3-Amino-4-methylphenylboronic acid

Base Information

• Chemical Name: 3-Amino-4-methylphenylboronic acid
• CAS No.: 22237-12-3
• Molecular Formula: C7H10BNO2
• Molecular Weight: 150.973
• Hs Code.: 29310095
• European Community (EC) Number: 681-828-5
• DSSTox Substance ID: DTXSID00372254
• Nikkaji Number: J3.343.009D
• Wikidata: Q72439898
• Mol file: 22237-12-3.mol

Synonyms:22237-12-3;3-AMINO-4-METHYLPHENYLBORONIC ACID;(3-amino-4-methylphenyl)boronic acid;3-Amino-4-methylbenzeneboronic acid;MFCD01074640;Boronic acid, (3-amino-4-methylphenyl)-;(3-amino-4-methyl-phenyl)boronic Acid;SCHEMBL189833;AMY963;DTXSID00372254;PLTGUDDQNWJILD-UHFFFAOYSA-N;3-Amino-4-methylphenylboranic acid;3-amino4methyl phenyl boronic acid;3-AMINO-P-TOLYLBORONIC ACID;STR09172;3-amino-4-methyl-phenylboronic acid;3-amino-4-methyl phenyl boronic acid;AKOS006228020;AB08081;CS-W018128;3-AMINO-4-METHYLPHENYLBORONICACID;SY022542;FT-0614988;3-Amino-4-methylphenylboronic acid, AldrichCPR;A22268;EN300-316752;Z1201620793

Chemical Property of 3-Amino-4-methylphenylboronic acid

Chemical Property:

• Vapor Pressure: 4.73E-06mmHg at 25°C
• Melting Point: 250 °C
• Refractive Index: 1.569
• Boiling Point: 367.586 °C at 760 mmHg
• PKA: 8.77±0.10(Predicted)
• Flash Point: 176.11 °C
• PSA: 66.48000
• Density: 1.193 g/cm³
• LogP: -0.16180
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 151.0804587
• Heavy Atom Count: 11
• Complexity: 132

Purity/Quality:

98% ^*data from raw suppliers

3-Amino-4-methylphenylboronicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=C(C=C1)C)N)(O)O
• Uses: 3-Amino-4-methylphenylboronic acid, HCl

Technology Process of 3-Amino-4-methylphenylboronic acid

There total 3 articles about 3-Amino-4-methylphenylboronic 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: 88.0%

(4-methyl-3-nitrophenyl)boronic acid (80500-27-2) → 4-methyl-3-amino-phenyl boronic acid (22237-12-3)

Guidance literature:

With sodium tetrahydroborate; palladium diacetate; In ethanol; dichloromethane; water; at 20 ℃; for 0.15h;

DOI:10.1039/c9gc03957k

Reference yield:

4-methylphenylboronic acid (5720-05-8) → 4-methyl-3-amino-phenyl boronic acid (22237-12-3)

Guidance literature:

Multi-step reaction with 2 steps

1: urea; nitric acid / -30 °C

2: platinum; aqueous methanol / Hydrogenation

With methanol; nitric acid; urea; platinum;

DOI:10.1021/ja01350a045

Reference yield:

para-methylphenylmagnesium bromide (4294-57-9) → 4-methyl-3-amino-phenyl boronic acid (22237-12-3)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether / und anschliessenden Hydrolyse

2: urea; nitric acid / -30 °C

3: platinum; aqueous methanol / Hydrogenation

With methanol; diethyl ether; nitric acid; urea; platinum;

DOI:10.1021/ja01350a045

upstream raw materials:

(4-methyl-3-nitrophenyl)boronic acid

4-methylphenylboronic acid

para-methylphenylmagnesium bromide

Downstream raw materials:

(4-methyl-3-(4-(pyridin-2-ylmethoxy)benzamido)phenyl)boronic acid

3-(4-(3-methoxybenzyloxy)benzamido)-4-methylphenylboronic acid

2-methyl-5-(4-morpholin-4-yl-thieno[3,2-d]pyrimidin-2-yl)phenylamine

Refernces

• 1、 Yan, Ziqiang,Xie, Xiaoyu,Song, Qun,Ma, Fulei,Sui, Xinyu,Huo, Ziyu,Ma, Mingming. "Tandem selective reduction of nitroarenes catalyzed by palladium nanoclusters". supporting information. p. 1301 - 1307. Retrieved 2020/03/11.