MAHISHADAL RAJ COLLEGE

SEM-1 INTER NAL EXAM ANSWER ANY 5(5X2)

F.M. 10

1. CONSIDER THE STATEMENT ABOUT THE FOLLOWING STRUCTURE X & Y

2. THE COMPOUND THAT IS ANTIAROMATIC IS 2014,39

3. CORRECT MATCH FOR THE PRODUCTS OF THE REACTION IN COLUMN A WITH THE
PROPERTIES IN COLUMN B-IS 2016115bn
 4. WHAT DO YOU THINK ABOUT C1-C2 & C2-C3 BOND LENGTHS IN
NAPHTHALENE?

5. SHOW WITH THE HELP OF APPRIATE DIAGRAM THAT THE 90O-ROTATED

FORM OF AN ALKENE HAS ZERO OVERLAP BETWEEN THE PAIR OF CARBON
2PZ ORBITALS.

6. WHY CYCLIC ALKYNES WITH FEWER THAN EIGHT CARBONS ARE NOT
STABLE AT ROOM TEMPERATURE.

7. NH4+salts are much more soluble in water than are the corresponding Na + salts.

Explain.

In question 3 boron compound is anti aromatic .it has 4n electron with vacant p
orbital on boron which acts as +ve charge.

In q 1 X&Y ARE tautomers Yis more basic than X.

 Note that the 0 conformation of ethylene has torsional strain induced by the
eclipsing of the carbonhydrogen bonds. Tis strain is removed in the 90-rotated
arrangement because now the electrons are as far apart as possible. In ethane, each
pair of eclipsed hydrogens induces approximately 1 kcal/mol (4.18 kJ/mol) of destabilization. Terefore,
our initial guess might be that the 0 form of ethylene
would be about 2 kcal/mol (8.38 kJ/mol) higher in energy than the 90 form. Tat
estimate would be approximately right if torsional strain were the whole story. But it
is not, as we have ignored the pair of 2pz orbitals, and their interaction completely
overwhelms the small amount of torsional strain.
In the 0 form, the two p orbitals overlap; in the 90 form they do not (Fig. 3.14).
When rotation occurs, the 2p/2p overlap declines and so does the stabilization
derived from occupying the new bonding molecular orbital with two electrons. Tere
is an enormous stabilizing eect in the 0 arrangement that overcomes t
 This value of 65.9 kcal/mol tells us another important thing. Te pi bond
is substantially weaker than a typical sigma bond, with a bond energy of about 90 kcal/
mol. Side-to-side overlap of p orbitals is less stabilizing than the head-to-head overlap in sigma orbitals.