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A Compound with the Molecular Formula C6H4ClBr Produces Only Two

question 28

Essay

A compound with the molecular formula C6H4ClBr produces only two doublets in the 1H NMR spectrum.
a)Propose a structure for this compound.
b)How many signals would be present in the 13CNMR for this structure?


Definitions:

Cyclooctane

A cyclic hydrocarbon with the formula C8H16, featuring an eight-carbon ring, known for its conformational flexibility and role in studying ring strain.

Cyclopropane

A cyclic alkane consisting of three carbon atoms connected in a ring, notable for its strain and use in organic synthesis.

Newman Projection

A method of visualizing the spatial arrangement of atoms in a molecule, showing how they are connected from the perspective of a bond axis.

Gauche Conformer

A conformation where groups are separated by a dihedral angle of approximately 60 degrees, often leading to steric hindrance.

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