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Multiple Choice
Identify molecule(s) capable of rotating plane polarized light.
A
A and D
B
B and C
C
A and C
D
C and D
E
A, C, and D
Verified step by step guidance
1
Identify the concept of chirality: A molecule is chiral if it has a carbon atom bonded to four different groups, making it non-superimposable on its mirror image. Such molecules can rotate plane-polarized light.
Examine molecule (a): The central carbon is bonded to a hydrogen (H), chlorine (Cl), bromine (Br), and a methyl group (CH3). These are four different groups, indicating that molecule (a) is chiral.
Examine molecule (b): The carbon in the benzene ring is bonded to two hydrogen atoms and a methyl group, which does not satisfy the condition for chirality as it does not have four different groups.
Examine molecule (c): The central carbon is bonded to a hydrogen (H), chlorine (Cl), bromine (Br), and another carbon atom. However, the presence of a second carbon atom bonded to identical groups (H and CH3) makes it achiral.
Examine molecule (d): The central carbon is bonded to a hydrogen (H), a hydroxyl group (OH), a phenyl group (C6H5), and another hydrogen atom. The presence of two identical hydrogen atoms means it is not chiral. However, if the structure is misinterpreted, ensure to verify the correct 3D arrangement for chirality.