1,4-Butynediol
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1,4-Butynediol[1] | |
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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 | |
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.
Contents |
[edit] 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]
[edit] 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.
[edit] Safety
1,4-Butynediol is corrosive and irritates the skin and eyes.[3]
[edit] 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.
- ^ a b Hazardous Substance Fact Sheet for 1,4-butynediol
- ^ 1,4-Butynediol at Sanwei