Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

E46607

Sigma-Aldrich

Ethyl propiolate

99%

Synonym(s):

Ethyl acetylenecarboxylate

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
HC≡CCO2C2H5
CAS Number:
623-47-2
Molecular Weight:
98.10
Beilstein:
878250
EC Number:
210-795-8
MDL number:
MFCD00009184
UNSPSC Code:
12352100
PubChem Substance ID:
24894572
NACRES:
NA.22
Pricing and availability is not currently available.

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

Halogenated derivatives were used as substrates for direct, asymmetric alkynylation of cyclic ß-ketoesters using chiral phase-transfer catalysts.[1] Also employed in a one-pot , four-component synthesis of benzene-1,2,3,5-tetracarboxylates promoted by Ph3P.[2]

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

77.0 °F - closed cup

Flash Point(C)

25 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SDBB0806
0000234642
STBL1662
0000180841
0000132573

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
Helvetica Chimica Acta, 89, 2918-2918 (2006)
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
Katie Parish-Virtue et al.
Food chemistry, 271, 747-752 (2018-09-22)
Sauvignon blanc grapes were exposed to an ultra-violet (UV) light source post-hand harvest (whole bunches) or post-machine harvest. The thiol precursors S-3-(hexan-1-ol)-l-cysteine (Cys-3MH) and S-3-(hexan-1-ol)-l-glutathione (GSH-3MH) were quantified in the juices before and after UV treatment. Results showed that irradiation
View All Related Papers

Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service