Propargyl alcohol

• Catalog No.: A10295
• CAS Number: 107-19-7
• M. F.: C3H4O
• M. W.: 56.06326
• Purity: 99%

SYNONYMS

• Title: 炔丙醇
• IUPAC name: prop-2-yn-1-ol
• IUPAC Traditional name: propargyl alcohol
• Synonyms: 2-Propyn-1-ol

DATABASE IDS

• EC Number: 203-471-2
• Merck Index: 147809
• MDL Number: MFCD00002912
• Beilstein Number: 506003
• CAS Number: 107-19-7

PROPERTIES

• Purity: 99%
• Boiling Point: 114-115°C
• Density: 0.949
• Flash Point: 33°C(91°F)
• Melting Point: -53°C
• Refractive Index: 1.4320
• GHS Hazard statements: H301-H311-H331-H314-H226-H411
• European Hazard Symbols: Toxic (T)
• European Hazard Symbols: Nature polluting (N)
• GHS Precautionary statements: P210-P301+P310-P303+P361+P353-P305+P351+P338-P361-P405-P501A
• Risk Statements: 10-23/24/25-34-51/53
• RTECS: UK5075000
• Safety Statements: 1/2-26-28-36-45-61
• TSCA Listed: 是
• Hazard Class: 6.1
• UN Number: UN2929
• Packing Group: II

REFERENCES

• 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).