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532363

Sigma-Aldrich

(S)-(−)-1,2-Epoxybutane

98%

Synonym(s):

(2S)-Ethyloxirane

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5 G
$215.00

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

$215.00

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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.)

functional group

ether

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

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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.[1]
  • To prepare a chiral phosphorus synthon, which is applicable in the synthesis of phytoprostane B1 type I.[2]
  • To prepare Eu3+-based precatalysts applicable in the Mukaiyama Aldol reaction in water.[3]

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV6677
MKCV3812
MKCC3070
MKCB7177
MKBQ7497V

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A flexible synthesis of the phytoprostanes B1 type I and II
El Fangour S, et al.
The Journal of Organic Chemistry, 70(3), 989-997 (2005)
Synthesis of (+)-and (−)-homononactic acid from (S)-1, 2-epoxybutane. Total synthesis of tetranactin by ′reverse coupe du roi′
Schmidt U and Werner J
Journal of the Chemical Society. Chemical Communications, 996-998 (1986)
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
1,2-Epoxybutane.
IARC monographs on the evaluation of carcinogenic risks to humans, 47, 217-228 (1989-01-01)
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