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532363

Sigma-Aldrich

(S)-(−)-1,2-Epoxybutane

98%

Synonym(s):

(2S)-Ethyloxirane

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About This Item

Empirical Formula (Hill Notation):
C4H8O
CAS Number:
30608-62-9
Molecular Weight:
72.11
MDL number:
MFCD02683445
UNSPSC Code:
12352005
PubChem Substance ID:
24877883
NACRES:
NA.22

Quality Level

100

assay

98%

optical activity

[α]20/D −10°, neat

refractive index

n20/D 1.386 (lit.)

bp

63 °C (lit.)

density

0.837 g/mL at 25 °C (lit.)

SMILES string

CC[C@H]1CO1

InChI

1S/C4H8O/c1-2-4-3-5-4/h4H,2-3H2,1H3/t4-/m0/s1

InChI key

RBACIKXCRWGCBB-BYPYZUCNSA-N

Related Categories

Application

(S)-(−)-1,2-Epoxybutane can be used:
  • As a starting material to prepare (+)- and (−)-homononactic acids, which are used as intermediates in the total synthesis of a cyclic antibiotic tetranactin.
  • To prepare a chiral phosphorus synthon, which is applicable in the synthesis of phytoprostane B1 type I.
  • To prepare Eu3+-based precatalysts applicable in the Mukaiyama Aldol reaction in water.

Legal Information

Manufactured under license by Sterling Pharma Solutions Limited, using Jacobsen HKR technology.

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Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

10.0 °F - closed cup

flash_point_c

-12.2 °C - closed cup

ppe

Faceshields, Gloves, Goggles

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis, spectroscopic characterization, and reactivity of water-tolerant Eu3+-based precatalysts
Averill DJ and Allen MJ
Inorganic Chemistry, 53(12), 6257-6263 (2014)
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
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
M Katz et al.
Journal of environmental pathology and toxicology, 3(5-6), 171-187 (1980-06-01)
Nitrosopiperidine, sodium nitrite and 1,2 epoxybutane were tested in the Ames agar incorporation assay in an attempt to establish exact criteria for detecting the activity of these weak mutagens. As regards minimum concentrations it was determined that at 500 microgram
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