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271365

Sigma-Aldrich

Ethoxyacetylene solution

~40 wt. % in hexanes

Synonym(s):

1-Ethoxyethyne, Ethoxyethyne, Ethyl ethynyl ether, Ethynyl ethyl ether

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About This Item

Linear Formula:
C2H5OC≡CH
CAS Number:
927-80-0
Molecular Weight:
70.09
Beilstein:
741882
MDL number:
MFCD00009247
UNSPSC Code:
12352100
PubChem Substance ID:
24856434
NACRES:
NA.22

form

liquid

concentration

~40 wt. % in hexanes

refractive index

n20/D 1.378

density

0.732 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

CCOC#C

InChI

1S/C4H6O/c1-3-5-4-2/h1H,4H2,2H3

InChI key

WMYNMYVRWWCRPS-UHFFFAOYSA-N

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Application

Used with N-vinylamides and triflic anhydride in a direct, three-component synthesis of pyridines. Also used to prepare α,β-unsaturated esters from ketones via a Meyer-Schuster rearrangement.

Signal Word

Danger

Hazard Classifications

Aquatic Chronic 2 - Asp. Tox. 1 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 2 Inhalation - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-14.8 °F

Flash Point(C)

-26 °C

Certificates of Analysis (COA)

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Synlett, 949-949 (2007)
Direct synthesis of pyridine derivatives.
Mohammad Movassaghi et al.
Journal of the American Chemical Society, 129(33), 10096-10097 (2007-08-01)
Nicholas D Stebbins et al.
Biomacromolecules, 16(11), 3632-3639 (2015-10-10)
Sugar alcohols, such as mannitol and xylitol, are biocompatible polyols that have been used to make highly cross-linked polyester elastomers and dendrimers for tissue engineering and drug delivery. However, research that utilizes the secondary hydroxyl groups as sites for pendant

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