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Alkenea |
Product (Yield)b |
Purification Method |
mp or bp (°C) |
---|---|---|---|
Heneicosanoic acid (84%) |
Recrystallization (acetone) |
72–74° (75°, 82°)c |
|
Nonadecanoic acid(80%) |
Recrystallization (methylene chloride) |
68–68.5° (67–68°)d |
|
Heptadecanoic acid (81%) |
Recrystallization (pet. ether) |
60–62° (60–61°)e |
|
Pentadecanoic acid (84%) |
Recrystallization (ethanol-water) |
52–53° (53°)e |
|
Tridecanoic acid (83%) |
Recrystallization (acetone-water) |
43–44° (44.5–45.5°)e |
|
Nonanoic acid (92%) |
Vacuum distillation |
109–111°/2.4 mm (121°/4 mm)e |
|
Heptanoic acid (70%) |
Vacuum distillation |
107–108°/7 mm (115–116°/11 mm)e |
|
Benzoic acid (96%) |
Recrystallization (water) |
121–122° (122°)e |
|
aThe alkenes were obtained from the Aldrich Chemical Company, Inc. Purity ranged from 99 to 87%. |
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bThe purity of the starting material was taken into consideration in yield calculations. |
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c"Handbook of Chemistry and Physics," The Chemical Rubber Co., 52nd ed. |
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d2. |
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e"Dictionary of Organic Compounds," Eyre and Spottiswoode, 4th ed. |
Appendix
Compounds Referenced (Chemical Abstracts Registry Number)
brine
Adogen 464
manganese(IV) oxides
ethanol (64-17-5)
sulfuric acid (7664-93-9)
acetic acid (64-19-7)
Benzene (71-43-2)
acetic anhydride (108-24-7)
potassium permanganate (7722-64-7)
Benzoic acid (65-85-0)
sodium bisulfite (7631-90-5)
acetone (67-64-1)
manganese dioxide (1313-13-9)
methylene chloride (75-09-2)
styrene (100-42-5)
Tridecanoic acid (638-53-9)
Pentadecanoic acid (1002-84-2)
Heptanoic acid (111-14-8)
1-hexadecene (629-73-2)
Nonanoic acid (112-05-0)
tert-butyl alcohol (75-65-0)
1-octene (111-66-0)
1-octadecene (112-88-9)
1-decene (872-05-9)
Nonadecanoic acid (646-30-0)
1-eicosene (3452-07-1)
1-Docosene (1599-67-3)
1-Tetradecene (1120-36-1)
Heneicosanoic acid (2363-71-5)
Heptadecanoic acid (506-12-7)