53520-15-3

Basic information

• Product Name: ((S)-1-phenyl-ethyl)-p-tolyl ether
• CAS NO: 53520-15-3
• Molecular Weight: 212.291
• Mol File: 53520-15-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: ((S)-1-phenyl-ethyl)-p-tolyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: ((S)-1-phenyl-ethyl)-p-tolyl ether(53520-15-3)
• EPA Substance Registry System: ((S)-1-phenyl-ethyl)-p-tolyl ether(53520-15-3)

Safety Data

• Hazardous Substances Data: 53520-15-3(Hazardous Substances Data)

Upstream product

• 106-44-5 p-cresol 
• 618-36-0 rac-methylbenzylamine 
• 1459-15-0 (R)-1-chloro-1-phenylethane 
• 100-39-0 benzyl bromide 
• 834-25-3 4-methylphenyl benzyl ether 
• 74-88-4 methyl iodide 
• 98-85-1 1-Phenylethanol 

Downstream Products

• 1817-67-0 (S)-4-methyl-2-(1-phenylethyl)phenol 

Relevant articles and documents

Iodine catalysed synthesis of unsymmetrical benzylic ethers by direct cross-coupling of alcohols

Although symmetrical ethers can be synthesized easily from alcohols, synthesis of unsymmetrical ethers by dehydrative cross-coupling of alcohols is still a challenge. While dehydrative cross-coupling is environmentally appealing due to formation of water as the only byproduct, the chances for formation of symmetrical ethers always exist. The existing transition metal based methods give good selectivity, but the catalyst are costly and not readily available. Here, we present a simple, readily available, and cost-effective catalyst in the form of molecular iodine which catalyzes a highly selective cross-coupling of benzylic alcohols with benzyl, alkyl, and aryl alcohols to give their corresponding unsymmetrical ethers in good to excellent yield.

Selective catalytic synthesis of unsymmetrical ethers from the dehydrative etherification of two different alcohols

The cationic ruthenium-hydride complex [(C6H6)(PCy3)(CO)RuH]+BF4- catalyzes selective etherification of two different alcohols to form unsymmetrically substituted ethers. The catalytic method exhibits a broad substrate scope while tolerating a range of heteroatom functional groups in forming unsymmetrical ethers, and it is successfully used to directly synthesize a number of highly functionalized chiral nonracemic ethers.

Kinetics and Mechanism of Nucleophilic Displacements with Heterocycles as Leaving Groups. Part 10. Reactions of s-Alkyl Primary Amines with Pyryliums

2,4,6-Triphenylpyrylium with s-alkylamines gives isolatable pyridiniums (which undergo SN2 substitution with nucleophiles and elimination to olefins). 2,4,6-triphenylpyrilium with 1-phenylethylamine and α-phenylbenzylamine forms the corresponding carbonium ions which may be trapped by nucleophiles.Isolated 1-cycloalkylbenzoquinoliniums (2) solvolyse by the SN1 mechanism (for five-, six- and seven-membered rings): for the cyclobutyl case an Sn2 reaction is also found.