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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:
Molecular Weight:
88.15
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

3 (vs air)

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.)

functional group

hydroxyl

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.

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

108.5 °F - closed cup

flash_point_c

42.5 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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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
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
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
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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