3-Methyl-3-pentanol

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]

3-Methyl-3-pentanol[1]
Names
Preferred IUPAC name
3-Methylpentan-3-ol
Other names
3-Methyl-3-pentanol
Diethyl carbinol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.000.959
EC Number
  • 201-053-4
UNII
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
293.4 J·mol−1·K−1 (liquid)
Hazards
Safety data sheet http://www.sciencelab.com/msds.php?msdsId=9926087
GHS pictograms
GHS Signal word Warning
H226, H302
P210, P233, P240, P241, P242, P243, P264, P270, P280, P301+312, P303+361+353, P330, P370+378, P403+235, P501
Lethal dose or concentration (LD, LC):
710 mg/kg rat
Related compounds
Related compounds
 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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Infobox references

Synthesis

It can be prepared by reacting ethylmagnesium bromide with methyl acetate in the so-called Grignard reaction using dried diethyl ether or tetrahydrofuran as solvent.

Synthesis of 3-Methyl-3-pentanol

It can be prepared also by reacting ethylmagnesium bromide with butanone in the same conditions already mentioned.

References
  1. 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.
  2. Sittig M (1988). Pharmaceutical manufacturing encyclopedia. 2 (2 ed.). William Andrew. pp. 555–556. ISBN 978-0-8155-1144-1. Retrieved 2010-01-22.
  3. 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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