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1423-60-5 - 3-Butyn-2-one, 98% - Ethynyl methyl ketone - L05527 - Alfa Aesar

L05527 3-Butyn-2-one, 98%

CAS Number
1423-60-5
Synonyms
Ethynyl methyl ketone

Size Price ($) Quantity Availability
1g 47.30
5g 144.00
25g 545.00
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3-Butyn-2-one, 98%

MDL
MFCD00008775
EINECS
215-834-2

Chemical Properties

Formula
C4H4O
Formula Weight
68.08
Boiling Point
84-86°
Flash Point
-1°(30°F)
Density
0.870
Refractive Index
1.4060
Solubility
It is soluble in water.

Applications

3-Butyn-2-one was used in the synthesis of clerodane diterpenoid (+/-)-sacacarin. It was used as substrate in stereoselective, conjugate arylation mediated by gallium(III) chloride leading to (E)-α,β-unsaturated ketones. 3-Butyn-2-one undergoes asymmetric double-Michael reaction with ortho-tosylamidophenyl malonate catalyzed by chiral aminophosphines to yield indolines2. It undergoes double Michael reaction with nitrogen-containing tethered diacid to give pipecolic acid derivatives. 3-Butyn-2-one, is used as a reactant with Dimethyl­ acetone-1,3-dicarboxyl­ate, under mild conditions to give a benzenoid product via a Michael addition - aldol cyclization process.

Notes

Stable under normal temperatures and pressures. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Keep away from oxidizing agents.

Literature References

H Monti.; G Audran.; G Léandri.; JP Monti. ZnI 2 Catalyzed [2+ 2] versus [3+ 2] cycloaddition of an allyltrimethylsilane with 3-butyn-2-one: Confirmation of a cyclobutene by-product formation. Tetrahedron letters. 1994, 35,(19), 3073-3076.

IH Um.; EJ Lee.; JS Min. Remarkable catalytic effect of H+ in Michael-type additions of anilines to 3-butyn-2-one. Tetrahedron letters. 2001, 57,(47), 9585-9589.

Reacts with Dimethyl­ acetone-1,3-dicarboxyl­ate, A14969, under mild conditions to give a benzenoid product via a Michael addition - aldol cyclization process: Synth. Commun., 28, 1525 (1998):

For a similar reaction, see Methyl­ 2-hexynoate, B23065.

GHS Hazard and Precautionary Statements

Hazard Statements: H225-H300-H315-H318-H335

Highly flammable liquid and vapour. Fatal if swallowed. Causes skin irritation. Causes serious eye damage. May cause respiratory irritation.

Precautionary Statements: P210-P301+P310a-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. IF SWALLOWED: IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
605353
Hazard Class
3
Packing Group
II
Harmonized Tariff Code
2914.19
TSCA
No

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