Nonyl hydride

Synonyms BRN 1696917 CCRIS 6081 EINECS 203-913-4 /3-Nonane Nonyl hydride NSC 72430 Shellsol 140 UN 1920. 

Synonym Nonyl Hydride Description Colorless liquid. 

Lithium 3-3-pinanyl-9-boratabicyclo [3.3.1 ] nonyl hydride (6.63), which contains an asymmetric alkyl group, reduces ketones to the corresponding optically active alcohols at —78°C. The hydride transfer from this reagent takes place one atom away from the chiral centre, as compared to 6.58 in which the hydride is directly transferred from a chiral centre by a cyclic mechanism. Thus, the selectivity achieved in this reduction is also lower (Scheme 6.23). 

CCRIS 6081 EINECS 203-9134 HSDB 107 Nonane n-Nonane Nonyl hydride NSC 72430 Shellsol 140. Liquid mp = -53,S bp = 150.8 d = 0.7176 insoluble in H2O, very soluble in EtOH, Et20, freely soluble in Me2CO, CeHe, CHCI3, C7H16. 

RVAlpine-Flydride (-R1-17 lithium (S)-9-(3y.-pi-nanyl)-9-borabicy-clo[3.3.1]nonyl hydride D.2.3.5. 12 A... 

Synonyms/Trade Names n-Nonane, Nonyl hydride... 

Lithium(3,3-dimethyl-l-butynyl)-l,l-di-ethoxy-2-piopenyl cuprate, 300 Lithium dimethyl cuprate, 301-302 Lithium di-n-octylcuprate, 356 Lithium diphenylphosphide, 302 Lithium (fl-(E)-propenyl cuprate, 302-303 Lithium divinyl cuprate, 190 Lithium-Ethylamine, 284-286, 472 Lithium fluoride, 244 Lithium hexamethyidisilazide, 337 Lithium B-isopinocampheyl-9-borabi-cycloj 3.3.1) -nonyl hydride, 303 Lithium N-isopropylcyclohexylamide, 169 Lithium o-lithiobenzylate, 67 Lithium (l-lithiopropionate, 303 Lithium methyl mercaptide, 303-304 Lithium methylthioformaldinc, 305 Lithium naphthalenide, 303, 305-306 Lithium perchlorate, 212 Lithium n-propylmercaptide, 283 Lithium selenophenolate, 306-307 Lithium 2,2,6,6-tetramethylpiperidide, 299, 307-308... 

Lithium B-isopinocampheyiT9-borabicycio[3.3.1]nonyl hydride (1). Mol. wt. 266.21. This trialkyIborohydride is prepared by hydroboration of (+)-a-pinene with 9-BBN followed by reaction with t-butyllithium in THF (-78°). 

Brown and coworkers [1] have reported that lithiumB-iso-2-ethylapopinocam-pheyl-9-borabicyclo[3.3.1]nonyl hydride (Eapine-Flydride), prepared by hy-droboration of 2-ethylapopinene with 9-BBN followed by treatment with tert-butyllithium, is as effective as NB-Enantride for the chiral reduction of prochiral ketones (Scheme 26.6 Table 26.21) [1]. 

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