1-Ethylcyclohexanol
[CAS# 1940-18-7]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrimidine compound >> Alcohol
• Name: 1-Ethylcyclohexanol
• Molecular Formula: C₈H₁₆O
• Molecular Weight: 128.22
• CAS Registry Number: 1940-18-7
• EC Number: 621-537-2
• SMILES: CCC1(CCCCC1)O

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H319
• Safety Statements: P264-P264+P265-P270-P280-P301+P317-P305+P351+P338-P330-P337+P317-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H302
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315
Flammable liquids	Flam. Liq.	4	H227
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2A	H319

Discovery and Applications

1-Ethylcyclohexanol is an organic compound with the chemical formula C8H16O. It is a cyclic alcohol in which an ethyl group is attached to the cyclohexanol ring. The discovery of 1-ethylcyclohexanol can be traced back to early studies on cyclohexanol derivatives, which were part of broader investigations into the chemistry of cyclic alcohols and their reactivity.

The synthesis of 1-ethylcyclohexanol typically involves the alkylation of cyclohexanol with ethyl halides. One common method involves reacting cyclohexanol with ethyl iodide in the presence of a base, such as potassium carbonate. The reaction proceeds via an SN2 mechanism, where the ethyl group is introduced to the cyclohexanol ring.

In terms of applications, 1-ethylcyclohexanol is primarily used as an intermediate in the synthesis of various chemical products. It serves as a building block in the production of esters, which are important in the manufacture of fragrances, flavorings, and other specialty chemicals. The compound is also utilized in the production of surfactants, where it contributes to the development of detergents and cleaning agents.

Another application of 1-ethylcyclohexanol is in the field of polymer chemistry. It is used as a monomer or co-monomer in the synthesis of polymers and copolymers, which are essential in the creation of a wide range of materials, including plastics and elastomers. The properties of 1-ethylcyclohexanol make it suitable for modifying the physical characteristics of polymers, such as their flexibility and solubility.

Additionally, 1-ethylcyclohexanol finds use in the formulation of industrial products, such as coatings and adhesives. Its properties as a solvent and its ability to influence the drying time and adhesion properties of formulations make it a valuable component in these applications.

Due to its role in various chemical processes, 1-ethylcyclohexanol is subject to careful handling and storage practices. While it is generally considered to have moderate toxicity, appropriate safety measures should be taken to avoid exposure and ensure safe usage in industrial and laboratory environments.

Overall, 1-ethylcyclohexanol is a versatile chemical with significant applications in the synthesis of other chemicals, polymer production, and industrial formulations. Its discovery and development have contributed to advancements in various fields of chemistry and industrial manufacturing.

References

2001. Reactions of Tertiary Alcohols with Palladium(II) Tetraaqua Complex. Formation of Palladium π-Allyl Complexes. Russian Journal of General Chemistry, 71(8).
DOI: 10.1023/a:1013244222139

2002. Mass Spectrometry. Atlas of Plastics Additives, 7.
DOI: 10.1007/978-3-642-56211-2_7

2007. Replacement of an Alcoholic Hydroxy Group with Chloromethylenedimethyliminium Chloride and Related Reagents. Science of Synthesis.
URL: https://science-of-synthesis.thieme.com/app/text/?id=SD-035-00085