| Identification | More | [Name]
Pinacol | [CAS]
76-09-5 | [Synonyms]
2,3-DIMETHYL-2,3-BUTANEDIOL
2,3-Dimethylbutane-2,3-diol
PINACOL
PINACONE
TETRAMETHYLETHYLENE GLYCOL
1,1,2,2-tetramethylethyleneglycol
2,3-butanediol,2,3-dimethyl-
2,3-Dihydroxy-2,3-dimethylbutane
2,3-Dimethyl-2,3-dihydroxybutane
2,3-dimethyl-3-butanediol
Dimethyl-4-butyleneglycol
meso-2,3-Dimethyl-2,3-butanediol
PINACOL ANHYDROUS
Pinacol(2,3-Dimethyl-2,3-Butanediol)
2,3-DIMETHYLBUTANEDIOL-2,3
Pinakol
PINACOL pure
2,3-Dimethyl-2,3-butanediol, Tetramethylethylene glycol
2,3-Dimethyl-2,3-butanediol (Pinacol) | [EINECS(EC#)]
200-933-5 | [Molecular Formula]
C6H14O2 | [MDL Number]
MFCD00004462 | [Molecular Weight]
118.17 | [MOL File]
76-09-5.mol |
| Chemical Properties | Back Directory | [Appearance]
white solid | [Melting point ]
40-43 °C (lit.) | [Boiling point ]
171-172 °C/739 mmHg (lit.) | [density ]
0.967 g/cm3 (20℃) | [refractive index ]
1.4347 (estimate) | [Fp ]
171 °F
| [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
alcohol: freely soluble | [form ]
Crystalline Low Melting Solid | [pka]
14.80±0.29(Predicted) | [color ]
White | [Odor]
at 100.00 %. woody earthy patchouli warm bread | [Stability:]
Stable. Combustible. Incompatible with strong oxidizing agents, strong bases, strong acids. | [Odor Type]
woody | [Water Solubility ]
Soluble in hot water, alcohol, and diethyl ether. | [Sensitive ]
Hygroscopic | [Merck ]
14,7439 | [BRN ]
1340501 | [Dielectric constant]
7.4（24℃） | [InChIKey]
IVDFJHOHABJVEH-UHFFFAOYSA-N | [LogP]
0.540 | [CAS DataBase Reference]
76-09-5(CAS DataBase Reference) | [NIST Chemistry Reference]
2,3-Butanediol, 2,3-dimethyl-(76-09-5) | [EPA Substance Registry System]
76-09-5(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,F | [Risk Statements ]
R38:Irritating to the skin.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S37:Wear suitable gloves .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
2
| [RTECS ]
EK1720000
| [F ]
3 | [TSCA ]
Yes | [HS Code ]
29053990 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Mercury chloride | [Preparation Products]
Pinacolone-->3-MORPHOLINOPHENYLBORONIC ACID PINACOL ESTER-->4-(PYRROLIDIN-1-YLMETHYL)BENZENEBORONIC ACID, PINACOL ESTER 97%1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZYL]PYRROLIDINE-->2-(1-BENZOTHIOPHEN-5-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE-->2-[3-(2-FURYL)PHENYL]-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE-->Bis(pinacolato)diboron-->1-Methyl-1H-pyrazole-5-boronic acid pinacol ester-->4-((N,N-DIMETHYLAMINO)METHYL)PHENYLBORONIC ACID PINACOL ESTER HYDROCHLORIDE-->4-SULFAMOYLPHENYLBORONIC ACID, PINACOL ESTER-->2-(1-FLUORONAPHTHALEN-4-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE-->1-Methyl-4-pyrazole boronic acid pinacol ester-->4-Hydroxyphenylboronic acid pinacol ester-->5-AMINOPYRIDINE-2-BORONIC ACID PINACOL ESTER-->2-(2-ISOPROPYLPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE-->Allylboronic acid pinacol ester-->Pinacol vinylboronate-->Pinacolborane-->4-Carboxylphenylboronic acid pinacol ester-->Benzenamine, 3-methyl-N-phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)--->Isopropenylboronic acid pinacol ester-->4-Nitrophenylboronic acid pinacol ester-->2,3-DIMETHYL-1,3-BUTADIENE-->3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine |
| Hazard Information | Back Directory | [Chemical Properties]
white solid | [Occurrence]
Has apparently not been reported to occur in nature. | [Uses]
pinacol be used as organic intermediates.
The pinacol coupling reaction with the inorganic electride [Ca2N](+)·e(−) as an electron donor in organic solvents was studied.
| [Definition]
ChEBI: A glycol that is ethylene glycol in which all four methylene hydrogens have been replaced by methyl groups. | [Preparation]
By 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 evaluation]
Both 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). | [General Description]
The pinacol coupling reaction with the inorganic electride [Ca2N](+)·e(?) as an electron donor in organic solvents was studied. | [Metabolism]
Pinacol 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 Methods]
The 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.] |
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