3-Methyl-3-pentanol

3-Methyl-3-pentanol^[1]
Names

IUPAC name 3-Methyl-3-pentanol
Other names 3-Methylpentan-3-ol, diethyl carbinol
Identifiers
CAS Number	77-74-7^N=
ChEMBL	ChEMBL506184^Y
ChemSpider	6248^Y
Jmol interactive 3D	Image
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
Specific heat capacity (C)	293.4 J·mol⁻¹·K⁻¹ (liquid)
Hazards
Safety data sheet	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) is an organic chemical compound and a tertiary hexanol. It is used in the synthesis of the tranquilizer emylcamate.^[2]

Synthesis

It can be prepared by reacting ethylmagnesium bromide with ethyl 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, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, FL: CRC Press, pp. 3–400, 5–47, 8–106, ISBN 0-8493-0594-2
↑ Sittig, Marshall (1988), Pharmaceutical manufacturing encyclopedia 2 (2 ed.), William Andrew, pp. 555–556, ISBN 978-0-8155-1144-1, retrieved 2010-01-22

Alcohols

Straight-chain primary alcohols (1°)	Methanol (C 1) Ethanol (C 2) 1-Propanol (C 3) n-Butanol (C 4) 1-Pentanol (C 5) 1-Hexanol (C 6) 1-Heptanol (C 7) 1-Octanol (C 8) 1-Nonanol (C 9) 1-Decanol (C 10) Undecanol (C 11) Dodecanol (C 12) Tridecan-1-ol (C 13) 1-Tetradecanol (C 14) Pentadecan-1-ol (C 15) Cetyl alcohol (C 16) Heptadecan-1-ol (C 17) Stearyl alcohol (C 18) Nonadecan-1-ol (C 19) Arachidyl alcohol (C 20) Heneicosan-1-ol (C 21) Docosanol (C 22) Tricosan-1-ol (C 23) 1-Tetracosanol (C 24) Pentacosan-1-ol (C 25) 1-Hexacosanol (C 26) 1-Heptacosanol (C 27) 1-Octacosanol (C 28) 1-Nonacosanol (C 29) Triacontanol (C 30)

Other primary alcohols	Isobutanol (C 4) Isoamyl alcohol (C 5) 2-Methyl-1-butanol (C 5) Phenethyl alcohol (C 8) Tryptophol (C 10)

Secondary alcohols (2°)	Isopropanol (C 3) 2-Butanol (C 4) 2-Pentanol (C 5) 2-Hexanol (C 6) 2-Heptanol (C 7) Cyclohexanol (C 6)

Tertiary alcohols (3°)	tert-Butyl alcohol (C 4) tert-Amyl alcohol (C 5) 2-Methyl-2-pentanol (C 6) 2-Methylhexan-2-ol (C 7) 2-Methylheptan-2-ol (C 8) 3-Methyl-3-pentanol (C 6) 3-Methyloctan-3-ol (C 9)

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