By R.C. Bingham, P.R.v. Schleyer
Content material: fresh advancements within the chemistry of adamantane and comparable polycyclic hydrocarbons / by way of R.C. Bingham and P.V.R. Schleyer
Read or Download Chemistry of Adamantanes PDF
Similar general & reference books
This sequence offers an invaluable, applications-oriented discussion board for the subsequent iteration of macromolecules and fabrics. purposes contain non-linear optical fabrics, distinctiveness magnetic fabrics, liquid crystals, anticancer and antiviral medicinal drugs, therapy of arthritis, antibacterial medications, antifouling fabrics, remedy of definite nutrition deficiencies, electric conductors and semiconductors, piezoelectronic fabrics, electrodes, UV absorption functions, super-strength fabrics, detailed lubricants and gaskets, selective catalytic and multi-site catalytic brokers.
Here’s an enticing statistic: greater than half all chemists paintings on a few element of polymers. for top institution academics who are looking to introduce polymer technological know-how fundamentals, homes, and makes use of, this publication is uniquely helpful—much deeper than easy monographs or collections of experiments, yet even more available than university texts.
Simplifying the advanced chemical reactions that occur in daily in the course of the well-stated solutions for greater than six hundred universal chemistry questions, this reference is the go-to advisor for college students and pros alike. The e-book covers every little thing from the background, significant personalities, and groundbreaking reactions and equations in chemistry to laboratory concepts all through historical past and the newest advancements within the box.
Great fresh ebook
Additional info for Chemistry of Adamantanes
Starting with labeled diazomethane, 50 % of the label will be retained in the regenerated adamantyl nucleus. Treatment of the 2-hydroxy-2-adamantane carboxylic acid prepared in this manner with thionyl chloride gives the starting adamantanone labeled in the 2-position 48). The Wolff rearrangement of 5-diazo-4-homoadamantanone has similarly been employed for the preparation of ring labeled 2-adamantyl derivatives 46). Beckmann and Schmidt rearrangements of adamantanone oxime 1o4, 10%109) and adamantanone 110-ll 1), respectively, have also been studied.
Treatment of 1-bromoadamantane with AIBr3 in the presence of ethylene at -75 ~ to give 1-(/3-bromoethyl)-adamantane 202) followed by reduction 200) results in good yields of 1-ethyladamantane (Eq. (63)). Wolf-Kishner 164) or Clemensen 203) reduction of commercially available methyl adamantyl ketone provides an alternative route for the preparation of this compound. Br CH~=CH~ AlBr~-'------~_T5 2)H20 CH2CH2Br " ~ CH2CHa Conversion of the methyl ester of 1-adamantane carboxylic acid to 1-adamantyl dimethylcarbinol (66) by reaction with CH 3 Mgl followed by dehydration and subsequent hydrogenation provides a convenient route to 1-isopropyladamantane (66a) 164, 200).
Scheme 14 , Br Br Br 1 COCHN2 COOH 0 The stability and symmetry of the 8,9-dehydro-2-adamantyl cation have been investigated and comparison has been made with the cyclopropyl carbinyl cation itself 135). 1. 1 ]nonane. Photolysis of the parent diene gives 3,6dehydrohomoadamantane which, upon reaction with bromine, gives 1-bromo3-bromomethyladamantane (Eq. (44)), 36). Thermodynamic control un- (44) BrC Br doubtedly causes the rearrangement to the adamantane system during bromination. A similar rearrangement to 1-bromomethyladamantane is observed when homoadamantane itself is treated with molecular bromine 137).