ChemicalBook > CAS DataBase List > Pinacol

Pinacol

Product Name
Pinacol
CAS No.
76-09-5
Chemical Name
Pinacol
Synonyms
2,3-Dimethylbutane-2,3-diol;2,3-DIMETHYL-2,3-BUTANEDIOL;PINACONE;Pinakol;PINACOL ANHYDROUS;Picol;PINACOL;Pinacol,99%;Pinacol 98%;Pinacol >
CBNumber
CB1403084
Molecular Formula
C6H14O2
Formula Weight
118.17
MOL File
76-09-5.mol
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Pinacol Property

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)
Flash point:
171 °F
storage temp. 
Inert atmosphere,Room Temperature
solubility 
alcohol: freely soluble
pka
14.80±0.29(Predicted)
form 
Crystalline Low Melting Solid
color 
White
Odor
at 100.00 %. woody earthy patchouli warm bread
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℃）
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents, strong bases, strong acids.
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
2,3-Butanediol, 2,3-dimethyl- (76-09-5)
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Safety

Hazard Codes 
Xi,F
Risk Statements 
38-36/37/38-11
Safety Statements 
37-37/39-26
WGK Germany 
2
RTECS 
EK1720000
F 
3
TSCA 
Yes
HS Code 
29053990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H303May be harmfulif swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H320Causes eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
221171
Product name
Pinacol
Purity
98%
Packaging
5g
Price
$36.06
Updated
2024/03/01
Sigma-Aldrich
Product number
221171
Product name
Pinacol
Purity
98%
Packaging
100g
Price
$176
Updated
2024/03/01
Sigma-Aldrich
Product number
8.21032
Product name
Pinacol
Purity
for synthesis
Packaging
100g
Price
$136
Updated
2023/01/07
TCI Chemical
Product number
D0691
Product name
Pinacol
Purity
>98.0%(GC)
Packaging
25g
Price
$40
Updated
2024/03/01
TCI Chemical
Product number
D0691
Product name
Pinacol
Purity
>98.0%(GC)
Packaging
100g
Price
$80
Updated
2024/03/01
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Pinacol Chemical Properties,Usage,Production

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.
Pinacol is used in the synthesis of organic reagents such as alkenylphenylphosphonates and alkenylboronates.

Uses

Pinacol is used in the preparation of synthetic intermediates like pinacolborane, bis(pinacolato)diboron and pinacolchloroborane by reaction with boron trichloride. Further, it plays an important role as an intermediate for biologically active compounds like antiviral, antibacterial, antifungal and antituberculous.

Preparation

By the bimolecular reduction of acetone.

Definition

ChEBI: A glycol that is ethylene glycol in which all four methylene hydrogens have been replaced by methyl groups.

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.]

Pinacol Preparation Products And Raw materials

Raw materials

Mercury chloride

Preparation Products

2-(2-ISOPROPYLPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE 1-Methyl-4-pyrazole boronic acid pinacol ester 4-((N,N-DIMETHYLAMINO)METHYL)PHENYLBORONIC ACID PINACOL ESTER HYDROCHLORIDE Isopropenylboronic acid pinacol ester 4-Carboxylphenylboronic acid pinacol ester 2-[3-(2-FURYL)PHENYL]-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE 4-SULFAMOYLPHENYLBORONIC ACID, PINACOL ESTER Bis(pinacolato)diboron Pinacolone 2,3-DIMETHYL-1,3-BUTADIENE 5-AMINOPYRIDINE-2-BORONIC ACID PINACOL ESTER 2-(1-FLUORONAPHTHALEN-4-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE 2-(1-BENZOTHIOPHEN-5-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE 3-MORPHOLINOPHENYLBORONIC ACID PINACOL ESTER Pinacolborane 4-(PYRROLIDIN-1-YLMETHYL)BENZENEBORONIC ACID, PINACOL ESTER 97%1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZYL]PYRROLIDINE 1-Methyl-1H-pyrazole-5-boronic acid pinacol ester
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View Lastest Price from Pinacol manufacturers

Hebei Duling International Trade Co. LTD
Product
Pinacol 76-09-5
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
300MT/month
Release date
2022-11-23
Hebei Mojin Biotechnology Co., Ltd
Product
Pinacol 76-09-5
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-09-06
Hebei Guanlang Biotechnology Co., Ltd.
Product
Pinacol 76-09-5
Price
US $10.00/PCS
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2021-03-11

76-09-5, PinacolRelated Search:

Ethylene glycol diacetate Pinacolone 1-Phenyl-1,2-ethanediol Dimethyl carbonate 2-Methyl-2,4-pentanediol 2-Butyne-1,4-diol Dimethyl fumarate Triethylene glycol DOWANOL(TM) PNB Diethylene glycol Polyethylene Glycol Dimethyl ether ETHYLENE GLYCOL DISTEARATE Benzopinacole Dimethyl sulfoxide FARNESOL N,N-Dimethylformamide ETHANE

  • 2,3-Dimethylbutane-2,3-diol
  • 2,3-DIMETHYL-2,3-BUTANEDIOL
  • TETRAMETHYLETHYLENE GLYCOL
  • PINACOL
  • PINACONE
  • 2,3-DIMETHYLBUTANEDIOL-2,3
  • Pinakol
  • PINACOL pure
  • 2,3-Dimethyl-2,3-butanediol, Tetramethylethylene glycol
  • 2,3-Dimethyl-2,3-butanediol (Pinacol)
  • Pinacol,2,3-Dimethyl-2,3-butanediol, Tetramethylethylene glycol
  • Frequency that alcohol
  • TetraMethyl glycol
  • Pinacol, 99% 100GR
  • Pinacol,99%
  • 2,3-Dimethyl-2,3-butanediol Pinacone Tetramethylethylene Glycol
  • Pinacol, 97+%
  • Pinacol 98%
  • Tetramethylethylene glycol, Pinacol
  • Picol
  • 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)
  • Pinacol &gt
  • pinacol 2,3-dimethylbutane-2,3-diol
  • TIANFU CHEM - Pinacol
  • 76-09-5
  • 1976-09-05
  • 1976-9-5
  • 1976-09-5
  • HOCCH32CCH32OH
  • C6H14O26H2O
  • CH32COHCOHCH32
  • CH32COH2
  • Oxygen Compounds
  • Polyols
  • Organic Building Blocks
  • Building Blocks
  • Acetone series
  • 76-09-5