3-Methyl-3-pentanol[1]
Structural formula
Ball-and-stick model of 3-methyl-3-pentanol
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 Edit this at Wikidata
EC Number
  • 201-053-4
UNII
  • InChI=1S/C6H14O/c1-4-6(3,7)5-2/h7H,4-5H2,1-3H3 checkY
    Key: FRDAATYAJDYRNW-UHFFFAOYSA-N checkY
  • InChI=1/C6H14O/c1-4-6(3,7)5-2/h7H,4-5H2,1-3H3
    Key: FRDAATYAJDYRNW-UHFFFAOYAV
  • OC(C)(CC)CC
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
GHS labelling:
GHS02: FlammableGHS07: Exclamation mark
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):
710 mg/kg rat
Safety data sheet (SDS) http://www.sciencelab.com/msds.php?msdsId=9926087
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).
☒N verify (what is checkY☒N ?)

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]

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
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. Vol. 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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