281-46-9

Upstream product

• 157490-72-7 1-(chloromethyl)-2-bromoadamantane 
• 56263-64-0 Tricyclo<4.3.1.1^3.8>undecan-3-peroxycarbonsaeure-tert-butylester 
• 79634-92-7 Tricyclo<4.3.1.1^3.8>undecan-1-peroxycarbonsaeure-tert-butylester 
• 108-98-5 thiophenol 
• 27011-47-8 homoadamantanyl chloride 

Downstream Products

• 770-71-8 1-adamantanemethanol 
• 87350-97-8 3,6-homoadamantanediol 
• 31061-64-0 1-homoadamantanol 
• 14504-80-4 3-homoadamantanol 
• 14651-42-4 1-(bromomethyl)adamantane 
• 21898-96-4 1-bromohomoadamantane 
• 24669-56-5 4-homoadamantanone 
• 21898-95-3 1-methoxyhomoadamantane 
• 3048-63-3 3-Aminohomoadamantan 
• 38584-37-1 1-hydroxy-3-hydroxymethyladamantane 
• 14504-80-4 3-Hydroxyhomoadamantan 
• 31061-64-0 Homoadamantan-1-ol 

Relevant academic research and scientific papers

1,2-Methanoadamantane: A Molecule with a Twist Bent ? Bond

The reaction of 1-(chloromethyl)-2-bromoadamantane with sodium leads to ring closure to the hitherto unknown 1,2-methanoadamantane (1).Reactivity studies of 1 provide strong evidence for the existence of a twist bent ? bond.

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.

Organic Peroxides, XIV. The Thermal Decomposition of Polycyclic tert-Butyl Bridgehead Peroxycarboxylates

Eleven bridgehead peresters (1, 2, 5 - 8, 10, 12, 14, 18, 21) have been prepared for the first time and the products and the kinetics of their thermal decomposition were investigated.The correlations of all known thermolysis constants of bridgehead peresters with the steric substituent constants φf, with the solvolysis constants of the corresponding bridgehead bromides, as well as with the change in strain enthalpy ΔHsp for hydride abstraction from the bridgehead, as calculated by the procedure of v.R.Schleyer, were analysed.The thermolysis constants of these peresters are mainly determined by the polar effect in the transition state of the perester fragmentation.