tert-Amyl alcohol
Low purity forerun (left) and high purity end run (right) tert-amyl alcohol, obtained via Grignard reaction route.
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Names | |
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IUPAC name
2-Methylbutan-2-ol
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Other names
2-Methyl-2-butanol
2-Methyl-2-butyl alcohol Amylene hydrate Dimethylethylcarbinol TAA t-Amylol t-Pentylol tert-Amyl alcohol tert-Pentyl alcohol | |
Properties | |
C5H12O CH3CH2(CH3)2C(OH) | |
Molar mass | 88.15 g/mol |
Appearance | Colorless liquid |
Odor | Camphor-like |
Density | 0.8096 g/cm3 (20 °C) |
Melting point | −9 °C (16 °F; 264 K) |
Boiling point | 102.4 °C (216.3 °F; 375.5 K) |
12 g/100 ml | |
Solubility | Miscible with acetone, diethyl ether, benzene, chloroform, ethanol, glycerol, oils |
Vapor pressure | 1.6 kPa (at 20 °C) |
Thermochemistry | |
Std molar
entropy (S |
229.3 J·K−1·mol−1 |
Std enthalpy of
formation (ΔfH |
−380.0–−379.0 kJ/mol |
Hazards | |
Safety data sheet | Sigma-Aldrich |
Flash point | 19 °C (66 °F; 292 K) |
Lethal dose or concentration (LD, LC): | |
LD50 (Median dose)
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1,000 mg/kg (rat, oral) |
Related compounds | |
Related compounds
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tert-Butanol Pentanol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
tert-Amyl alcohol (TAA) or 2-methyl-2-butanol, is the tertiary alcohol isomer of pentanol, with a variety of uses in chemistry.
Contents
Properties
Chemical
tert-Amyl alcohol, like all tertiary alcohols resists oxidation to aldehyde or carboxylic acid.
Physical
tert-Amyl alcohol is a colorless liquid, with a camphor-like odor. It is somewhat soluble in water, but miscible with other organic solvents, like alcohols and halocarbons.
Availability
tert-pentanol is sold by chemical suppliers.
Can also be extracted via fractional distillation from fusel oil.
Preparation
tert-Amyl alcohol can be prepared via the bromoethylethylmagnesium Grignard with acetone route.
Projects
- Preparation of metallic potassium
- Make good smelling compounds
Handling
Safety
tert-Amyl alcohol is flammable and should be handled with care. It is also 20 times more psychoactive than ethanol, with a similar effect but leaning more towards sedation. It is almost non-toxic.
Storage
In closed bottles
Disposal
Can be safely burned.