E46607
Ethyl propiolate
99%
Synonym(s):
Ethyl acetylenecarboxylate
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About This Item
Linear Formula:
HC≡CCO2C2H5
CAS Number:
Molecular Weight:
98.10
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-795-8
Beilstein/REAXYS Number:
878250
MDL number:
Assay:
99%
Form:
liquid
assay
99%
form
liquid
refractive index
n20/D 1.412 (lit.)
bp
120 °C (lit.)
density
0.968 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
CCOC(=O)C#C
InChI
1S/C5H6O2/c1-3-5(6)7-4-2/h1H,4H2,2H3
InChI key
FMVJYQGSRWVMQV-UHFFFAOYSA-N
Application
Halogenated derivatives were used as substrates for direct, asymmetric alkynylation of cyclic β-ketoesters using chiral phase-transfer catalysts. Also employed in a one-pot , four-component synthesis of benzene-1,2,3,5-tetracarboxylates promoted by Ph3P.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
77.0 °F - closed cup
flash_point_c
25 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Kh Mahid Uddin et al.
Dalton transactions (Cambridge, England : 2003), 46(39), 13597-13609 (2017-09-28)
The reactivity of the face-capped benzothiazolate clusters HOs
Helvetica Chimica Acta, 89, 2918-2918 (2006)
Thomas B Poulsen et al.
Journal of the American Chemical Society, 129(2), 441-449 (2007-01-11)
The first organocatalytic enantioselective direct alpha-alkynylation of beta-ketoesters and 3-acyl oxindoles is described. It is demonstrated that activated beta-halo-alkynes undergo nucleophilic acetylenic substitution catalyzed by chiral phase-transfer compounds to afford the alkynylated products in high yields and excellent enantioselectivities. The