Advices For Studying Organic Chemistry

2) Diethyl ether and 1-butanol have the same solubility in water, approximately 8 g

per 100 mL at room temperature. Pentane, by contrast, is virtually insoluble in

water.

O O

H 3 C O

H

H

CH 3

CH 3

H

Hydrogen bonding between molecules of methanol

Table 11.1 Physical Properties of Ethers

NAME FORMULA mp
(°C)

bp

(°C)

Density

d 420 (g mL–^1 )

Dimethyl ether CH 3 OCH 3 –138 –24.9 0.661

Ethyl methyl ether CH 3 OCH 2 CH 3 10.8 0.697

Diehyl ether CH 3 CH 2 OCH 2 CH 3 –116 34.6 0.714

Dipropyl ether (CH 3 CH 2 CH 2 ) 2 O –122 90.5 0.736

Diisopropyl ether (CH 3 ) 2 CHOCH(CH 3 ) 2 –86 68 0.725

Dibutyl ether (CH 3 CH 2 CH 2 CH 2 ) 2 O –97.9 141 0.769

1,2-Dimethoxyethane CH 3 OCH 2 CH 2 OCH 3 –68 83 0.863

Tetrahydrofuran

O

–108 65.4 0.888

1,4-Dioxane OO

11 101 1.033

Anisole

(methoxybenzene) OCH^3 –37.3 158.3 0.994