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

A10295 Propargyl alcohol, 99%

Codice CAS
107-19-7
Sinonimi
2-Propyn-1-ol

Dimensioni Prezzo ($) Quantità Disponibilità
100ml 11,97
500ml 32,96
2500ml 108,94
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Propargyl alcohol, 99%

MDL
MFCD00002912
EINECS
203-471-2

Proprietà chimiche

Formula
C3H4O
Peso formula
56.06
Punto di fusione
-53°
Punto di ebollizione
114-115°
Punto di infiammabilità
33°(91°F)
Densità
0.949
Indice di rifrazione
1.4320
Solubilità
Fully miscible in water.

Applicazioni

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.

Note

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

Letteratura

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).

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): 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.

Dichiarazioni precauzionali: 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.

Altri riferimenti

Merck
14,7809
Beilstein
506003
Classe di rischio
6.1
Gruppo di imballaggio
II
Codice tariffe armonizzato
2905.29
TSCA
Yes
RTECS
UK5075000

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