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Organic Chemistry

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Halogeno-alkanes usually have a small dipole. Additionally,<br />

the larger halogens (Br and I) have substantial London<br />

Dispersion Forces because of their large size.<br />

These factors will usually give halogeno-alkanes stronger intermolecular<br />

bonds than alkanes, and higher B.P. and M.P.<br />

The small dipole makes them mostly insoluble in water.<br />

Explain why the boiling point of cis and trans -1,2dichloroethane<br />

and cis and trans-2-butene are different.<br />

cis<br />

trans<br />

1,2-dichloroethane<br />

(°C)<br />

b.p.<br />

60<br />

48<br />

1,2-dichloroethane<br />

(°C)<br />

m.p.<br />

-80<br />

-50<br />

2-butene 2-butene<br />

(°C) (°C)<br />

b.p.<br />

4<br />

1<br />

m.p.<br />

-139<br />

-106<br />

Halogeno-alkanes alkanes are characterized as primary (1°),<br />

secondary (2°) or tertiatry (3°).<br />

This designation describes the number of carbons attached to<br />

the halogenated carbon.<br />

1° 2° 3°<br />

X X X<br />

4.2 Halogenation of alkanes<br />

Alkanes are stable molecules. Reactions with alkanes require<br />

high initial energies to break the alkane bonds to start a<br />

reaction.

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