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Merck

532363

Sigma-Aldrich

(S)-(−)-1,2-Epoxybutane

98%

Sinónimos:

(2S)-Ethyloxirane

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About This Item

Fórmula empírica (notación de Hill):
C4H8O
Número de CAS:
Peso molecular:
72.11
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

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

Categorías relacionadas

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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Synthesis, spectroscopic characterization, and reactivity of water-tolerant Eu3+-based precatalysts
Averill DJ and Allen MJ
Inorganic Chemistry, 53(12), 6257-6263 (2014)
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)
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)
A Ohnishi et al.
Environmental research, 60(2), 242-247 (1993-02-01)
Axonal neuropathy occurs due to occupational ethylene oxide (EtO) exposure. The experimental model of human EtO neuropathy was established. In addition, the neurotoxic effects of propylene oxide (PpO) and butylene oxide (BtO) were demonstrated in rats. Although no human neuropathy
D Weinstein et al.
Environmental mutagenesis, 3(1), 1-9 (1981-01-01)
Based on the findings of Nagao et al [1978] that phenacetin is negative in the standard Ames test with Aroclor induced rat S-9 and positive with hamster S-9, the test was performed with a mixture of rat/hamster S-9. Phenacetin was

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