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109975

Sigma-Aldrich

1,2-Epoxybutane

99%

Synonym(s):

α-Butylene oxide, 1,2-Butylene oxide, 1-Butene oxide, Ethyloxirane

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About This Item

Empirical Formula (Hill Notation):
C4H8O
CAS Number:
106-88-7
Molecular Weight:
72.11
Beilstein:
102411
EC Number:
203-438-2
MDL number:
MFCD00005153
UNSPSC Code:
12162002
PubChem Substance ID:
24846950
NACRES:
NA.23

vapor density

2.2 (vs air)

vapor pressure

140 mmHg ( 20 °C)

Assay

99%

autoignition temp.

698 °F

expl. lim.

19 %

refractive index

n20/D 1.384 (lit.)

bp

63 °C (lit.)

density

0.829 g/mL at 25 °C (lit.)

SMILES string

CCC1CO1

InChI

1S/C4H8O/c1-2-4-3-5-4/h4H,2-3H2,1H3

InChI key

RBACIKXCRWGCBB-UHFFFAOYSA-N

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Application

1,2-Epoxybutane can be used:
  • As a monomer to synthesize novel initiators via ring-opening polymerization. These initiators can be used to prepare complex macromolecules such as grafted polyamides.
  • To functionalize polyethyleneimine which is used in the synthesis of oxidation-stable adsorbents for CO2 capture.

Features and Benefits

  • High polymerizability
  • Low susceptibility to transfer reaction
  • Ease of handling

Signal Word

Danger

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

5.0 °F - closed cup

Flash Point(C)

-15 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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A M Rossi et al.
Teratogenesis, carcinogenesis, and mutagenesis, 3(1), 75-87 (1983-01-01)
In vivo and in vitro methodologies that have employed the yeast Schizosaccharomyces pombe as genetic indicator have been utilized to investigate the mutagenicity of two trichloroethylene (TCE) samples of pure and technical grade. Mutagenicity assays were also performed on two
G Sclar
Clinical neurology and neurosurgery, 101(3), 199-202 (1999-10-28)
A 19-year-old male developed complaints including weakness of the lower extremities and right hand, numbness, dysphagia and urinary difficulties following a 2 month exposure to an industrial solvent constituted mainly of 1-bromopropane, but also containing butylene oxide, 1,3 dioxolane, nitromethane
Quantitative determination of 1,2-butylene oxide in whole rat blood by gas chromatography-mass spectrometry.
P E Kastl et al.
Journal of chromatography, 398, 347-350 (1987-07-10)
D B McGregor et al.
Environmental and molecular mutagenesis, 13(3), 197-202 (1989-01-01)
Trichloroethylene (TCE) is a high production volume chemical frequently stabilized with oxiranes. These oxiranes may be responsible for the mutagenic activity of TCE in Salmonella, which has been occasionally, but not consistently, reported. High purity and oxirane-stabilized TCE samples were
T Nakamura et al.
Biochemical and biophysical research communications, 180(1), 124-130 (1991-10-15)
Halohydrin hydrogen-halide-lyase, which catalyzes the interconversion of halohydrins to epoxides, purified from a recombinant E. coli was found to catalyze the transformation of 1,2-epoxybutane into beta-hydroxyvaleronitrile in the presence of cyanide. Chloride inhibited competitively the formation of beta-hydroxyvaleronitrile. The enzyme
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