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Thermo Scientific Chemicals
Propargyl alcohol, 99%
CAS: 107-19-7 | C3H4O | 56.06 g/mol
化学物質識別子
CAS107-19-7
IUPAC Nameprop-2-yn-1-ol
Molecular FormulaC3H4O
InChI KeyTVDSBUOJIPERQY-UHFFFAOYSA-N
SMILESOCC#C
さらに表示
仕様
スペックシート
スペックシートAppearance (Color)Clear colorless to yellow
FormLiquid
Assay (GC)≥98.5%
Identification (FTIR)Conforms
Refractive Index1.4300-1.4345 @ 20°C
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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
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.
Solubility
Fully miscible in water.
Notes
Store at 4°C. Incompatible with oxidizing agent, strong acids, strong bases, amines, phosphorous pentoxide, isocyanate vapor & heat.
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.
Solubility
Fully miscible in water.
Notes
Store at 4°C. Incompatible with oxidizing agent, strong acids, strong bases, amines, phosphorous pentoxide, isocyanate vapor & heat.
RUO – Research Use Only
General 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).