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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 ...
Protic solvents react with strong nucleophiles with good basic character in an acid/base fashion, thus decreasing or removing the nucleophilic nature of the nucleophile. The following table shows the effect of solvent polarity on the relative reaction rates of the S N 2 reaction of 1-bromobutane with azide (N 3 – ).
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.
Lithium borohydride (LiBH 4) is a borohydride and known in organic synthesis as a reducing agent for esters.Although less common than the related sodium borohydride, the lithium salt offers some advantages, being a stronger reducing agent and highly soluble in ethers, whilst remaining safer to handle than lithium aluminium hydride.
When a strong acid is neutralized by a strong base there are no excess hydrogen ions left in the solution. The solution is said to be neutral as it is neither acidic nor alkaline. The pH of such a solution is close to a value of 7; the exact pH value is dependent on the temperature of the solution. Neutralization is an exothermic reaction.
Sodium tetraphenylborate is the organic compound with the formula NaB(C 6 H 5) 4.It is a salt, wherein the anion consists of four phenyl rings bonded to boron. This white crystalline solid is used to prepare other tetraphenylborate salts, which are often highly soluble in organic solvents.
Bases yield solutions in which the hydrogen ion activity is lower than it is in pure water, i.e., the solution is said to have a pH greater than 7.0 at standard conditions, potentially as high as 14 (and even greater than 14 for some bases). The formula for pH is:
Lithium aluminium hydride also reduces alkyl halides to alkanes. [36] [37] Alkyl iodides react the fastest, followed by alkyl bromides and then alkyl chlorides. Primary halides are the most reactive followed by secondary halides. Tertiary halides react only in certain cases. [38] Lithium aluminium hydride does not reduce simple alkenes or arenes.