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Pinacol

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Pinacol Basic information
  • Product Name:Pinacol
  • CAS:76-09-5
  • MF:C6H14O2
  • MW:118.17
  • EINECS:200-933-5
  • Mol File:76-09-5.mol
Pinacol Chemical Properties
  • Melting point:40-43 °C(lit.)
  • Boiling point:171-172 °C739 mm Hg(lit.)
  • Density 0.967 g/cm3 (20℃)
  • refractive index 1.4347 (estimate)
  • Flash point:171 °F
  • storage temp. Storage temperature: no restrictions.
  • solubility alcohol: freely soluble
  • form Crystalline Low Melting Solid
  • pka14.80±0.29(Predicted)
  • color White
  • Water Solubility Soluble in hot water, alcohol, and diethyl ether.
  • Sensitive Hygroscopic
  • Merck 14,7439
  • BRN 1340501
  • Stability:Stable. Combustible. Incompatible with strong oxidizing agents, strong bases, strong acids.
  • InChIKeyIVDFJHOHABJVEH-UHFFFAOYSA-N
  • CAS DataBase Reference76-09-5(CAS DataBase Reference)
  • NIST Chemistry Reference2,3-Butanediol, 2,3-dimethyl-(76-09-5)
  • EPA Substance Registry System2,3-Butanediol, 2,3-dimethyl- (76-09-5)
Safety Information
  • Hazard Codes Xi,F
  • Risk Statements 38-36/37/38-11
  • Safety Statements 37-37/39-26
  • RIDADR UN 1325 4.1/PG 2
  • WGK Germany 2
  • RTECS EK1720000
  • 3
  • TSCA Yes
  • HS Code 29053990
MSDS
Pinacol Usage And Synthesis
  • Chemical Propertieswhite solid
  • OccurrenceHas apparently not been reported to occur in nature.
  • Usespinacol be used as organic intermediates.
    The pinacol coupling reaction with the inorganic electride [Ca2N](+)·e(−) as an electron donor in organic solvents was studied.
  • DefinitionChEBI: A glycol that is ethylene glycol in which all four methylene hydrogens have been replaced by methyl groups.
  • PreparationBy the bimolecular reduction of acetone.
  • Synthesis Reference(s)Chemistry Letters, 10, p. 1469, 1981
    Journal of the American Chemical Society, 98, p. 1986, 1976 DOI: 10.1021/ja00423a067
    Tetrahedron Letters, 21, p. 449, 1980 DOI: 10.1016/S0040-4039(00)71429-8
  • Toxicity evaluationBoth the acute oral LD50 value in rats and the acute dermal LD50 value in rabbits exceeded 5 g/kg (Moreno, 1975). The acute oral LD50 of pinacol for male albino mice was found to be 28-6 mmol/kg (Wenzel & Koff, 1956). Pinacol showed anticonvulsant activity for electroshock seizures and Metrazol? convulsions; the PD 50 values (a measure of the protective dose) determined 15 min after oral administration of pinacol to mice were found to be 16-4 and 3-44 mmol/kg for electroshock and Metrazol convulsions, respectively (Wenzel & Koff, 1956).
  • MetabolismPinacol forms a glucuronide in the rabbit (Williams, 1959), and was found highly conjugated with glucuronic acid in the urine of chinchilla rabbits following oral administration of 1.0-1.5 g pinacol/kg body weight (Gessner, Parke & Williams, 1960). Pinacol was not utilized to any significant extent by endocrine tissues from human placenta, rat ovary, rat testis or rat adrenal gland (Ferguson, Baillie, Caiman & Hart, 1966).
  • Purification MethodsThe hydrate is rendered anhydrous by azeotropic distillation of water with *benzene. Recrystallise it from *benzene or toluene/pet ether, absolute EtOH or dry diethyl ether. It recrystallises from water to give the hexahydrate. [Beilstein 1 IV 2575.]
Pinacol Preparation Products And Raw materials
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