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
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.[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.
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
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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, 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)
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
1,2-Epoxybutane.
IARC monographs on the evaluation of carcinogenic risks to humans, 47, 217-228 (1989-01-01)
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