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|Section2= |Section3= }} Triisopropylamine is an organic chemical compound consisting of three isopropyl groups bound to a central nitrogen atom.〔G. Graner, E. Hirota, T. Iijima, K. Kuchitsu, D. A. Ramsay, J. Vogt and N. Vogt (2003), ''C9H21N, Triisopropylamine''. In ''Molecules Containing Five or More Carbon Atoms'', volume 25D of the series ''Landolt-Börnstein - Group II Molecules and Radicals''. Springer-Verlag. ISBN 978-3-540-42860-2; DOI 10.1007/10735542_789.〕 As a hindered tertiary amine, it can be used as a non-nucleophilic base and as a stabilizer for polymers; however, its applications are limited by its relatively high cost and difficult synthesis. ==Structure== Triisopropylamine is notable as being the most sterically crowded amine currently known. The even more crowded tri-tert-butyl-amine (tBu3N) has never been successfully synthesized, although the existence of 2,2,4,4-Tetramethyl-3-t-butyl-pentane-3-ol (tBu3COH) implies that it may be possible. In the early 1990s, theoretical studies and electron diffraction analysis of the 3D structure of the molecule, in the gas phase or in non-polar solvents, indicated that the bonds between the nitrogen atom and the three carbon atoms were nearly coplanar in the ground state, instead of forming a trigonal pyramid as in simpler amines. The average C-N-C angle was claimed to be 119.2°,〔 much closer to the 120° of the flat configuration than to the 111.8° of trimethylamine. This peculiarity was attributed to steric hindrance by the bulky isopropyl radicals. However, in 1998 X-ray diffraction analysis of the crystallized solid showed that the C3N core is actually pyramidal, with the N atom lying approximately 0.28 Å off the carbons' plane (whereas in trimethylamine the distance is about 0.45 Å). However the researchers could not rule out the crystal field effect as the cause of the asymmetry. The C-C-C planes of the isopropyl groups are slightly tilted (about 5°) relative to the threefold symmetry axis of the C3N core.〔〔 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「Triisopropylamine」の詳細全文を読む スポンサード リンク
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