Cyclopentanone is a cyclic ketone consisting of four methylene groups and a carbonyl group. (CH 2 ) 4 CO.
| Cyclopentanone | |
|---|---|
| Are common | |
| Chem. formula | C 5 H 8 O |
| Physical properties | |
| condition | liquid |
| Molar mass | 84.12 g / mol |
| Density | 0.95 g / cmΒ³ |
| Thermal properties | |
| T. melt. | -51 Β° C |
| T. bale. | 131 Β° C |
| T. ign. | 30.5 Β° C |
| Steam pressure | 1100 20 Pa |
| Chemical properties | |
| Solubility in water | 0.92 g / 100 ml |
| Optical properties | |
| Refractive index | 1.4366 |
| Classification | |
| Reg. CAS number | 120-92-3 |
| PubChem | |
| Reg. EINECS number | |
| Smiles | |
| Inchi | |
| RTECS | |
| Chebi | |
| ChemSpider | |
Physical Properties
A colorless liquid with a characteristic odor. The boiling point is 130-131 Β° C. It is moderately soluble in water, well in ethanol and diethyl ether . [one]
Getting
- Obtained by pyrolysis of adipic acid in the presence of barium salts [2] or calcium ( cyclization of Ruzicki ).
- Another method is the catalytic oxidation of cyclopentene by atmospheric oxygen [3] .
- Oxidation of cyclopentane is also used [4] .
Chemical Properties
Chemical properties are similar to acyclic ketones . Forms an oxime .
Application
Cyclopentanone is mainly used as a flavoring agent. It is also a precursor for the synthesis of various organic compounds (eg, jasmone [5] , misoprostol , en: Cyclopentamine ).
Toxicology and Safety
Cyclopentanone irritates the skin and respiratory system, and a mixture of its vapors with air is explosive. In high concentrations it has a narcotic effect.
Notes
- β Chemical Encyclopedic Dictionary. Moscow, Soviet Encyclopedia, 1983, p. 683
- β JF Thorpe and GAR Kon (1925). "Cyclopentanone". Org. Synth. 5:37; Coll. Vol. 1, p. 192.
- β J. Smidt, W. Hafner, R. Jira, J. Sedlmeier, R. Sieber, R. RΓΌttinger, H. Kojer: Katalytische Umsetzungen von Olefinen an Platinmetall-Verbindungen Das Consortium-Verfahren zur Herstellung von Acetaldehyd, in: Angew. Chem. 1959, 71, 176β182; doi: 10.1002 / ange.19590710503
- β Shell Devel. Co., Patent, US 2391740 1944
- β Hardo Siegel, Manfred Eggersdorfer "Ketones" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim.doi: 10.1002 / 14356007.a15_077