Advices For Studying Organic Chemistry

(Wang) #1
ii) lene is used as a class name for molecules with two cumulated

CH 2 =C=CH 2

The name al
double bonds.

CCC

A cumulated diene


iii) Appropriately substituted allenes g e rise to
and cumulated

vi)
2
alternate along the chain.

CH 2 =CH—CH=CH 2

Allene
iv chiral molecules.
iv) Cumulated dienes have had some commercial importance,
double bonds are occasionally found in naturally occurring molecules.
In general, cumulated dienes are less stable than isolated dienes.
) An example of a conjugated diene is 1,3-butadiene.
i) In conjugated polyenes the double and single bonds

CC
C
C
1,3-Butadiene A cconjugated diene
3) If one or more saturated carbon atoms intervene between the double bonds of an
alkadiene, the double bonds are said to be isolated.

CC
(CH 2 )n

CC
CH 2 =CH—CH 2 —CH=CH 2
An isolated diene (n ≠ 0 ) 1,4-Pentadiene

i) The double bonds of isolated double dienes undergo all of the reactions of

3.7 1,3-BUTADIENE: ELECTRON DELOCALIZATION


13.7A BOND LENGTH OF 1,3-BUTADIENE

alkenes.

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