Flag Organic Chemistry> -breditt-rule...
question mark

can u explain me the breditt rule i cannot find the logical explanation anywhere

aishwary rastogi , 11 Years ago
Grade 12
anser 1 Answers
Akshay Meena

Last Activity: 11 Years ago

Bredt`s rule states that a double bond cannot be placed at the bridgehead of a bridged ring system, unless the rings are large enough (8-Numbered Ring Structure) Explaination : Double bond on bridgehead position would be equivalent to having a trans double bond on a ring, which is not possible for small rings (fewer than eight atoms) due to a combination of ring strain, and angle strain (nonplanar alkene). The p orbitals of the bridgehead atom and adjacent atoms are orthogonal and thus are not aligned properly for the formation of pi bonds. Advantage : Bredt`s rule can be useful for predicting which isomer is obtained from an elimination reaction in a bridged ring system. It can also be applied to reaction mechanisms that go via carbocations and, to a lesser degree, via free radicals, because these intermediates, like carbon atoms involved in a double bond, prefer to have a planar geometry with 120 degree angles and sp2 hybridization. Thanks & Regards Akshay Meena, askIITians Faculty M.Tech, IIT Kharagpur

Provide a better Answer & Earn Cool Goodies

Enter text here...
star
LIVE ONLINE CLASSES

Prepraring for the competition made easy just by live online class.

tv

Full Live Access

material

Study Material

removal

Live Doubts Solving

assignment

Daily Class Assignments


Ask a Doubt

Get your questions answered by the expert for free

Enter text here...