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11 Say true or false a. In some cases, constitutional isomers are chiral. b. In

ID: 1088035 • Letter: 1

Question

11 Say true or false a. In some cases, constitutional isomers are chiral. b. In every case, a pair of enantiomers have a mirror-image relationship. c. Mirror-image molecules are in all cases enantiomers d. If a compound has an enantiomer, it must be chiral. e. Every chiral compound has a diastereomer. f. If a compound has a diastereomer, it must be chiral. g. Every molecule containing one or more asymmetric carbons is chiral. h. Any molecule containing a stereocenter must be chiral. i. Any molecule with a stereocenter must have a stereoisomer j. Some diastereomers have a mirror-image relationship Some chiral compounds are optically inactive. I. Any chiral compound with a single asymmetric carbon must have a positive optical rotation if the compound has the R configuration. m. A structure is chiral if it has no plane of symmetry n. All chiral molecules have no plane of symmetry o. All asymmetric carbons are stereocenters SH

Explanation / Answer

(a) Yes.

Reason: Consider the example of (a) 1,2 dichloropropane and (b) 2,2 dichloropropane. a and b are constituitional isomers.

b is achiral and its constituitonal isomer a is chiral. The above example substantiate the question.

b) Yes

Reason: Non-superimposable mirror images are called enantiomers

c) No

Reason: There can be mirror images that are superimposable and only non-superimposable mirror images are called enantiomers For example, meso compunds like meso tartaric acid.

d) Yes

Reason: non-superimposable mirror images are called enantiomers. if they are non-superimposable they must be chiral

e) No.

Reason: A minimum of 2 chiral center is requred for the compound to be eligible to possess a diastereomer. In some cases even constituitional isomers can be diastereomeric.

F) No.

Reason: Meso compouds are achiral however, they have distereomeric relationship with their their optically active counterparts. Eg. Meso tartaric acid and L tartaric acid are diastereomers

g) No.

Reason: Meso compounds having many asymmetric carbon atoms are achiral due to plane of symmetry.

h. No.

Reason: compounds which has a plane of symmetry are not chiral even though they have stereo centers. Eg. Meso tartaric acid

i) Yes.

Reason: Compouds containing stereocenters have their mirror images as isomers.

j) No.

Reason: The very definition of diastereomers itself contradict the statement. Diastereomers are the optical isomers devoid of mirror image relationship.  

k) No.

Reason: Chiral compounds doesnt have plane of symmetry and center of symmetry in general. Therefore they are optically active.

l) No.

Reason: Optical rotatory power is the intrinsic and innate capacity of a chiral molecule. It is experimentally determined. However, R and S configuration is rationally assigned to a chiral center to showcase the attachment of groups around the carbon in 3 dimension.

m) No

Reason: even if it does not possess plane of symmetry, other symmetries like point of symmetry can make the molecule aciral.

n) Yes

Reason: if it has plane of symmetry, one half of the molecule will be the exact half of the other half and the molecule cannot be chiral

o) Yes

Reason: Asymmetric carbon are those attached with different groups to complete its valency. Since all groups are different, interchanging any two groups can result in forming a stereoisomer (condition for becoming a stereocentre)

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