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Merck
CN

E46607

Ethyl propiolate

99%

Synonym(s):

Ethyl acetylenecarboxylate

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About This Item

Linear Formula:
HC≡CCO2C2H5
CAS Number:
623-47-2
Molecular Weight:
98.10
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24894572
EC Number:
210-795-8
Beilstein/REAXYS Number:
878250
MDL number:
MFCD00009184
Assay:
99%
Form:
liquid

Key Documents

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Product Name

Ethyl propiolate, 99%

InChI key

FMVJYQGSRWVMQV-UHFFFAOYSA-N

InChI

1S/C5H6O2/c1-3-5(6)7-4-2/h1H,4H2,2H3

SMILES string

CCOC(=O)C#C

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

Quality Level

100

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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.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SDBB0806
0000234642
STBL1662
0000180841
0000132573

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Peter Morrison-Whittle et al.
Frontiers in microbiology, 9, 910-910 (2018-06-06)
The products of microbial metabolism form an integral part of human industry and have been shaped by evolutionary processes, accidentally and deliberately, for thousands of years. In the production of wine, a great many flavor and aroma compounds are produced
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
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
Mikhail V Dobrynin et al.
Carbohydrate polymers, 241, 116327-116327 (2020-06-09)
Hydrosilylation catalyzed by the rhodium(I) complex [Rh(acac)(CO)2] or platinum(0)-based Karstedt's catalyst was employed to combine hydrophilic propargylated hydroxyethyl cellulose and hydrophobic hydride-terminated polydimethylsiloxane to give polymer hybrid structures. The final polymers were characterized by FTIR, solid state 1H, 13C and
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