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171859

Methyl propiolate

Name: Methyl propiolate
Brand: ALDRICH

99%

Synonym(s):

Methyl acetylenecarboxylate

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About This Item

Linear Formula:

HC≡CCO₂CH₃

CAS Number:

922-67-8

Molecular Weight:

84.07

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24850388

EC Number:

213-083-5

Beilstein/REAXYS Number:

605462

MDL number:

MFCD00008572

Assay:

99%

Form:

liquid

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Properties

Quality Level

200

assay

99%

form

liquid

refractive index

n20/D 1.408 (lit.)

bp

103-105 °C (lit.)

density

0.945 g/mL at 25 °C (lit.)

functional group

ester

SMILES string

COC(=O)C#C

InChI

1S/C4H4O2/c1-3-4(5)6-2/h1H,2H3

InChI key

IMAKHNTVDGLIRY-UHFFFAOYSA-N

Description

Application

N-3 protecting reagent for uridines and thymidines.

Used in a one-pot, four-component synthesis of 1,2,3,5-benzenetetracarboxylates promoted by Ph3P.

Methyl propiolate was used in the synthesis of polysubstituted 3-arylaminoacrylate and tetrahydropyrimidin-2-one derivatives. It was also used as a thiol derivatizing agent for capillary electrophoresis.

pictograms

GHS02,GHS07

signalword

Danger

hcodes

H225,H315,H319,H335

pcodes

P210 - P233 - P240 - P241 - P303 + P361 + P353 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

60.8 °F - closed cup

flash_point_c

16 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品

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Electron-Deficient Alkynes as Powerful Tools against Root-Knot Nematode Melodogyne incognita: Nematicidal Activity and Investigation on the Mode of Action.

Graziella Tocco et al.

Journal of agricultural and food chemistry, 68(40), 11088-11095 (2020-09-15)

The present study reports on the powerful nematicidal activity of a series of electron-deficient alkynes against the root-knot nematode Meloidogyne incognita (Kofoid and White) Chitwood. Interestingly, we found that the conjugation of electron-withdrawing carbonyl groups to an alkyne triple bond

Synthesis of tetrahydropyrimidin-2-ones via FeCl3 catalyzed one-pot domino reaction of amines, methyl propiolate, aromatic aldehydes, and urea.

Li-Li Zhang et al.

Molecular diversity, 18(1), 79-89 (2014-01-31)

Polysubstituted 3-arylaminoacrylate and tetrahydropyrimidin-2-one derivatives could be selectively produced from the one-pot domino reaction of arylamines, methyl propiolate, aromatic aldehydes, and urea in ethanol in the presence of FeCl3 as catalyst. Under similar reactions secondary amines such as morpholine and

Tetrahedron Letters, 36, 3261-3261 (1995)

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Global Trade Item Number

SKU	GTIN
171859-10G	04061838751270
171859-50G	04061837375989
171859-2.5G	04061838751287