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The alkylphosphonium salt is deprotonated with a strong base such as n-butyllithium: [Ph 3 P + CH 2 R]X − + C 4 H 9 Li → Ph 3 P=CHR + LiX + C 4 H 10. Besides n-butyllithium (n BuLi), other strong bases like sodium and potassium t-butoxide (t BuONa, t BuOK), lithium, sodium and potassium hexamethyldisilazide (LiHMDS, NaHMDS, KHDMS, where HDMS = N(SiMe 3) 2), or sodium hydride (NaH) are also ...
Sodium hydride is the chemical compound with the empirical formula Na H. This alkali metal hydride is primarily used as a strong yet combustible base in organic synthesis . NaH is a saline (salt-like) hydride , composed of Na + and H − ions, in contrast to molecular hydrides such as borane , silane , germane , ammonia , and methane .
The k' pathway implicates a reaction between the doubly charged anion (RCHO 2 2−) and the aldehyde. The direct transfer of hydride ion is evident from the observation that the recovered alcohol does not contain any deuterium attached to the α-carbon when the reaction is performed in the presence of D 2 O.
Alcohol oxidation is a collection of oxidation reactions in organic chemistry that convert alcohols to aldehydes, ketones, carboxylic acids, and esters. The reaction mainly applies to primary and secondary alcohols. Secondary alcohols form ketones, while primary alcohols form aldehydes or carboxylic acids. [1] A variety of oxidants can be used.
To selectively form the allyl alcohol and avoid the 1,4 product, the Luche reduction uses "cerium borohydride" generated in situ from NaBH 4 and CeCl 3 (H 2 O) 7 [21] [22] The hydride source Zn(BH 4) 2 also shows 1,2 selectivity, as well as greater diastereoselectivity.
With strong bases such as sodium hydride or sodium they form salts [a] called alkoxides, with the general formula RO − M + (where R is an alkyl and M is a metal). R−OH + NaH → R−O − Na + + H 2 2 R−OH + 2 Na → 2 R−O − Na + + H 2. The acidity of alcohols is strongly affected by solvation. In the gas phase, alcohols are more ...
The Williamson ether synthesis is an organic reaction, forming an ether from an organohalide and a deprotonated alcohol . This reaction was developed by Alexander Williamson in 1850. [2] Typically it involves the reaction of an alkoxide ion with a primary alkyl halide via an S N 2 reaction.
In chemistry, transfer hydrogenation is a chemical reaction involving the addition of hydrogen to a compound from a source other than molecular H 2.It is applied in laboratory and industrial organic synthesis to saturate organic compounds and reduce ketones to alcohols, and imines to amines.