Dicyclohexyl ether
Comment: Chemical book is considered an unreliable source. Information sourced from there needs to be removed and sourced from elsewhere. Sulfurboy (talk) 03:41, 5 August 2026 (UTC)
- Comment: Non-notable compound, based on the sources provided, which are all database entries or primary research articles. Secondary sources are needed. WeirdNAnnoyed (talk) 21:01, 30 May 2026 (UTC)
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| Names | |
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| IUPAC name
Cyclohexyloxycyclohexane[1]
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| Other names | |
| Identifiers | |
3D model (JSmol)
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| E number | Lua error in Module:Wikidata at line 879: attempt to index field 'wikibase' (a nil value). |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| (C 6H 11) 2O | |
| Molar mass | 182.307 g·mol−1 |
| Appearance | Colorless liquid[3] |
| Density | 0.9227 g/ml[4] |
| Melting point | −36 °C (−33 °F; 237 K)[4] |
| Boiling point | 244 °C (471 °F; 517 K)[3] |
Refractive index (nD)
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1.4741 (estimate)[4] |
| Hazards | |
| Flash point | 94 °C (201 °F; 367 K)[3] |
| Related compounds | |
Related compounds
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Diphenyl ether |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Dicyclohexyl ether is an organic compound with the chemical formula (C
6H
11)
2O. It is a colorless liquid. It composes of two cyclohexyl groups attached to one oxygen atom.
Synthesis
Cyclohexanol can be converted to dicyclohexyl ether by cation-exchanged bentonite clays as a catalyst. Bentonite clays that exchange Al3+, Co2+ and Na+
cations are used in etherification of cyclohexanol to dicyclohexyl ether. Product yields obtained for metal cation exchanged clays are in the order Al3+ > Co2+ > Na+
.[5]
Dicyclohexyl ether can also be synthesized from cyclohexanol by heating it to 134 to 138 °C (273 to 280 °F) in the presence of sulfuric acid as a catalyst, for 1 to 1.5 hours, in an oil bath.[6]
2 C
6H
11OH → (C
6H
11)
2O + H
2O
Dicyclohexyl ether can also be obtained by heating cyclohexanol with tungstic acid at 100 °C (212 °F). Two cyclohexanol molecules condense to form the ether and water as a byproduct. The condensation is completed after 13 days.[7]
Uses
Dicyclohexyl ether is used for research and development only. It is not used for medicinal, household or other use.[8] It can serve as a new hydroxy-protecting group for serine and threonine in peptide synthesis.[9]
References
- ↑ 1.0 1.1 1.2 1.3 PubChem. "1,1'-Oxybis[cyclohexane]". pubchem.ncbi.nlm.nih.gov. Retrieved 29 April 2026.
- ↑ ChemSpider. "Cyclohexyl ether". www.chemspider.com. Retrieved 29 April 2026.
- ↑ 3.0 3.1 3.2 3.3 TCI. "Oxydicyclohexane". www.tcichemicals.com. Retrieved 29 April 2026.
- ↑ 4.0 4.1 4.2 Chemical Book. "1,1'-oxybis(cyclohexane)". www.chemicalbook.com. Retrieved 29 April 2026.
- ↑ Chatterjee, Debabrata; Mody, H.M.; Bhatt, K.N. (1995). "Conversion of cyclohexanol to dicyclohexyl ether catalyzed by cation-exchanged bentonite clays". Journal of Molecular Catalysis A: Chemical. 104 (2): L115–L118. doi:10.1016/1381-1169(95)00206-5.
- ↑ "Preparation method of dicyclohexyl ether".
- ↑ Alrefaee, Salhah Hamed; Apblett, Allen W. (2019). "Methods for the reaction of alkenes with activated tungstic acid". Heliyon. 5 (11). Bibcode:2019Heliy...502780A. doi:10.1016/j.heliyon.2019.e02780. PMC 6895725 Check
|pmc=value (help). PMID 31844714. Unknown parameter|article-number=ignored (help) - ↑ Chemical Book. "1,1'-oxybis(cyclohexane)" (PDF). www.chemicalbook.com. Retrieved 29 April 2026.
- ↑ Nishiyama, Yasuhiro; Shikama, Suguru; Morita, Ken-Ichi; Kurita, Keisuke (2000). "Cyclohexyl ether as a new hydroxy-protecting group for serine and threonine in peptide synthesis". Journal of the Chemical Society, Perkin Transactions 1 (12): 1949–1954. doi:10.1039/B001261K.
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