2-(4-Methylphenyl)aniline

Base Information

• Chemical Name: 2-(4-Methylphenyl)aniline
• CAS No.: 1204-43-9
• Molecular Formula: C13H13N
• Molecular Weight: 183.253
• Hs Code.: 2921499090
• DSSTox Substance ID: DTXSID00363667
• Nikkaji Number: J80.095C
• Wikidata: Q82147413
• Mol file: 1204-43-9.mol

Synonyms:1204-43-9;2-(4-methylphenyl)aniline;4'-Methyl-biphenyl-2-ylamine;4'-Methyl[1,1'-biphenyl]-2-amine;4'-methylbiphenyl-2-amine;4'-METHYL-[1,1'-BIPHENYL]-2-AMINE;4'-Methyl-biphenyl-2-ylamine HCl;4/'-METHYL-BIPHENYL-2-YLAMINE;4'-Methylbiphenyl-2-ylamine;2-amino-4'-methylbiphenyl;SCHEMBL394565;DTXSID00363667;BAA20443;4'-Methyl-1,1'-biphenyl-2-amine;4-Methyl-2'-amino-1,1'-biphenyl;MFCD03424650;STK523144;AKOS000302338;NCGC00334394-01;BB 0222438;CS-0315250;FT-0751311;AB01326958-02

Chemical Property of 2-(4-Methylphenyl)aniline

Chemical Property:

• Boiling Point: 318.7 °C at 760 mmHg
• Flash Point: 156.1 °C
• PSA: 26.02000
• Density: 1.057 g/cm³
• LogP: 3.82540
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 183.104799419
• Heavy Atom Count: 14
• Complexity: 170

Purity/Quality:

98%,99%, ^*data from raw suppliers

4''-Methyl-biphenyl-2-ylamineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CC=CC=C2N

Technology Process of 2-(4-Methylphenyl)aniline

There total 29 articles about 2-(4-Methylphenyl)aniline 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: 99.0%

4-methylphenylboronic acid (5720-05-8) + 2-bromoaniline (615-36-1) → 2-(4-methylphenyl)aniline (1204-43-9)

Guidance literature:

With 2C₃₂H₄₁O₄P*Pd⁽²⁺⁾*2Cl^(1-); water; sodium carbonate; In tetrahydrofuran; at 60 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.tet.2016.08.087

Reference yield: 97.1%

4-methyl-2'-nitrobiphenyl (70680-21-6) → 2-(4-methylphenyl)aniline (1204-43-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 6h; Ambient temperature;

DOI:10.1002/jlcr.2580361002

Reference yield: 94.0%

2-iodophenylamine (615-43-0) + 4-methylphenylboronic acid (5720-05-8) → 2-(4-methylphenyl)aniline (1204-43-9)

Guidance literature:

2-iodophenylamine; 4-methylphenylboronic acid; With potassium carbonate; In 1,2-dimethoxyethane; water; at 20 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

With bis-triphenylphosphine-palladium(II) chloride; In 1,2-dimethoxyethane; water; at 80 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201510533

upstream raw materials:

4-tolyl iodide

ortho-nitrobenzoic acid

1-hydroxyimino-2-(4-methylphenyl)-2-cyclohexene

N-Phenylhydroxylamine

Downstream raw materials:

3-Methyl-9H-carbazole

(8-methylphenanthridin-6-yl)diphenylphosphine oxide

2-methyl-9H-fluorene

N-(4′-methyl-[1,1′-biphenyl]-2-yl)picolinamide

Refernces

• 1、 Yang, Zhusheng,Chen, Fei,Zhang, Shuxin,He, Yanmei,Yang, Nianfa,Fan, Qing-Hua. "Ruthenium-Catalyzed Enantioselective Hydrogenation of Phenanthridine Derivatives". . p. 1458 - 1461. Retrieved 2017.
• 2、 Ueyama,Yanagisawa,Tomiyama. "Synthesis of [14C]KT3-671, 2-propyl-8-oxo-1-[(2'-(1H- [14C] tetrazole-5-yl) biphenyl-4-yl) methyl]-4,5,6,7- tetrahydro-cycloheptimidazole, a novel potent nonpeptide angiotensin II receptor antagonist". . p. 915 - 919. Retrieved 1995.
• 3、 Peng, Xiaopeng,Yang, Yang,Luo, Bingling,Wen, Shijun,Huang, Peng. "Modular Tandem Mizoroki-Heck/Reductive Heck Reactions to Construct Fluorenes from Cyclic Diaryliodoniums". supporting information. p. 222 - 226. Retrieved 2020/12/01.
• 4、 An, Yang,Ding, Ya-Nan,Gou, Xue-Ya,Li, Qiao,Li, Yuke,Liang, Yong-Min,Zhang, Xiao-Yan,Zhang, Zhe. "Palladium-Catalyzed C-H Amination/[2 + 3] or [2 + 4] Cyclization via C(sp3or sp2)-H Activation". supporting information. p. 7961 - 7965. Retrieved 2021/10/25.