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Cyclohexanol

Updated: 2026-07-17

Overview

Cyclohexanol is an alicyclic alcohol derived from phenol hydrogenation or cyclohexane oxidation. As a key intermediate in nylon production, it holds significant industrial importance since the 1940s. The compound's ability to dissolve various organic materials while maintaining moderate volatility makes it valuable across chemical sectors. The global market for cyclohexanol is primarily driven by demand for adipic acid and caprolactam, which collectively account for over 80% of its consumption. Modern production methods focus on catalytic processes that optimize yield while minimizing environmental impact.

Physical and Chemical Properties

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Cyclohexanol exhibits typical secondary alcohol reactivity, undergoing esterification, oxidation, and dehydration reactions. Its viscosity (4.6 mPa·s at 30°C) and surface tension (34.5 dyn/cm) influence industrial handling procedures. The compound's hydroxyl group enables hydrogen bonding, affecting its solubility profile. Notable chemical behaviors include conversion to cyclohexanone through dehydrogenation, and ring-opening reactions under strong oxidizing conditions. Its azeotropic mixture with water (29.6% cyclohexanol, bp 97.8°C) requires consideration in purification processes. Thermal stability extends to approximately 200°C before significant decomposition occurs.

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Main Applications

In nylon manufacturing, cyclohexanol serves as the precursor for both adipic acid (via nitric acid oxidation) and caprolactam (through oximation and Beckmann rearrangement). These monomers are essential for producing nylon 6,6 and nylon 6 polymers respectively. The solvent applications leverage its ability to dissolve cellulose derivatives, resins, and waxes, particularly in specialty coatings and ink formulations. Emerging uses include fragrance fixation in cosmetics and as a high-boiling point solvent for chemical reactions requiring temperatures between 100-160°C.

Safety and Storage

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Classified as a Category 3 flammable liquid, cyclohexanol requires storage in UN-approved containers with proper grounding. Secondary containment is recommended due to its moderate water solubility (3.6 g/100 mL) and potential environmental impact. Exposure controls should maintain airborne concentrations below the 50 ppm TLV. Spill response requires absorbent materials like vermiculite, avoiding water jets that may spread the liquid. Incompatibilities include strong oxidizers, acid chlorides, and reactive metals. Decomposition products under fire conditions include carbon monoxide and irritating aldehydes.

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B2B Procurement Guide

Industrial buyers should specify technical grade (typically 98% purity) or refined grade (99.5+%) depending on application needs. Common packaging includes 200L steel drums (net ~180 kg) or isotanks for bulk quantities exceeding 5 metric tons. Quality verification should include GC analysis for purity and moisture content (typically <0.1% water). Just-in-time procurement is advisable due to the compound's hygroscopic nature. Leading production regions include China, Western Europe, and North America, with transportation regulations varying by jurisdiction. Long-term contracts often provide 5-15% cost advantages versus spot purchases.

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