1,4-Butynediol

changed 477205983 1,4-Butynediol 1,4-Butynediol chemicalland21.com http://www.chemicalland21.com/industrialchem/solalc/1,4-BUTYNEDIOL.htm https://web.archive.org/web/20060318043235/http://www.chemicalland21.com/industrialchem/solalc/1,4-BUTYNEDIOL.htm March 18, 2006 usurped Butynediol.png skin-invert-image 160px Skeletal formula Butynediol-3D-balls.png bg-transparent 180 Ball-and-stick model But-2-yne-1,4-diol Butynediol2-Butyne-1,4-diol1,4-Dihydroxy-2-butyne correct chemspider correct EBI 16413 3187551 7775 correct kegg C02497 8066 203-788-6 ES0525000 2716 AXH202FPQM 1/C4H6O2/c5-3-1-2-4-6/h5-6H,3-4H2 DLDJFQGPPSQZKI-UHFFFAOYAT correct chemspider 1S/C4H6O2/c5-3-1-2-4-6/h5-6H,3-4H2 correct chemspider DLDJFQGPPSQZKI-UHFFFAOYSA-N correct CAS 110-65-6 OCC#CCO 4 6 2 1.11 g/cm3 (at 20 °C)29180 Colorless crystalline solid 3740 g/L 58 238 2 1 0 ~136 C F 05 06 07 08 Danger 301 312 314 317 331 373 260 261 264 270 271 272 280 301+310 301+330+331 302+352 303+361+353 304+340 305+351+338 310 311 312 314 321 322 330 333+313 363 403+233 405 501 1,4-Butynediol is an organic compound that is an alkyne and a diol. It is a colourless, hygroscopic solid that is soluble in water and polar organic solvents. It is a commercially significant compound in its own right and as a precursor to other products. Synthesis 1,4-Butynediol can be produced in the Reppe synthesis, where formaldehyde and acetylene are the reactants:Heinz Gräfje Wolfgang Körnig Hans-Martin Weitz Wolfgang Reiß Guido Steffan Herbert Diehl Horst Bosche Kurt Schneider Heinz Kieczka Butanediols, Butenediol, and Butynediol 2000 10.1002/14356007.a04_455 2 CH2O + HC≡CH → 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. Butynediol synthesis. A kinetic study Kale S. S. Chaudhari R. V. Ramachandran P. A. Industrial & Engineering Chemistry Product Research and Development 1981 20 2 309–315 10.1021/i300002a015 Applications 1,4-Butynediol is a precursor to 1,4-butanediol and 2-butene-1,4-diol by hydrogenation. It is also used in the manufacture of certain herbicides, textile additives, corrosion inhibitors, plasticizers, synthetic resins, and polyurethanes. It is the major raw material used in the synthesis of vitamin B6.http://www.swchemical.com.cn/1,4butynediol.htm 1,4-Butynediol at Sanwei 2006-11-11 https://web.archive.org/web/20101204134416/http://www.swchemical.com.cn/1,4butynediol.htm 2010-12-04 dead It is also used for brightening, preserving, and inhibiting nickel plating. It reacts with a mixture of chlorine and hydrochloric acid to give mucochloric acid (HO2CC(Cl)=C(Cl)CHO). Named uses of 1,4-butynediol include: Chloridazon, Amezinium metilsulfate & Barban. Safety 1,4-Butynediol is corrosive and irritates the skin, eyes, and respiratory tract. See also Acetylenedicarboxylic acid (but-2-ynedioic acid, 2-butynedioic acid) cis-Butene-1,4-diol 2-Butyne (but-2-yne) References Category:Alkyne derivatives Category:Diols