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Sodium borohydride, also known as sodium tetrahydridoborate and sodium tetrahydroborate, [5] is an inorganic compound with the formula Na B H 4 (sometimes written as Na[BH 4]). It is a white crystalline solid, usually encountered as an aqueous basic solution. Sodium borohydride is a reducing agent that finds application in papermaking and dye ...
Through a variety of mechanisms, the removal of a hydride equivalent converts a primary or secondary alcohol to an aldehyde or ketone, respectively. The oxidation of primary alcohols to carboxylic acids normally proceeds via the corresponding aldehyde, which is transformed via an aldehyde hydrate (gem-diol, R-CH(OH) 2) by reaction with water ...
Sodium borohydride can, under some circumstances, be used for ester reduction, especially with additives. [ 1 ] Forming aldehydes from carboxylic acid derivatives is challenging because weaker reducing agents (NaBH 4 ) are often very slow at reducing esters and carboxylic acids, whereas stronger reducing agents (LiAlH 4 ) immediately reduce the ...
An example of this phenomenon occurred during the Great Oxidation Event, in which biologically−produced molecular oxygen (dioxygen (O 2), an oxidizer and electron recipient) was added to the early Earth's atmosphere, which was originally a weakly reducing atmosphere containing reducing gases like methane (CH 4) and carbon monoxide (CO) (along ...
At low pH values, it efficiently reduces aldehydes and ketones. [7] As the pH increases, the reduction rate slows and instead, the imine intermediate becomes preferential for reduction. [ 7 ] For this reason, NaBH 3 CN is an ideal reducing agent for one-pot direct reductive amination reactions that don't isolate the intermediate imine.
This definition was refined by Ronald Gillespie in 1971, as any acid with an H 0 value lower than that of 100% sulfuric acid (−11.93). [3] George A. Olah prepared the so-called " magic acid ", so named for its ability to attack hydrocarbons , by mixing antimony pentafluoride (SbF 5 ) and fluorosulfonic acid (FSO 3 H). [ 4 ]
Sodium borohydride and lithium aluminium hydride are commonly used for the reduction of organic compounds. [ 3 ] [ 4 ] These two reagents are on the extremes of reactivity—whereas lithium aluminium hydride reacts with nearly all reducible functional groups, sodium borohydride reacts with a much more limited range of functional groups .
This effect can be observed for the n-alkanes and 1-chloroalkanes tabulated below. More dramatically, a long-chain hydrocarbon like squalene (C 30 H 62) has a viscosity an order of magnitude larger than the shorter n-alkanes (roughly 31 mPa·s at 25 °C). This is also the reason oils tend to be highly viscous, since they are usually composed of ...
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