Hexane-2,5-dione
From Wikipedia, the free encyclopedia
| Hexane-2,5-dione | |
|---|---|
 |
|
| General | |
| Other names | 1,2-diacetylethane 'α','β'-diacetylethane acetonyl acetone diacetonyl 2,5-dioxohexane 2,5-diketohexane 2,5-hexanedione |
| Molecular formula | C6H10O2 |
| SMILES | CC(=O)CCC(=O)C |
| Molar mass | 114.1438 g mol−1 |
| Appearance | clear, colorless liquid |
| CAS number | [110-13-4] |
| Properties | |
| Density and phase | 0.973 g cm−3, liquid |
| Solubility in water | ≥ 10 g/100 ml (22 °C) |
| Melting point | −5.5 °C (267.7 K) |
| Boiling point | 191 °C (464 K) |
| Viscosity | ? cP at ? °C |
| Structure | |
| Molecular shape | trigonal planar at carbonyl tetrahedral elsewhere |
| Dipole moment | ? D |
| Hazards | |
| MSDS | External MSDS |
| EU classification | ? |
| NFPA 704 | ? |
| R-phrases | ? |
| S-phrases | ? |
| Flash point | 78 °C |
| Autoignition temperature | ? |
| RTECS number | MO3150000 |
| Supplementary data page | |
| Structure and properties |
n, εr, etc. |
| Thermodynamic data |
Phase behaviour Solid, liquid, gas |
| Spectral data | UV, IR, NMR, MS |
| Related compounds | |
| Related diketones | acetylacetone |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
|
Hexane-2,5-dione, C6H10O2, is a diketone and a toxic metabolite of hexane.
[edit] Symptoms
The initial symptoms of chronic hexane toxicity, attributable to hexane-2,5-dione, are tingling and cramps in the arms and legs, followed by general muscular weakness. In severe cases, atrophy of the skeletal muscles is observed, along with a loss of coordination and problems of vision.
Similar symptoms are observed in animal models. They are associated with a degeneration of the peripheral nervous system (and eventually the central nervous system), starting with the distal portions of the longer and wider nerve axons.
[edit] Mechanism of action
It is believed that hexane-2,5-dione reacts with the amino group of the side chain of lysine residues in proteins, causing cross-linking and a loss of protein function.
 |
This article about an organic compound is a stub. You can help Wikipedia by expanding it. |
