Chemistry:Cycloheptanol
Cycloheptanol is the organic compound with the chemical formula (CH
2)
6CHOH or C
7H
13OH. It is a colorless oily liquid with mild, sweet alcoholic odor. The molecule is related to 7-membered cycloheptane ring in which one of its hydrogen atoms is replaced by a hydroxyl group.
Synthesis
Cycloheptanol can be synthesized by reduction of cycloheptanone.[1]
Properties
Cycloheptanol molecule consists of a large nonpolar hydrophobic 7-membered hydrocarbon ring (–C
7H
13) (which is contributing to cycloheptanol's practical insolubility in water), with a polar hydrophilic hydroxyl group (–OH) attached to it.[2]
Solid cycloheptanol shows polymorphism at low temperatures. Four phases are discovered: phase I, II, III and IV. Phases I and II are orientationally disordered. Phases III and IV are orthorhombic.[3] The phase transition temperatures are: from liquid phase to phase I 7.15 °C (44.87 °F) (melting point), from phase I to phase II −14.70 °C (5.54 °F), from phase II to phase III −45.89 °C (−50.60 °F).[4][5]
Uses
It is used in organic synthesis, as a solvent and as an intermediate in the production of various chemicals.[6]
Safety
Cycloheptanol is a flammable chemical, difficult to ignite. Vapors can form explosive mixtures with air on intense heating, and are 3.94 times heavier than air, thus, they may spread along floors.[7][8] It reacts violently with strong oxidising agents and acid anhydrides. When on fire, it emits toxic gases of carbon monoxide and carbon dioxide. Keep away from open flames, hot surfaces and sources of ignition. Precautionary measures against static discharge must be taken.[8]
References
- ↑ ChemSrc. "Cycloheptanol". https://www.chemsrc.com/en/cas/502-41-0_78105.html.
- ↑ Cite error: Invalid
<ref>tag; no text was provided for refs namedbenchchem - ↑ Salud, J.; López, D. O.; Diez-Berart, S.; Pérez-Jubindo, M. A.; de la Fuente, M. R.; Rute, M. A.; Puertas, R. (2009). "Solid phases in cycloheptanol: Dynamic disorder and glass transitions". Journal of non Crystalline Solids 355 (52–54): 2550. doi:10.1016/j.jnoncrysol.2009.09.007. Bibcode: 2009JNCS..355.2550S. https://www.sciencedirect.com/science/article/abs/pii/S0022309309006218.
- ↑ Puertas, R.; Salud, J.; López, D. O.; Rute, M. A.; Diez, S.; Tamarit, J. Ll.; Barrio, M.; Pérez-Jubindo, M. A. et al. (2005). "Static and dynamic studies on cycloheptanol as two-orientational glass-former". Chemical Physics Letters 401 (4): 368. doi:10.1016/j.cplett.2004.11.078. Bibcode: 2005CPL...401..368P. https://www.sciencedirect.com/science/article/abs/pii/S0009261404018627.
- ↑ Adachi, Keiichiro; Suga, Hiroshi; Seki, Syûzô (1972). "Calorimetric Study of the Glassy State. VII. Phase Changes between the Crystalline Phases of Cycloheptanol with Various Degrees of Stability". Bulletin of the Chemical Society of Japan 45 (7): 1960–1972. doi:10.1246/bcsj.45.1960.
- ↑ Cite error: Invalid
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