Pinacol

Base Information

• Chemical Name: Pinacol
• CAS No.: 76-09-5
• Deprecated CAS: 52400-10-9
• Molecular Formula: C6H14O2
• Molecular Weight: 118.176
• Hs Code.: 29053990
• European Community (EC) Number: 200-933-5
• NSC Number: 25943
• UNII: 527QE7I5CO
• DSSTox Substance ID: DTXSID3058793
• Nikkaji Number: J4.440G
• Wikipedia: Pinacol
• Wikidata: Q421634
• ChEMBL ID: CHEMBL3289669
• Mol file: 76-09-5.mol

Synonyms:pinacol

Chemical Property of Pinacol

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 0.375mmHg at 25°C
• Melting Point: 40-43 °C(lit.)
• Refractive Index: 1.448
• Boiling Point: 174.4 °C at 760 mmHg
• PKA: 14.80±0.29(Predicted)
• Flash Point: 77.2 °C
• PSA: 40.46000
• Density: 0.963 g/cm ³
• LogP: 0.52820
• Storage Temp.: Storage temperature: no restrictions.
• Sensitive.: Hygroscopic
• Solubility.: alcohol: freely soluble
• Water Solubility.: Soluble in hot water, alcohol, and diethyl ether.
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 118.099379685
• Heavy Atom Count: 8
• Complexity: 72.5

Purity/Quality:

99.0%min ^*data from raw suppliers

Pinacol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,F
• Statements: 38-36/37/38-11
• Safety Statements: 37-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: CC(C)(C(C)(C)O)O
• 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. 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.

Technology Process of Pinacol

There total 258 articles about Pinacol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

acrylonitrile (107-13-1,25014-41-9) + acetone (67-64-1) → dihydro-5,5-dimethyl-2(3H)-furanone (3123-97-5) + 2,3-dimethyl-2,3-butane diol (76-09-5) + 4-hydroxy-4-methylpentanenitrile (6789-52-2) + isopropyl alcohol (67-63-0,8013-70-5)

Guidance literature:

With sulfuric acid; at 25 ℃; Product distribution; Electrochemical reaction; Ultrasonic irradiation;

DOI:10.1246/bcsj.75.123

Reference yield:

toluene (108-88-3,15644-74-3,16713-13-6) → 2,3-dimethyl-2,3-butane diol (76-09-5) + 2-Methyl-1-phenyl-2-propanol (100-86-7) + benzaldehyde (100-52-7) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With oxygen; for 24h; Mechanism; Product distribution; Ambient temperature; Irradiation; variation of the reaction atmosphere, reagents, solvent;

DOI:10.1016/S0040-4039(00)88319-7

Reference yield:

2-hydroxy-2-methylpropiophenone (7473-98-5) → 2,3-dimethyl-2,3-butane diol (76-09-5) + propen-2-ol (29456-04-0) + 2-hydroxy-2-phenylacetophenone (119-53-9,579-44-2) + benzaldehyde (100-52-7) + isopropyl alcohol (67-63-0,8013-70-5) + acetone (67-64-1)

Guidance literature:

In [D₃]acetonitrile; at 20 ℃; Mechanism; Irradiation;

DOI:10.1007/BF00949760

upstream raw materials:

2,3-Dimethyl-2-butene

2,3-dibromo-2,3-dimethylbutane

2,3-dimethylbutan-2-ol

methyl magnesium iodide

Downstream raw materials:

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

2,2,4,4,5,5-hexamethyl-1,3-dioxa-2-silacyclopentane

3,3-dimethyl-butan-2-one

2,3-dimethyl-buta-1,3-diene

Refernces

• 1、 Cao, Baoyue,Yu, Yan,Xu, Shan,Wang, Xiangting,Zhang, Li,Wang, Zhijian,Wang, Shumin,Zhang, Guochun. "Deactivation and Regeneration of NaTaO3 Photocatalyst in Cooperating Dehydrogenation Coupling of Isopropanol and Hydrogenation Coupling of Acetone Reaction System". . p. 466 - 471. Retrieved 2018.
• 2、 Goldach. "-". . p. 1436,1439, 1444. Retrieved 1931.
• 3、 Bergamaschi, Enrico,Chen, Yi-Kai,Hohenadel, Melissa,Lunic, Danijela,McLean, Liam A.,Teskey, Christopher J.. "Controlling Chemoselectivity of Catalytic Hydroboration with Light". supporting information. . Retrieved 2022/01/13.
• 4、 Dahiya, Pardeep,Gangwar, Manoj Kumar,Sundararaju, Basker. "Well-defined Cp*Co(III)-catalyzed Hydrogenation of Carbonates and Polycarbonates". . p. 934 - 939. Retrieved 2020/12/15.