1,4-Butynediol

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1,4-Butynediol[1]
1,4-Butynediol
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.

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. ^ 1,4-Butynediol at chemicalland21.com
  2. ^ 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. 
  3. ^ a b Hazardous Substance Fact Sheet for 1,4-butynediol
  4. ^ 1,4-Butynediol at Sanwei