3-(N,N-Dimethylamino)phenylboronic acid

Base Information

• Chemical Name: 3-(N,N-Dimethylamino)phenylboronic acid
• CAS No.: 178752-79-9
• Molecular Formula: C8H12BNO2
• Molecular Weight: 165
• Hs Code.: 29319090
• European Community (EC) Number: 628-565-4
• DSSTox Substance ID: DTXSID90376286
• Nikkaji Number: J3.152.553E
• Wikidata: Q72469131
• Mol file: 178752-79-9.mol

Synonyms:178752-79-9;3-(N,N-Dimethylamino)phenylboronic acid;3-Dimethylaminophenylboronic acid;(3-(dimethylamino)phenyl)boronic acid;[3-(dimethylamino)phenyl]boronic acid;3-(dimethylamino)phenylboronic acid;Boronic acid, [3-(dimethylamino)phenyl]-;MFCD01318996;3-(Dimethylamino)benzeneboronic acid;SCHEMBL150235;DTXSID90376286;3-dimethylamino-phenylboronic acid;3-dimethylaminophenyl boronic acid;YZQQHZXHCXAJAV-UHFFFAOYSA-N;STR09904;3-(dimethylamino) phenylboronic acid;3-(dimethylamino)-phenylboronic acid;3-(dimethylamino)phenyl boronic acid;CS1152;3-Dimethylaminophenylboronic acid HCl;AKOS004119241;3-(N,N-Dimethylamino)phenylboronicacid;AB08808;AM86701;CS-W009263;N,N-dimethyl-3-aminophenylboronic acid;(3-(dimethyl amino)phenyl)boronic acid;NCGC00249470-01;3-(N,N-dimethylamino)-phenylboronic acid;3-(N,N-dimethylamino)phenyl boronic acid;SY007391;A3964;Boronic acid, B-[3-(dimethylamino)phenyl]-;FT-0605413;[3-(DIMETHYLAMINO)PHENYL]-BORONIC ACID;EN300-316289;3-(N,N-Dimethylamino)phenylboronic acid, >=95%;J-510912

Chemical Property of 3-(N,N-Dimethylamino)phenylboronic acid

Chemical Property:

• Appearance/Colour: Solid
• Vapor Pressure: 2.58E-05mmHg at 25°C
• Melting Point: 191-193 °C
• Refractive Index: 1.547
• Boiling Point: 344 °C at 760 mmHg
• PKA: 8.54±0.10(Predicted)
• Flash Point: 161.9 °C
• PSA: 43.70000
• Density: 1.12 g/cm³
• LogP: -0.56760
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 165.0961088
• Heavy Atom Count: 12
• Complexity: 141

Purity/Quality:

99% ^*data from raw suppliers

3-(N,N-Dimethylamino)phenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=CC=C1)N(C)C)(O)O
• Uses: Reactant involved in synthesis of different protein effector including:Modulators of survival motor neuron proteinGlucokinase activatorsAryl ethers for use as Bacillus anthracis enoyl-ACP reductase inhibitorsReactant involved in synthesis of: Thiourea-functionalized paracyclophanesLow-background fluorescent imaging agents for nitric oxideReactant to undergo regioselective iodination and bromination 3-Dimethylaminophenylboronic acid, HCl

Technology Process of 3-(N,N-Dimethylamino)phenylboronic acid

There total 3 articles about 3-(N,N-Dimethylamino)phenylboronic acid 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: 61.0%

3-bromo-N,N-dimethylaniline (16518-62-0) → 3-(N,N-dimethylamino)phenylboronic acid (178752-79-9)

Guidance literature:

3-bromo-N,N-dimethylaniline; With n-butyllithium; Trimethyl borate; In tetrahydrofuran; hexanes; at -78 - -20 ℃; for 1.41667h;

With hydrogenchloride; In tetrahydrofuran; hexanes; water; for 0.0833333h;

Reference yield:

Trimethyl borate (121-43-7,63156-11-6) + 3-bromo-N,N-dimethylaniline (16518-62-0) → 3-(N,N-dimethylamino)phenylboronic acid (178752-79-9)

Guidance literature:

With n-butyllithium; In ethanol;

Reference yield:

→ 3-(N,N-dimethylamino)phenylboronic acid (178752-79-9) + methyl(3ARS,4SR,7ARS)-2-benzyl-7-(3-N,N-dimethylaminophenyl)-4-phenyl-2,3,3a,4,5,7a-hexahydro-1H-isoindole-3a-carboxylate

Guidance literature:

upstream raw materials:

Trimethyl borate

3-bromo-N,N-dimethylaniline

Downstream raw materials:

1,4-((((2-dimethylamino)-6-(3-(dimethylamino)phenyl)quinazolin-4-ylamino)methyl)-N-4-fluorophenyl)benzamide

potassium (3-(dimethylamino)phenyl)trifluoroborate

5-(3-(dimethylamino)phenyl)-N-(3-methoxyphenyl)-N-methylthiophene-2-carboxamide

3-(3-(3,4-dimethoxyphenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-N,N-dimethylaniline

Refernces

• 1、 Molander, Gary A.,Trice, Sarah L. J.,Kennedy, Steven M.. "Palladium-catalyzed borylation of aryl and heteroaryl halides utilizing tetrakis(dimethylamino)diboron: One step greener". supporting information. p. 4814 - 4817,4. Retrieved 2012/12/12.
• 2、 -. "Anti-cancer agents and uses thereof". Page/Page column 26. . Retrieved 2008/06/13.