23569-25-7

Basic information

• Product Name: 1-adamantyl benzyl ether
• Synonyms: 1-adamantyl benzyl ether
• CAS NO: 23569-25-7
• Molecular Weight: 242.361
• Mol File: 23569-25-7.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: 1-adamantyl benzyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: 1-adamantyl benzyl ether(23569-25-7)
• EPA Substance Registry System: 1-adamantyl benzyl ether(23569-25-7)

Safety Data

• Hazardous Substances Data: 23569-25-7(Hazardous Substances Data)

Upstream product

• 768-90-1 1-Adamantyl bromide 
• 100-51-6 benzyl alcohol 
• 768-95-6 1-adamanthanol 
• 27691-43-6 1-(benzylsulphanyl)-4-Nitrobenzene 
• 7285-83-8 2,4,6-tris(benzyloxy)-1,3,5-triazine 
• 882980-43-0 2-benzyloxy-1-methylpyridinium triflate 
• 40864-08-2 2-benzyloxypyridine 

Downstream Products

• 768-95-6 1-adamanthanol 

Relevant articles and documents

Discriminating non-ylidic carbon-sulfur bond cleavages of sulfonium ylides for alkylation and arylation reactions

A sulfonium ylide participated alkylation and arylation under transition-metal free conditions is described. The disparate reaction pattern allowed the separate activation of non-ylidic S-alkyl and S-aryl bond. Under acidic conditions, sulfonium ylides serve as alkyl cation precursors which facilitate the alkylations. While under alkaline conditions, cleavage of non-ylidic S-aryl bond produces O-arylated compounds efficiently. The robustness of the protocols were established by the excellent compatibility of wide variety of substrates including carbohydrates.

Development of triazine-based benzylating reagents possessing T-butyl group on the triazine core: Thermally controllable reagents for the initiation of reaction

Benzylating reagents, 4-(4,6-di-t-butyl-1,3,5-triazin-2-yl)-4-benzylmorpholinium triflate, and related derivatives have been developed. The reagents release benzyl triflate as a benzyl cation equivalent upon heating the solution to 40°C under neutral conditions. The O-benzylation of alcohols using a stoichiometric amount of these reagents afforded corresponding benzyl ethers in good to high yields. This was due to the presence of a bulky t-butyl group on the triazine ring of these reagents that prevents the consumption of benzyl triflate via a side reaction with a morpholinotriazine derivative.

N,N′-Dimethylated Benzyloxytriazinedione: A Stable Solid Reagent for Acid-Catalyzed O-Benzylation

N,N′-Dimethylated 6-(benzyloxy)-1,3,5-triazine-2,4(1H,3H)-dione (DMBOT) has been developed as a triazinedione-based, stable solid reagent for acid-catalyzed O-benzylation. The conceptual basis of the design was to fix the core triazinedione skeleton, and