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R-overset(O)overset(||)(C)-H overset(R-N...

`R-overset(O)overset(||)(C)-H overset(R-NH_(2))(to)R-CH = N-R` . This reaction gives best yield at :

A

pH 1-2

B

pH 4-5

C

pH 10-11

D

pH 13-14

Text Solution

Verified by Experts

The correct Answer is:
B
(b) A general equation for the formation of an imine from a primary amine and an aldehyde or ketone is shown here . Imine formation is acid catalyzed and the product can forms as a mixture of (E) and (Z) isomers .

Imine formation generally takes place fastest between pH 4 and 5 and is slow at very low or very high pH . we can understand why an acid catalyst is necessary if we consider the mechanism that has been proposed for imine formation . The important step is the step in which the protonated aminoalcohol loses a molecule of water to become an iminium ion . By protonating the alcohol group , the acid converts a poor leaving group(an-OH group) into a good one (an- `OH_(2)^(2)`group).
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