1,4-Butynediol
| 1,4-Butynediol[1] | |||||
|---|---|---|---|---|---|
| |||||
| Chemical name | But-2-yne-1,4-diol | ||||
| Other names | Butynediol 2-Butyne-1,4-diol 1,4-Dihydroxy-2-butyne | ||||
| Chemical formula | C4H6O2 | ||||
| Molecular mass | 86.09 g/mol | ||||
| CAS number | [110-65-6] | ||||
| Density | 1.2 g/cm3 | ||||
| Melting point | 52-55 °C | ||||
| Boiling point | 238 °C | ||||
| SMILES | OCC#CCO | ||||
| NFPA 704 |
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| Disclaimer and references | |||||
1,4-Butynediol is an organic compound that is an alkyne and a diol. This yellow crystalline solid is soluble in water and ethanol.
Synthesis
1,4-Butynediol can be produced in the Reppe synthesis, where formaldehyde and acetylene are the reactants:
- 2 CH2O + HCCH → HOCH2CCCH2OH
Several patented production methods use copper bismuth catalysts coated on an inert material. The normal temperature range for the reaction is 90°C up to 150°C, depending on the pressure used for the reaction which can range from 1 to 20 bar. [2]
Applications
1,4-butynediol is a precursor to 1,4-butanediol. It is also used in the manufacture of plant protection agents, pesticides, textile additives, corrosion inhibitors, platicizers, synthetic resins, and polyurethanes.[3] It is the major raw material of vitamin B6.[4] It is also used for brightening, preserving, and inhibiting nickel plating.
Safety
1,4-Butynediol is corrosive and irritates the skin and eyes.[3]
References
- ^ 1,4-Butynediol at chemicalland21.com
- ^ Kale S. S. , Chaudhari R. V., Ramachandran P. A. (1981). "Butynediol synthesis. A kinetic study". Industrial & Engineering Chemistry Product Research and Development. 20 (2): 309–315. doi:10.1021/i300002a015.
{{cite journal}}: CS1 maint: multiple names: authors list (link) - ^ a b Hazardous Substance Fact Sheet for 1,4-butynediol
- ^ 1,4-Butynediol at Sanwei