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Explanation:
A 180° rotation about the carbonyl carbon–carbon bond
converts one structure into the other. Since the two structures are
interconvertible by simple rotation and no bond breaking is required,
they represent the same molecule and are therefore
identical, not enantiomers or diastereomers.
Correct Answer: (a) 1R,4R
Explanation:
The substituents at each chiral centre are numbered according to the
CIP priority rules. The atom with the highest atomic number
is assigned the highest priority. After orienting the lowest priority group
away from the observer, the sequence of remaining substituents is traced.
Both stereocentres show a clockwise arrangement, leading to
R-configuration at positions 1 and 4.
Question 2
The configurations at the two stereocentres in the compound given below are:
Correct Answer: (a) 1R,4R
Explanation:
The substituents at each chiral centre are numbered according to the
CIP priority rules. The atom with the highest atomic number
is assigned the highest priority. After orienting the lowest priority group
away from the observer, the sequence of remaining substituents is traced.
Both stereocentres show a clockwise arrangement, leading to
R-configuration at positions 1 and 4.
Question 3
In the most stable conformation of trans-1-t-butyl-3-methylcyclohexane,
the substituents at C-1 and C-3, respectively, are:
Correct Answer: (c) Equatorial and axial
Explanation:
The t-butyl group is extremely bulky and therefore strongly
prefers the equatorial position to avoid 1,3-diaxial
interactions. Hence, at C-1 the t-butyl group is equatorial.
Since the substituents are trans-1,3-disubstituted, when one
substituent is equatorial, the other must be axial.
Therefore, the methyl group at C-3 occupies the axial position.
Question 4CSIR-JUNE 2011
Multiple Choice Question
Consider two redox pairs:
(1) Cr(II)/Ru(III)
(2) Cr(II)/Co(III)
The rate of acceleration in going from an outer-sphere to an inner-sphere
mechanism is lower for (1) relative to (2). Its correct explanation is: