2-CYANOPHENYLBORONIC ACID, PINACOL ESTER Chemical Properties

Melting point:

85-90 °C

Boiling point:

357.1±25.0 °C(Predicted)

Density 

1.06±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

solid

Appearance

White to off-white Solid

InChI

InChI=1S/C13H16BNO2/c1-12(2)13(3,4)17-14(16-12)11-8-6-5-7-10(11)9-15/h5-8H,1-4H3

InChIKey

SKQNWSBNAIOCOC-UHFFFAOYSA-N

SMILES

C(#N)C1=CC=CC=C1B1OC(C)(C)C(C)(C)O1

CAS DataBase Reference

214360-48-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2931900090

Storage Class

11 - Combustible Solids

2-CYANOPHENYLBORONIC ACID, PINACOL ESTER Usage And Synthesis

Uses

suzuki reaction

Synthesis

2-Bromobenzonitrile (20 g, 110 mmol), pinacol ester of bis(boronic acid) (30.4 g, 120 mmol) and potassium acetate (32.4 g, 330 mmol) were degassed with nitrogen in 1,4-dioxane (100 ml) and dimethyl sulfoxide (20 ml) for 30 min. Dichloro[1,1'-bis(diphenylbisphosphino)ferrocene]-palladium(II) dichloromethane adduct (2.00 g, 2.73 mmol) was added and the mixture was heated at 90 ??C for 18 hours. The mixture was cooled to ambient temperature and partitioned between ether and 2N sodium hydroxide solution. The organic matter was discarded, the aqueous phase was cooled to 0??C and the pH was adjusted to 7 by addition of 36% hydrochloric acid. the solid was collected by filtration, washed with water and air-dried to give 2-benzonitrile boronic acid pinacol ester as an off-white solid in a yield of (19 g, 76%). ??H (360 MHz, CDCl3) 1.39 (12H, s), 7.52-7.57 (2H, m), 7.68- 7.71(1H,m),7.87-7.89(1H,m).

2-CYANOPHENYLBORONIC ACID, PINACOL ESTER(214360-48-2)Related Product Information

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