1,4-Butynediol

Chembox new
Name = 1,4-Butynediol
Reference = [ [http://www.chemicalland21.com/industrialchem/solalc/1,4-BUTYNEDIOL.htm 1,4-Butynediol at chemicalland21.com] ]
ImageFile = Butynediol.png ImageSize = 150px
ImageName = 1,4-Butynediol
IUPACName = But-2-yne-1,4-diol
OtherNames = Butynediol
2-Butyne-1,4-diol
1,4-Dihydroxy-2-butyne
Section1 = Chembox Identifiers
CASNo = 110-65-6
SMILES = OCC#CCO
Section2 = Chembox Properties
Formula = C₄H₆O₂
MolarMass = 86.09 g/mol
Density = 1.2 g/cm³
MeltingPt = 52-55 °C
BoilingPt = 238 °C
Section7 = Chembox Hazards
NFPA-H = 2
NFPA-F = 1
NFPA-R = 0

1,4-Butynediol is an organic compound that is an alkyne and a diol. This yellow crystalline solid is soluble in water and ethanol.

ynthesis

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. [cite journal
title = Butynediol synthesis. A kinetic study
author = Kale S. S. , Chaudhari R. V., Ramachandran P. A.
journal = Industrial & Engineering Chemistry Product Research and Development
year = 1981
volume = 20
issue = 2
pages = 309–315
doi = 10.1021/i300002a015]

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. [http://www.state.nj.us/health/eoh/rtkweb/0298.pdf Hazardous Substance Fact Sheet for 1,4-butynediol] ] It is the major raw material of vitamin B6. [ [http://www.swchemical.com.cn/1,4butynediol.htm 1,4-Butynediol at Sanwei] ] It is also used for brightening, preserving, and inhibiting nickel plating.

afety

1,4-Butynediol is corrosive and irritates the skin and eyes.

References