532363
(S)-(−)-1,2-Epoxybutane
98%
Synonym(s):
(2S)-Ethyloxirane
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About This Item
Empirical Formula (Hill Notation):
C4H8O
CAS Number:
Molecular Weight:
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
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
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 Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
10.0 °F - closed cup
Flash Point(C)
-12.2 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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 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)
E S Simon et al.
Applied biochemistry and biotechnology, 22(2), 169-179 (1989-11-01)
This note compares the substrate specificity of D-lactate dehydrogenase (D-LDH, EC 1.1.1.28) to that of L-lactate dehydrogenase (L-LDH, EC 1.1.1.27), illustrates three procedures that use D-LDH in synthesis and two methods for recycling NADH, and provides experimental details illustrating the
Victoria B Tran et al.
Contact lens & anterior eye : the journal of the British Contact Lens Association, 35(4), 155-162 (2012-03-30)
Prevention of Pseudomonas aeruginosa binding to soft-contact lenses (SCLs) may curtail sight-threatening microbial keratitis. Substrate surface wettability is known to modulate adhesion of P. aeruginosa. This study investigates the use of aqueous alkoxylate block co-polymer surfactants for enhanced wettability and
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