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Sigma-Aldrich

2-Methyl-2-butanol

ReagentPlus®, ≥99%

Synonym(s):

tert-Amyl alcohol, tert-Pentyl alcohol

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About This Item

Linear Formula:
CH3CH2C(CH3)2OH
CAS Number:
Molecular Weight:
88.15
Beilstein:
1361351
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

vapor density

3 (vs air)

Quality Level

vapor pressure

12 mmHg ( 20 °C)

product line

ReagentPlus®

Assay

≥99%

form

liquid

autoignition temp.

819 °F

expl. lim.

9 %

refractive index

n20/D 1.405 (lit.)

bp

102 °C (lit.)

mp

−12 °C (lit.)

density

0.805 g/mL at 25 °C (lit.)

SMILES string

CCC(C)(C)O

InChI

1S/C5H12O/c1-4-5(2,3)6/h6H,4H2,1-3H3

InChI key

MSXVEPNJUHWQHW-UHFFFAOYSA-N

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General description

2-Methyl-2-butanol is a sterically hindered alcohol.

Application

2-Methyl-2-butanol may be used as a solvent in the following processes:
  • Palladium (II)-catalyzed ortho-C–H olefination of phenylacetic acids.
  • Rhodium-catalyzed direct C-H functionalization at the C7 position of N-pivaloylindoles.

It may also be used in the preparation of 2-chloro-2-methylbutane by reacting with concentrated hydrochloric acid.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Eye Dam. 1 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Central nervous system, Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

68.9 °F - closed cup

Flash Point(C)

20.5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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?-tert-alkylation of ketones: 2-tert-pentylcyclopentanone
Organic Syntheses, 62, 95-95 (1984)
Rhodium?Catalyzed Regioselective C7?Functionalization of N?Pivaloylindoles.
Xu L, et al.
Angewandte Chemie (International Edition in English), 55(1), 321-325 (2016)
Molecular association and dynamics in n-pentanol and 2-methyl-2-butanol: Ultrasonic, dielectric and viscosity studies at various temperatures.
D'Aprano A, et al.
Molecular Physics, 55(2), 475-488 (1985)
Ligand--Accelerated ortho--C-H Olefination of Phenylacetic Acids.
Engle KM, et al.
Organic Syntheses, 92, 58-75 (2015)
General kinetic modeling of the selective hydrogenation of 2-methyl-3-butyn-2-ol over a commercial palladium-based catalyst.
Vernuccio S, et al.
Industrial & Engineering Chemistry Research, 54(46), 11543-11551 (2015)

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