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107-19-7 - Propargyl alcohol, 99% - 2-Propyn-1-ol - A10295 - Alfa Aesar

A10295 Propargyl alcohol, 99%

CAS Number
107-19-7
Synonyms
2-Propyn-1-ol

Size Price ($) Quantity Availability
100ml 11.97
500ml 32.96
2500ml 108.94
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Propargyl alcohol, 99%

MDL
MFCD00002912
EINECS
203-471-2

Chemical Properties

Formula
C3H4O
Formula Weight
56.06
Melting point
-53°
Boiling Point
114-115°
Flash Point
33°(91°F)
Density
0.949
Refractive Index
1.4320
Solubility
Fully miscible in water.

Applications

Propargyl alcohol is a solvent stabilizer that is useful as an intermediate in organic synthesis, an electroplating brightener additive. It is useful 3-carbon fragment in acetylene coupling reactions, It undergoes Pd-catalyzed O-coupling with alcohols to give the corresponding 1-methoxyallyl ethers.

Notes

Store at 4°C. Incompatible with oxidizing agent, strong acids, strong bases, amines, phosphorous pentoxide, isocyanate vapor & heat.

Literature References

Yuji Kozawa; Miwako Mori. Synthesis of different ring-size heterocycles from the same propargyl alcohol derivative by ligand effect on Pd(0). Tetrahedron Letters. 2002, 43 1499-1502.

Useful 3-carbon fragment in acetylene coupling reactions. The hydroxyl group can be protected as its THP ether; see, e.g.: Org. Synth., 76, 178 (1998), or 1-ethoxyethyl ether (see Ethyl­ vinyl­ ether, A15691): Org. Synth., 76, 199 (1998). C-Alkylation can also be accomplished without O-protection by using 2 equivalents of base (LiNH2); see, e.g., J. Chem. Soc., Perkin 1, 85 (1988); Org. Synth. Coll., 8, 415 (1993).

O-methylation, followed by treatment with t-BuOK affords methoxyallene, a valuable reactive intermediate. It undergoes Pd-catalyzed O-coupling with alcohols to give the corresponding 1-methoxyallyl ethers: Synlett, 192 (1998). Lithiation leads to 1-lithio-1-methoxyallene: J. Org. Chem., 50, 5308 (1985); 58, 6377 (1993). For a brief feature on methoxyallene with further examples, see: Synlett, 1697 (2000).

GHS Hazard and Precautionary Statements

Hazard Statements: H301-H311-H331-H314-H226-H411

Toxic if swallowed. Toxic in contact with skin. Toxic if inhaled. Causes severe skin burns and eye damage. Flammable liquid and vapour. Toxic to aquatic life with long lasting effects.

Precautionary Statements: P210-P260-P261-P301+P310-P303+P361+P353-P305+P351+P338-P361-P301+P330+P331-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Avoid breathing dust/fume/gas/mist/vapours/spray. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. 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. Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,7809
Beilstein
506003
Hazard Class
6.1
Packing Group
II
Harmonized Tariff Code
2905.29
TSCA
Yes
RTECS
UK5075000

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