1,4-Butynediol
From Wikipedia, the free encyclopedia
| 1,4-Butynediol[1] | |
|---|---|
 |
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| IUPAC name | But-2-yne-1,4-diol |
| Other names | Butynediol 2-Butyne-1,4-diol 1,4-Dihydroxy-2-butyne |
| Identifiers | |
| CAS number | [110-65-6] |
| SMILES | OCC#CCO |
| Properties | |
| Molecular formula | C4H6O2 |
| Molar mass | 86.09 g/mol |
| Density | 1.2 g/cm³ |
| Melting point |
52-55 °C |
| Boiling point |
238 °C |
| Hazards | |
| NFPA 704 |
 1
2
0
|
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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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:.
- ^ a b Hazardous Substance Fact Sheet for 1,4-butynediol
- ^ 1,4-Butynediol at Sanwei
