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3) 3] 2 and triethylborane generates the less substituted (and less stable) enolate. After reaction with methyl iodide the former mixture gives 2,2-dimethylcyclohexanone in 90% yield while the latter produces 2,6-dimethylcyclohexanone in 93% yield. [7] [8] The Et stands for ethyl group CH 3 CH 2 −.
The key property of organoboranes (R 3 B) and borates (R 4 B −, generated via addition of R − to R 3 B) is their susceptibility to reorganization. These compounds possess boron–carbon bonds polarized toward carbon. The boron-attached carbon is nucleophilic; [30] in borates, the nucleophicity suffices for intermolecular transfer to an ...
2 Al + 3 H 2 + 6 C 2 H 4 → Al 2 Et 6. Because of this efficient synthesis, triethylaluminium is one of the most available organoaluminium compounds. Triethylaluminium can also be generated from ethylaluminium sesquichloride (Al 2 Cl 3 Et 3), which arises by treating aluminium powder with chloroethane.
A stability sequence for several common adducts of borane, estimated from spectroscopic and thermochemical data, is as follows: PF 3 < CO< Et 2 O< Me 2 O< C 4 H 8 O < C 4 H 8 S < Et 2 S< Me 2 S< Py < Me 3 N< H −. BH 3 has some soft acid characteristics as sulfur donors form more stable complexes than do oxygen donors. [5] Aqueous solutions of ...
The rhodium-catalyzed hydroboration reaction is thought to be initiated with the dissociation of a triphenylphosphine from the Rh(I) centre. Oxidative addition of the B-H bond of the borane reagent to this 14 e − species is then followed by coordination of the alkene to the 16e − Rh(III) hydride complex.
Triethyl borate is a colorless liquid with the formula B(OCH 2 CH 3) 3. It is an ester of boric acid and ethanol. It has few applications. [1] It is a weak Lewis acid (AN = 17 as measured by the Gutmann–Beckett method). [2] It burns with a green flame and solutions of it in ethanol are therefore used in special effects and pyrotechnics.
9-Borabicyclo[3.3.1]nonane or 9-BBN is an organoborane compound. This colourless solid is used in organic chemistry as a hydroboration reagent. The compound exists as a hydride-bridged dimer, which easily cleaves in the presence of reducible substrates. [1] 9-BBN is also known by its nickname 'banana borane'. [2]
Ball-and-stick model of the tetrahydroborate anion, [BH 4] −. Borohydride refers to the anion [B H 4] −, which is also called tetrahydridoborate, and its salts. [1] Borohydride or hydroborate is also the term used for compounds containing [BH 4−n X n] −, where n is an integer from 0 to 3, for example cyanoborohydride or cyanotrihydroborate [BH 3 (CN)] − and triethylborohydride or ...