4-Aminophenylboronic acid hydrochloride

Base Information

• Chemical Name: 4-Aminophenylboronic acid hydrochloride
• CAS No.: 80460-73-7
• Molecular Formula: C₆H₈BNO₂*ClH
• Molecular Weight: 173.407
• Hs Code.: 29319090
• European Community (EC) Number: 623-030-1
• DSSTox Substance ID: DTXSID80370394
• Mol file: 80460-73-7.mol

Synonyms:80460-73-7;4-Aminophenylboronic acid hydrochloride;(4-aminophenyl)boronic Acid Hydrochloride;4-Aminobenzeneboronic acid hydrochloride;4-Aminophenylboronic acid, HCl;4-AMINOPHENYLBORONIC ACID HCL;MFCD03001333;(4-aminophenyl)boronic acid;hydrochloride;Boronic acid, (4-aminophenyl)-, hydrochloride;SC-52150;SCHEMBL40937;4-borono-benzenaminium chloride;4-Amino Phenylboronic Acid HCl;DTXSID80370394;QBYGJJSFMOVYOA-UHFFFAOYSA-N;RB3072;(4-aminophenyl)boronic acid HCl salt;AKOS005146544;(4-aminophenyl)boronicAcidHydrochloride;AC-6979;AM62729;CS-W000970;GS-6621;4-aminophenyl-boronic acid hydrochloride;SY017592;A9954;FT-0641766;4-Aminophenylboronic acid hydrochloride, 95%;EN300-316295;J-501353;Boronic acid, B-(4-aminophenyl)-, hydrochloride (1:1);Z1741970842

Chemical Property of 4-Aminophenylboronic acid hydrochloride

Chemical Property:

• Vapor Pressure: 1.19E-05mmHg at 25°C
• Melting Point: 141-143 °C
• Refractive Index: 1.582
• Boiling Point: 355 °C at 760 mmHg
• Flash Point: 168.5 °C
• PSA: 66.48000
• Density: 1.23g/cm3
• LogP: 0.33180
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Hygroscopic
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 173.0414864
• Heavy Atom Count: 11
• Complexity: 102

Purity/Quality:

99% ^*data from raw suppliers

4-Aminophenylboronic acid hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-36-60-44-20/21

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)N)(O)O.Cl
• Uses: suzuki reaction 4-Aminophenylboronic acid hydrochloride can be used to prepare:The modified reduced graphene composite material used as a sugar sensor to detect the analyte in fruit juice.The modified carbon electrode adsorbed with aminophenol, used for the detection of NADH and H2O2.The boron, nitrogen, and sulfur-doped carbon dot sensor, which in turn can be used for the detection of ascorbic acid.

Technology Process of 4-Aminophenylboronic acid hydrochloride

There total 3 articles about 4-Aminophenylboronic acid hydrochloride 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%

4-(N,N-dibenzylamino)phenylboronic acid cyclic trimer (796857-59-5) → (4-aminophenyl)boronic acid hydrochloride (80460-73-7)

Guidance literature:

With hydrogenchloride; hydrogen; 10% palladium on activated carbon; In methanol; for 3h; under 750.075 - 2250.23 Torr;

Reference yield: 93.0%

dihydroxy-methyl-borane (13061-96-6) + 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline (214360-73-3) → (4-aminophenyl)boronic acid hydrochloride (80460-73-7)

Guidance literature:

dihydroxy-methyl-borane; 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline; With trifluoroacetic acid; In dichloromethane; at 20 ℃;

With hydrogenchloride; In water; at 20 ℃;

DOI:10.1021/acs.orglett.9b00584

Reference yield: 35.0%

N,N-bis(tert-butoxycarbonyl)-4-iodoaniline + Triisopropyl borate (5419-55-6) → (4-aminophenyl)boronic acid hydrochloride (80460-73-7) + aniline (62-53-3)

Guidance literature:

With n-butyl magnesium bromide; n-butyllithium; In tetrahydrofuran; heane; at 0 ℃;

N,N-bis(tert-butoxycarbonyl)-4-iodoaniline; In tetrahydrofuran; hexane; at -78 ℃; for 0.666667h;

Triisopropyl borate; With hydrogenchloride; more than 3 stages;

upstream raw materials:

4-(N,N-dibenzylamino)phenylboronic acid cyclic trimer

Triisopropyl borate

dihydroxy-methyl-borane

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

Downstream raw materials:

N-[4-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)phenyl]-N'-(3-trifluoromethylphenyl)urea

4-amino-3'-(trifluoromethyl)-1,1'-biphenyl

Refernces

• 1、 -. "Process for the preparation of aniline boronic acids and derivatives thereof". Page 8. . Retrieved 2010/02/09.