Organic Name Reactions by K.R. Desai PDF

By K.R. Desai

ISBN-10: 8189473328

ISBN-13: 9788189473327

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The yields ate normally high. This reaction is somewhat similar to the Mitsunobu Reaction, where the combination of a phosphine, a diazo compound as a coupling reagent, and a nucleophile are used to invert the stereochemistry of an alcohol or displace it. Mechanism The reaction proceeds by activation of the triphenylphosphine by reaction with the tetrahalomethane, followed by attack of the alcohol oxygen at phosphorus to generate an oxyphosphonium intermediate. The oxygen is then transformed into a leaving group, Organic Reaction Mechanism 42 and an SN2 displacement by halide takes place, proceeding with inversion of configuration if the carbon is asymmetric.

Ifketones or nitriles are used as the donor in this condensation reaction, a 13diketone or a f3-ketonitrile is obtained, respectively. g. sodium amide or sodium hydride instead of sodium ethoxide, often increases the yield. The intramolecular version is known as Dieckmann Condensation. 35 Organic Reaction Mechanism Mechanism )0"'-' ~:~ [H{a-" . --.. H~ ] o 0 II II ~OEt+ ~ ~ ~ + -OEt -OET -EtOH .. OEt ACETOACETIC ESTER SYNTHESIS o 0 R~OEt 1 1. R'X o R~OEt R' 1. NaOH 2. H2S0 4 , 125 °C 1- EtOH - CO 2 o R o 0 ~R' 2.

J CH OH H VCHCH3 ~ CH 2 =CHCH 3 + BrStarting materials that are likely to undergo a unimolecular SN 1 reaction undergo elimination reactions by a unimolecular EI mechanism. As might be expected, the rate-limiting step is the formation of the carbocation. :. . CH 3 -I1+ CH 3 + Br- CH 3 The solvent then acts as a base, removing an H+ ion from one of the alkyl groups adjacent to the carbocation. The electrons in the CH bond that is broken are donated to the empty orbital on the carbocation to form a double bond.

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Organic Name Reactions by K.R. Desai


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