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Merck
CN

532363

(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
NACRES:
NA.22
PubChem Substance ID:
24877883
UNSPSC Code:
12352005
MDL number:
MFCD02683445

Key Documents

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Product Name

(S)-(−)-1,2-Epoxybutane, 98%

InChI

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

SMILES string

CC[C@H]1CO1

InChI key

RBACIKXCRWGCBB-BYPYZUCNSA-N

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

Quality Level

100

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

WGK 3

flash_point_f

10.0 °F - closed cup

flash_point_c

-12.2 °C - closed cup

ppe

Faceshields, Gloves, Goggles

Regulatory Information

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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)
1,2-Epoxybutane.
IARC monographs on the evaluation of carcinogenic risks to humans, 47, 217-228 (1989-01-01)
Hong Yuan Sun et al.
Carbohydrate research, 344(15), 1999-2004 (2009-08-26)
A new soluble cyclodextrin derivative 6-O-(2-hydroxybutyl)-beta-cyclodextrin (6-HB-beta-CD) was prepared. Its molecular binding and recognition ability were investigated with the comparison of beta-cyclodextrin (beta-CD), 2-O-(2-hydroxypropyl)-beta-cyclodextrin (2-HP-beta-CD), 6-O-(2-hydroxypropyl)-beta-cyclodextrin (6-HP-beta-CD), and 2-O-(2-hydroxybutyl)-beta-cyclodextrin (2-HB-beta-CD). The relationship between the complex stability constants and the possible
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