1,4-Butynediol

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1,4-Butynediol1
1,4-Butynediol
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
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 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

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. ^ 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

Wikipedia content modification information:

  • This page was last modified on 6 June 2008, at 17:10.

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