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Which compound is optically active ?...

Which compound is optically active ?

A

2-methylpropan-1-amine

B

Butan-2-amine

C

Butan-1-amine

D

2-methylpropan-2-amine

Text Solution

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The correct Answer is:
B

The compound with one chiral carbon atom is optically active.
(A) 2-methylpropan-1-amine : `H_(3)C-overset(CH_(3))overset("| ")underset("H ")underset("| ")("C ")-overset("H")overset("|")underset("H")underset("|")("C")-NH_(2)` has no chiral carbon.
(B) Butan-2-amine : `H_(3)C-overset("H ")overset("| ")underset(NH_(2))underset("| ")("C"^(**))-CH_(2)CH_(3)`
The asterik marked carbon is a chiral carbon.
(C ) Butan-1-amine : `CH_(3)-CH_(2)-CH_(2)-CH_(2)NH_(2)` has no chiral carbon.
(D) 2-methylpropan-2-amine : `CH_(3)-overset(CH_(3))overset("| ")underset(NH_(2))underset("| ")("C ")-CH_(3)` has no chiral carbon.
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An optically active compound A (assume dextrorotatory) has the molecular formula C_(7)H_(11)Br . A reacts with hydrogen bromide, in the absence of peroxides to yield isomeric products, B and C, with the molecular formula C_(7)H_(12)Br_(2) . Compound B is optically active, C is not. Treating B with 1 mol of potassium butoxide yields (+)-A . Treating C with 1 mol of potassium tert-butoxide yields (+-)-A . Treating A with potassium tert-butoxide yields D(C_(7)H_(10)) . Subjecting 1 mol of D to ozonolysis followed by treatment with zinc and acetic acid yields 2 moles of formaldehyde and 1 mole of 1,3-cyclopentanedione. The optically active compound 'A' is

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