3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)benzonitrile

Base Information

• Chemical Name: 3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)benzonitrile
• CAS No.: 1212021-11-8
• Molecular Formula: C13H15BClNO2
• Molecular Weight: 263.532
• Hs Code.: 2931900090
• European Community (EC) Number: 804-823-3
• DSSTox Substance ID: DTXSID70682231
• Wikidata: Q82606538
• Mol file: 1212021-11-8.mol

Synonyms:1212021-11-8;3-CHLORO-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE;3-CHLORO-5-CYANOPHENYLBORONIC ACID, PINACOL ESTER;3-Chloro-5-cyanophenylboronic acid pinacol ester;SCHEMBL28779;DTXSID70682231;MFCD16659095;AKOS015999637;MB14976;BS-26483;CS-0146634;EN300-1706412;J-512255;Z2044811647;3-chloro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzonitrile;3-CHLORO-5-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE

Chemical Property of 3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)benzonitrile

Chemical Property:

• Boiling Point: 361.1±32.0 °C(Predicted)
• PSA: 42.25000
• Density: 1.16±0.1 g/cm3(Predicted)
• LogP: 2.51088
• Storage Temp.: Refrigerated.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 263.0884366
• Heavy Atom Count: 18
• Complexity: 360

Purity/Quality:

97% ^*data from raw suppliers

3-Chloro-5-cyanophenylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=CC(=C2)Cl)C#N

Technology Process of 3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)benzonitrile

There total 3 articles about 3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)benzonitrile 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: 20.0%

3-chloro-5-iodobenzonitrile (289039-30-1) + bis(pinacol)diborane (73183-34-3) → 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (1212021-11-8)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; for 4h; Inert atmosphere; Reflux;

Reference yield:

3-chloro-benzonitrile (766-84-7) + bis(pinacol)diborane (73183-34-3) → 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (1212021-11-8)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine; In tetrahydrofuran; at 80 ℃; for 18h; Inert atmosphere; Glovebox;

DOI:10.1002/anie.201208203

Reference yield:

→ 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (1212021-11-8)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine; In tert-butyl methyl ether; at 80 ℃; for 16h; Inert atmosphere;

upstream raw materials:

3-chloro-5-iodobenzonitrile

bis(pinacol)diborane

3-chloro-benzonitrile

Downstream raw materials:

C₁₆H₁₄ClN