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One workaround to avoid this method is to reduce the carboxylic acid derivative all the way down to an alcohol, then oxidize the alcohol back to an aldehyde. Other alternatives include forming a thioester or a Weinreb amide, then reducing the new species to an aldehyde through the Fukuyama reduction or Weinreb reaction respectively, or using ...
Clemmensen reduction is a chemical reaction described as a reduction of ketones or aldehydes to alkanes using zinc amalgam and concentrated hydrochloric acid (HCl). [1] [2] This reaction is named after Erik Christian Clemmensen, a Danish-American chemist. [3] Scheme 1: Reaction scheme of Clemmensen Reduction.
Trans alkenes react more rapidly than cis alkenes in general. The reactivity difference between alkynes and alkenes is usually not great enough to isolate intermediate alkenes; however, alkenes can be isolated from allene reductions. Diimide reduces symmetrical double bonds i.e., C=C. N=N, O=O etc. unsymmetrical double bonds can not be reduced
Treatment of tosylhydrazones with hydride-donor reagents to obtain the corresponding alkanes is known as the Caglioti reaction. [18] [22] The initially reported reaction conditions have been modified and hydride donors such as sodium cyanoborohydride, sodium triacetoxyborohydride, or catecholborane can reduce tosylhydrazones to hydrocarbons. [23]
Hydrosilanes can reduce 1,1-disubstituted double bonds that form stable tertiary carbocations upon protonation. Trisubstituted double bonds may be reduced selectively in the presence of 1,2-disubstituted or monosubstituted alkenes. [15] Aromatic compounds may be reduced with TFA and triethylsilane.
Lithium aluminium hydride does not reduce simple alkenes or arenes. Alkynes are reduced only if an alcohol group is nearby, [39] and alkenes are reduced in the presence of catalytic TiCl 4. [40] It was observed that the LiAlH 4 reduces the double bond in the N-allylamides. [41]
In organic chemistry, an alkane, or paraffin (a historical trivial name that also has other meanings), is an acyclic saturated hydrocarbon. In other words, an alkane consists of hydrogen and carbon atoms arranged in a tree structure in which all the carbon–carbon bonds are single. [1] Alkanes have the general chemical formula C n H 2n+2.
Alkanes are broken apart at high temperatures, often in the presence of a zeolite catalyst, to produce a mixture of primarily aliphatic alkenes and lower molecular weight alkanes. The mixture is feedstock and temperature dependent, and separated by fractional distillation.