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  Y[ PubChem ]=
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL506184  Y
ChemSpider	6248  Y
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 Y Key: FRDAATYAJDYRNW-UHFFFAOYSA-N Y 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). N  verify  (what is  YN ?) 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.

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