3-Methyl-3-pentanol

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
CAS Number	77-74-7 [PubChem]=;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL506184 ;
ChemSpider	6248 ;
ECHA InfoCard	100.000.959
EC Number	201-053-4;
PubChem CID	6493;
UNII	SR4551FEKB;
CompTox Dashboard (EPA)	DTXSID0021755;
	InChI InChI=1S/C6H14O/c1-4-6(3,7)5-2/h7H,4-5H2,1-3H3 Key: FRDAATYAJDYRNW-UHFFFAOYSA-N ; InChI=1/C6H14O/c1-4-6(3,7)5-2/h7H,4-5H2,1-3H3 Key: FRDAATYAJDYRNW-UHFFFAOYAV;
	SMILES OC(C)(CC)CC;
Properties
Chemical formula	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)
Solubility in water	45 g/L
Solubility	miscible with ethanol, diethyl ether
Thermochemistry
Heat capacity (C)	293.4 J·mol−1·K−1 (liquid)
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H226, H302
Precautionary statements	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)	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). verify (what is ?) Infobox references

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.

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

References

^ 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. doi:10.1016/S0022-3565(25)11601-7. PMID 13272171.

[hand-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.

[rsc-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.

[pmid13272171-3] 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. doi:10.1016/S0022-3565(25)11601-7. PMID 13272171.

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