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133051

Sigma-Aldrich

2-Methyl-1-butanol

≥99%

Synonym(s):

(±)-2-Methyl-1-butanol, Active amyl alcohol, sec-Butylcarbinol

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About This Item

Linear Formula:
C2H5CH(CH3)CH2OH
CAS Number:
137-32-6
Molecular Weight:
88.15
EC Number:
205-289-9
MDL number:
MFCD00004743
UNSPSC Code:
12352100
PubChem Substance ID:
24848092
NACRES:
NA.22

vapor density

3 (vs air)

Quality Level

200

vapor pressure

3 mmHg ( 20 °C)

Assay

≥99%

form

liquid

autoignition temp.

725 °F

expl. lim.

10 %

refractive index

n20/D 1.410±0.002 (lit.)

bp

130 °C mmHg (lit.)

solubility

water: slightly soluble 3.6g/a00g at 30 °C
alcohol: miscible
diethyl ether: miscible

density

0.819 g/mL at 20 °C (lit.)
0.815 g/mL at 25 °C (lit.)

SMILES string

CCC(C)CO

InChI

1S/C5H12O/c1-3-5(2)4-6/h5-6H,3-4H2,1-2H3

InChI key

QPRQEDXDYOZYLA-UHFFFAOYSA-N

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General description

S-(-)-2-Methyl-1-butanol is a precursor for the synthesis of chiral liquid crystals. It is a potential new-biofuel.

Application

2-Methyl-1-butanol was used in a study on photodeoxygenation of 1,2-benzodiphenylene sulfoxide.

Signal Word

Danger

Hazard Statements

H226,H315,H318,H332,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

108.5 °F - closed cup

Flash Point(C)

42.5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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A Comprehensive Approach to (S)-(-)-2-Methyl-1-Butanol as a Convenient Precursor for Synthesis of Chiral Liquid Crystals.
Kaszynski P and Jawdosiuk M.
Mol. Cryst. Liq. Cryst., 174(1), 21-37 (1989)
Anthony F Cann et al.
Applied microbiology and biotechnology, 81(1), 89-98 (2008-09-02)
Recent progress has been made in the production of higher alcohols by harnessing the power of natural amino acid biosynthetic pathways. Here, we describe the first strain of Escherichia coli developed to produce the higher alcohol and potential new biofuel
Erik R Abels et al.
Cell reports, 28(12), 3105-3119 (2019-09-19)
Gliomas are primary, diffusely infiltrating brain tumors. Microglia are innate immune cells in the CNS and make up a substantial portion of the tumor mass. Glioma cells shape their microenvironment, communicating with and reprogramming surrounding cells, resulting in enhanced angiogenesis
E Lucien et al.
The Journal of organic chemistry, 66(13), 4576-4579 (2001-06-26)
We report that the photodeoxygenation of 1,2-benzodiphenylene sulfoxide, 1, generates an intermediate capable of oxidizing the solvent benzene to phenol. The reactivity of the intermediate was probed with various substrates (2-methylbutane, chloride ion, and para-substituted aryl sulfides). The intermediate produced
Marianthi Karali et al.
PloS one, 6(7), e22166-e22166 (2011-08-06)
Gene transfer using adeno-associated viral (AAV) vectors has been successfully applied in the retina for the treatment of inherited retinal dystrophies. Recently, microRNAs have been exploited to fine-tune transgene expression improving therapeutic outcomes. Here we evaluated the ability of retinal-expressed
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