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Dihexyl ketone
[CAS# 462-18-0]

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Identification
Classification Organic raw materials >> Ketone compound
Name Dihexyl ketone
Synonyms Enanthone; Hexyl ketone; NSC 77941
Molecular Structure CAS # 462-18-0, Dihexyl ketone, Enanthone, Hexyl ketone, NSC 77941
Molecular Formula C13H26O
Molecular Weight 198.34
CAS Registry Number 462-18-0
EC Number 207-324-3
SMILES CCCCCCC(=O)CCCCCC
Properties
Solubility Practically insoluble (0.056 g/L) (25 ºC), Calc.*
Density 0.825±0.06 g/cm3 (20 ºC 760 Torr), Calc.*
Melting point 390-410 ºC (decomp)**
Boiling point 261.05 ºC (760 Torr)***
Flash point 79.7±14.0 ºC, Calc.*
* Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (©1994-2014 ACD/Labs)
** Ivanov, D.; Bulletin de la Societe Chimique de France 1928, V43, P441-7.
*** Deffet, L.; Bulletin des Societes Chimiques Belges 1931, V40, P385-402.
Safety Data
Hazard Symbols symbol   GHS07 Warning    Details
Hazard Statements H315-H319-H335    Details
Precautionary Statements P261-P264-P264+P265-P271-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Specific target organ toxicity - single exposureSTOT SE3H335
Skin irritationSkin Irrit.2H315
Eye irritationEye Irrit.2AH319
SDS Available
up Discovory and Applicatios
Dihexyl ketone is an aliphatic ketone with the molecular formula C12H24O. Structurally, it consists of a carbonyl group (C=O) flanked by two hexyl (–C6H13) chains, giving it a symmetrical linear structure. The compound is typically a colorless liquid at room temperature, with low to moderate viscosity, a mild odor, and solubility in common organic solvents such as ethanol, acetone, and hydrocarbons, while being practically insoluble in water.

Dihexyl ketone is primarily used as a solvent and intermediate in organic synthesis. The carbonyl group is reactive toward nucleophiles, allowing the compound to participate in condensation reactions, reductions, and other transformations to produce alcohols, enolates, or substituted ketones. Its long alkyl chains confer hydrophobicity, making it useful in nonpolar reaction media or formulations requiring lipophilic components.

In industrial applications, dihexyl ketone can be used as a solvent in coatings, paints, and chemical processes where moderate polarity and low reactivity are required. Its chemical stability and low volatility relative to shorter-chain ketones make it suitable for formulations needing controlled evaporation rates and compatibility with hydrophobic materials.

Synthetically, dihexyl ketone can be prepared by the oxidation of dihexyl alcohols or by acylation reactions using hexyl derivatives and appropriate acylation reagents. Standard handling precautions include avoiding contact with strong oxidizing agents and open flames, as it is flammable.

Overall, dihexyl ketone is a versatile aliphatic ketone with applications as a solvent and chemical intermediate. Its combination of a reactive carbonyl group and long hydrophobic chains allows for use in organic synthesis, industrial formulations, and processes requiring a stable, moderately polar liquid.

References

2023. The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata). Zenodo.
DOI: 10.5281/zenodo.5794106
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