240486

Sigma-Aldrich

2-Methyl-2-butanol

ReagentPlus®, ≥99%

Synonym(s):
tert-Pentyl alcohol, tert-Amyl alcohol
Linear Formula:
CH3CH2C(CH3)2OH
CAS Number:
Molecular Weight:
88.15
Beilstein/REAXYS Number:
1361351
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

Quality Level

vapor density

3 (vs air)

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.

Packaging

5, 100 mL in glass bottle

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Signal Word

Danger

hazcat

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

Target Organs

Respiratory system

storage_class_code

3 - Flammable liquids

WGK Germany

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

Certificate of Analysis

Certificate of Origin

?-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)
Yoon Ju Cho et al.
Laboratory animal research, 27(3), 197-203 (2011-10-15)
Tribromoethanol (2,2,2-tribromoethanol, TBE) is a popular injectable anesthetic agent used in mice in Korea. Our goal was to assess the risks associated with side effects (lesions) in the abdominal cavity, especially at high doses. To understand the underlying pathophysiological changes...
Ligand--Accelerated ortho--C-H Olefination of Phenylacetic Acids.
Engle KM, et al.
Organic Syntheses, 92, 58-75 (2015)
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)

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