N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzamide

Base Information

• Chemical Name: N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzamide
• CAS No.: 935660-75-6
• Molecular Formula: C₁₉H₂₂BNO₃
• Molecular Weight: 323.2
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID50583111
• Wikidata: Q72440182
• Mol file: 935660-75-6.mol

Synonyms:935660-75-6;N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzamide;N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]benzamide;C19H22BNO3;SCHEMBL257797;DTXSID50583111;MFCD14706697;AKOS015919115;DS-12803;CS-0153856;C77216;4-[(Phenylamino)carbonyl]phenylboronic acid pinacol ester

Chemical Property of N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzamide

Chemical Property:

• Vapor Pressure: 2.64E-06mmHg at 25°C
• Boiling Point: 390.5°C at 760 mmHg
• PKA: 13.65±0.70(Predicted)
• Flash Point: 190°C
• PSA: 47.56000
• Density: 1.13g/cm³
• LogP: 3.31110
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 323.1692737
• Heavy Atom Count: 24
• Complexity: 436

Purity/Quality:

97% ^*data from raw suppliers

N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzamide 95+% ^*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=C(C=C2)NC(=O)C3=CC=CC=C3

Technology Process of N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzamide

There total 7 articles about N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzamide 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: 95.0%

benzoyl chloride (98-88-4) + 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline (214360-73-3) → N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]benzamide (935660-75-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jm061280h

Reference yield: 92.0%

p-benzamidobenzoic acid (582-80-9) + bis(pinacol)diborane (73183-34-3) → N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]benzamide (935660-75-6)

Guidance literature:

With dmap; palladium diacetate; 2,2-dimethylpropanoic anhydride; 1,4-di(diphenylphosphino)-butane; In 1,4-dioxane; at 160 ℃; for 15h;

DOI:10.1002/anie.201810145

Reference yield: 71.0%

1-(4-methylbenzenesulfonyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene + benzamide (55-21-0,27208-38-4) → N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]benzamide (935660-75-6)

Guidance literature:

With potassium phosphate; (PAd₂-DalPhos)NiCl(o-tol); In toluene; at 90 ℃; for 18h; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1002/chem.201605095

upstream raw materials:

benzoyl chloride

4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline

benzoic acid

benzamide

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