonium Triflates

A mild and efficient protocol for O-arylation of alcohols and phenols (ROH) by triarylsulfonium triflates was developed under transition-metal-free conditions. Various alcohols, including primary, secondary and tertiary, and phenols bearing either electron-donating or electron-withdrawing groups on the aryl rings were smoothly converted to form the corresponding aromatic ethers in moderate to excellent yields. The reactions were conducted at 50 or 80 °C for 24 h in the presence of a certain base and showed good functional group tolerance. The base-mediated arylation with asymmetric triarylsulfonium salts could selectively transfer the aryl groups of sulfoniums to ROH, depending on their inherent electronic nature. The mechanistic studies revealed that the reaction might proceed through the nucleophilic attack of the in situ formed alkoxy or phenoxy anions at the aromatic carbon atoms of the C?S bonds of triarylsulfonium cations to furnish the target products.

Copper(II)-catalyzed O-phenylation of alcohols with organobismuth(V) reagents: A convenient method for the synthesis of simple tert-alkyl phenyl ethers

A convenient method for copper(II)-catalyzed O-phenylation of simple alcohols with organobismuth(V) compounds under mild conditions is described. Treatment of tetraphenylbismuth fluoride (Ph4BiF) with various simple alcohols in the presence of

The structure, photochemical reactivity, and photophysical properties of adamantyl X-substituted aryl ethers and a comparison with the alkyl groups, methyl, tert-butyl, and allyl

The structure, photophysical properties, and photochemistry of the adamantyl aryl ethers 1 in both methanol and cyclohexane have been examined. UV absorption spectra, 13C NMR chemical shifts, X-ray structures, and Gaussian calculations (B3LYP/6-31G(d)) indicate that these ethers adopt a 90° conformer in the ground state. In contrast, fluorescence spectra, excited singlet state lifetimes, and calculations (TDDFT) indicated a 0° conformer is preferred in the first excited singlet state S1. Irradiation in either solvent results in the formation of adamantane and the corresponding phenol as the major products, both derived from radical intermediates generated by homolytic cleavage of the ether bond. The 4-cyano substituted ether 1j was the only one to form the ion-derived product, 1-methoxyadamantane (16% yield), on irradiation in methanol. Rate constants of bond cleavage for these ethers from S1 were estimated by two different methods by comparison with the unreactive anisoles 2, but the effect of substituents was too small to determine structure-reactivity correlations. The temperature dependence of the quantum yields of the fluorescence of the unsubstituted, 4-methoxy and 4-cyano derivatives of 1 and 2 were also determined. These results indicated that the activated process for 1 was mainly bond cleavage for the 4-cyano substrate whereas for 2, it was internal conversion and intersystem crossing.

REACTION OF PHENOL WITH 1-HYDROXYADAMANTANE IN THE PRESENCE OF ALUMINUM DIPHENYL DITHIOPHOSPHATE

The reaction of phenol with 1-hydroxyadamantane in the presence of aluminum diphenyl dithiophosphate leads to a mixture of mono-, di-, and tri(1-adamantyl)phenols and 1-adamantyl phenyl ether.As a rule the 2-(1-adamantyl)phenol predominates in the mixture.

REACTION OF exo-2-NORBORNYL AND 1-ADAMANTYL p-TOLUENESULFONATES WITH SODIUM PHENOXIDE IN TETRAHYDROFORAN. IONIZATION OF THE SUBSTRATES UNDER "APPARENTLY-SN2" CONDITIONS

exo-2-Norbornyl and 1-adamantyl tosylates react with sodium phenoxide in tetrahydrofuran via ionization, most probably through a cyclic transition state.The results call for attention in interpreting substitution reactions under "apperently-SN2" conditions.