2-methyl-2-butanol

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Structural formula
Structural formula of 2-methyl-2-butanol
General
Surname 2-methyl-2-butanol
other names
  • 2-methylbutan-2-ol
  • tert -pentanol
  • tert -amyl alcohol
  • Dimethylethyl carbinol
  • Amylene hydrate
  • tert -pentyl alcohol
Molecular formula C 5 H 12 O
Brief description

volatile, colorless liquid with an unpleasant odor

External identifiers / databases
CAS number 75-85-4
EC number 200-908-9
ECHA InfoCard 100,000,827
PubChem 6405
Wikidata Q209428
properties
Molar mass 88.15 g mol −1
Physical state

liquid

density

0.81 g cm −3 (20 ° C)

Melting point

−8 ° C

boiling point

102 ° C

Vapor pressure
  • 16 hPa (20 ° C)
  • 30.9 hPa (30 ° C)
  • 56.6 hPa (40 ° C)
  • 99.0 hPa (50 ° C)
solubility

easily in water (118 g l −1 at 20 ° C)

Refractive index

1.4052 (20 ° C, 589 nm)

safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
02 - Highly / extremely flammable 05 - Corrosive 07 - Warning

danger

H and P phrases H: 225-312-332-315-318-335-336
P: 210-303 + 361 + 353-304 + 340-332 + 313-305 + 351 + 338-310-280
Toxicological data

1000 mg kg −1 ( LD 50ratoral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

2-Methyl-2-butanol is a chemical compound from the group of alcohols . It is one of eight structural isomers of pentanols .

Extraction and presentation

2-Methyl-2-butanol is mainly obtained by hydrating pentenes , for example 2-methyl-2-butene .

It is also accessible by hydroformylation of 1-butene , 2-butene or isobutylene with a mixture of carbon monoxide and hydrogen in the presence of a metal catalyst, a mixture of isomeric C5 aldehydes being formed which are then hydrogenated to the associated amyl alcohol .

It can also by fractionation of fusel oils are obtained.

Another source is the Grignard reaction of methyl magnesium bromide with butanone .

properties

2-methyl-2-butanol is a volatile, colorless liquid with an unpleasant odor that is easily soluble in water. It decomposes when heated and has a kinematic viscosity of 5 mm 2 / s (23 ° C).

Safety-related parameters

2-methyl-2-butanol is considered a flammable liquid. Flammable vapor-air mixtures can form above the flash point. The compound has a flash point of 19 ° C. The explosion range is between 1.3% by volume (47 g / m 3 ) as the lower explosion limit (LEL) and 10.2% by volume (374 g / m 3 ) as the upper explosion limit (UEL). The limit oxygen concentration at 100 ° C is 9.6% by volume. The limit gap width was determined to be 0.9 mm. This results in an assignment to explosion group IIA. The ignition temperature is 435 ° C. The substance therefore falls into temperature class T2.

use

2-Methyl-2-butanol is used as a solvent for oils, fats and many artificial and synthetic resins, paraffin, waxes and the like.

2-Methyl-2-butanol found pharmaceutical use as a sedative under the name amylene hydrate .

Individual evidence

  1. a b c d e f g h i j k l m n o p q Entry on 2-methyl-2-butanol in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .
  2. a b Data sheet tert-amyl alcohol (PDF) from Merck , accessed on April 1, 2012.
  3. Entry on 2-methylbutan-2-ol in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
  4. a b c Entry on 2-methyl-2-butanol in the Hazardous Substances Data Bank , accessed on July 27, 2012.
  5. ^ Osterberg, PM; Niemeier JK; Welch, CJ; Hawkins, JM; Martinelli, JR; Johnson, TE; Root, TW; Stahl, SS: Experimental Limiting Oxygen Concentrations for Nine Organic Solvents at Temperatures and Pressures Relevant to Aerobic Oxidations in the Pharmaceutical Industry in Org. Process Res. Dev. 19 (2015) 1537–1542, doi : 10.1021 / op500328f .
  6. ^ E. Brandes, W. Möller: Safety-related parameters - Volume 1: Flammable liquids and gases , Wirtschaftsverlag NW - Verlag für neue Wissenschaft GmbH, Bremerhaven 2003.
  7. ^ Entry tert-pentanol at Enius, accessed on January 27, 2018.