3-Methyl-3-pentanol (IUPAC name: 3-methylpentan-3-ol) is an organic chemical compound and a tertiary hexanol. It is used in the synthesis of the tranquilizer emylcamate,[2] and has similar sedative and anticonvulsant actions itself.[3]
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| Names | |
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| Preferred IUPAC name
3-Methylpentan-3-ol | |
| Other names
3-Methyl-3-pentanol
Diethyl carbinol | |
| Identifiers | |
3D model (JSmol)
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| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.000.959 |
| EC Number |
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PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C6H14O | |
| Molar mass | 102.174 g/mol |
| Appearance | colorless liquid |
| Odor | fruity |
| Density | 0.8286 g/cm3 at 20 °C |
| Melting point | −23.6 °C (−10.5 °F; 249.6 K) |
| Boiling point | 122.4 °C (252.3 °F; 395.5 K) |
| 45 g/L | |
| Solubility | miscible with ethanol, diethyl ether |
| Thermochemistry | |
Heat capacity (C)
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293.4 J·mol−1·K−1 (liquid) |
| Hazards | |
| GHS labelling: | |
 
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| Warning | |
| H226, H302 | |
| P210, P233, P240, P241, P242, P243, P264, P270, P280, P301+P312, P303+P361+P353, P330, P370+P378, P403+P235, P501 | |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose)
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710 mg/kg rat |
| Safety data sheet (SDS) | http://www.sciencelab.com/msds.php?msdsId=9926087 |
| Related compounds | |
Related compounds
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Hexanol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Synthesis
editIt can be prepared by reacting ethylmagnesium bromide with methyl acetate in the so-called Grignard reaction using dried diethyl ether or tetrahydrofuran as solvent.
It can be prepared also by reacting ethylmagnesium bromide with butanone in the same conditions already mentioned.
References
edit- ^ Lide DR (1998). Handbook of Chemistry and Physics (87 ed.). Boca Raton, Florida: CRC Press. pp. 3–400, 5–47, 8–106. ISBN 0-8493-0594-2.
- ^ Sittig M (1988). Pharmaceutical manufacturing encyclopedia. Vol. 2 (2 ed.). William Andrew. pp. 555–556. ISBN 978-0-8155-1144-1. Retrieved 2010-01-22.
- ^ Brown B, Schaffarzick RW, Dreisbach RH (October 1955). "Anticonvulsant properties of certain secondary and tertiary alcohols". The Journal of Pharmacology and Experimental Therapeutics. 115 (2): 230–9. PMID 13272171.
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