Ethoxyacetylene, ca 50% w/w in hexanes

CAS Number 927-80-0 Synonyms
  • Ethyl ethynyl ether

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Ethoxyacetylene, ca 50% w/w in hexanes

MDL: MFCD00009247
EINECS: 213-164-5

Chemical Properties

Formula: C4H6O  Flash point: -28°(-18°F)
Formula weight: 70.09  Density: 0.718
Boiling point: 55-56° Refractive Index: 1.3800

Literature References

Supplied in solution to reduce polymerization. Quantities offered relate to gross weight of solution.

Undergoes [2+2] cycloaddition reactions with ketenes to give cyclobutenone derivatives: J. Org. Chem., 38, 1451 (1973).

Adds to carbonyl compounds in the presence of ZnBr2: Can. J. Chem., 54, 2310 (1976).

The Grignard reagent, prepared by exchange with ethyl magnesium bromide, adds to carbonyl compounds to give carbinols which rearrange in acid to ɑß-unsaturated acids. Alternatively, partial reduction of the adduct followed by hydrolysis provides a route to ɑß-unsaturated aldehydes: J. Chem. Soc., 1823 (1949); Rec. Trav. Chim., 82, 305 (1963):

Rearrangement by BF3 etherate leads directly to the ethyl ester: Rec. Trav. Chim., 78, 664 (1959); Chem. Lett., 1129 (1981); 241, 1271 (1982). See also Chloroacetaldehyde diethyl­ acetal, L07661.

Has been used as a mild dehydrating agent in peptide synthesis: Rec. Trav. Chim., 77, 1153 (1958), and for conversion of sensitive dicarboxylic acids to their anhydrides: J. Org. Chem., 33, 3808 (1968).

GHS Hazard and Precautionary Statements

Hazard Statements : H225-H304-H361-H373-H315-H303-H401-H411

Highly flammable liquid and vapour. May be fatal if swallowed and enters airways. Suspected of damaging fertility or the unborn child. May cause damage to organs through prolonged or repeated exposure. Causes skin irritation. May be harmful if swallowed. Toxic to aquatic life. Toxic to aquatic life with long lasting effects.

Precautionary Statements : P210-P280H-P281-P301+P330+P331-P315-P403+P235

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Wear protective gloves/clothing. Use personal protective equipment as required. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Get immediate medical advice/attention. Store in a well-ventilated place. Keep cool.

FlammableHarmful or IrritantHealth HazardDangerous for the environment

Other References

Beilstein: 741882
UN#: UN1993
Hazard Class: 3
Packing Group: II
Harmonized Tariff Code: 2909.19
RTECS: KN9900000


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