13987-76-3

Upstream product

• 53398-55-3 1-bromo-3,5,7-trimethyladamantane 
• 17768-27-3 chloro-1 trimethyl-3,5,7 adamantane 
• 15210-60-3 3,5,7-trimethyl-1-aminoadamantane hydrochloride 
• 15291-66-4 3,5,7-trimethyladamantanecarboxylic acid 
• 707-35-7 1,3,5-trimethyladamantane 
• 101821-78-7 1,3,5-Trimethyl-7-nitrooxy-adamantane 

Downstream Products

• 15210-62-5 3,5,7-Trimethyladamantan-1-yl-carbamat 
• 53398-55-3 1-bromo-3,5,7-trimethyladamantane 
• 15291-66-4 3,5,7-trimethyladamantanecarboxylic acid 

Relevant academic research and scientific papers

Synthesis of hydroxy derivatives from adamantanecarboxylic acids in the system MnO2–H2SO4

A convenient procedure has been developed for the synthesis of mono- and dihydric cage alcohols from adamantanecarboxylic acids and their esters using the MnO2–H2SO4system. The reaction at elevated temperature involved both decarboxylation and decarbonylation of the initial acid or ester.

One-pot synthesis of cage alcohols

An efficient one-pot procedure has been developed for the synthesis of cage alcohols with hydroxy groups in the bridgehead positions. The procedure includes initial nitroxylation with nitric acid or a mixture of nitric acid with acetic acid and subsequent hydrolysis in the presence of urea.

Formation of adamantan-1-ols by the reactions of adamantanes with 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) in trifluoromethanesulfonic acid

Adamantanes were treated with DDQ in trifluoromethanesulfonic acid followed by hydrolysis to give adamantan-1-ols in good yields.

High-Yield Direct Synthesis of a New Class of Tertiary Organolithium Derivatives of Polycyclic Hydrocarbons

For the first time, 1- and 2-adamantyllithium, 1-diamantyllithium, 3,5,7-trimethyl-1-adamantyllithium, 1-twistyllithium, 3-methyl-7-noradamantyllithium, 1-triptycyllithium, and 3-homoadamantyllithium have been directly synthesized from the reaction of an organic halide and lithium metal.By use of certain experimental parameters, the phenomena at the metal-solution interface are controlled, thereby resulting in exceptionally high yields of this new class of organometallic compounds (>75percent, except in the case of 3-homoadamantyllithium).Competition between formation of the organometallic compound and formation of solvent-attack byproducts is determined by the degree of adsorption of the transient species (anion radical RX-. or radical pair R..Li) generated at the metal surface during attack by the halogenated derivative.