5-Methyl-2-phenylaniline

Base Information

• Chemical Name: 5-Methyl-2-phenylaniline
• CAS No.: 54147-94-3
• Molecular Formula: C13H13N
• Molecular Weight: 183.253
• Hs Code.: 2921499090
• DSSTox Substance ID: DTXSID50502544
• Nikkaji Number: J89.851A
• Mol file: 54147-94-3.mol

Synonyms:5-Methyl-2-phenylaniline;54147-94-3;4-Methylbiphenyl-2-amine;4-Methyl-[1,1'-biphenyl]-2-amine;2-amino-4-methylbiphenyl;3-Amino-4-phenyltoluene;SCHEMBL2971553;DTXSID50502544;QNWKYDCMXQSXQB-UHFFFAOYSA-N;4-Methyl[1,1'-biphenyl]-2-amine;MFCD18970945;AKOS017529563;CS-2692;CS-0196107;E91785;EN300-2620245;A918567

Chemical Property of 5-Methyl-2-phenylaniline

Chemical Property:

• PSA: 26.02000
• 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: 172

Purity/Quality:

99% ^*data from raw suppliers

5-Methyl-2-phenylaniline 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Methyl-2-phenylaniline

There total 15 articles about 5-Methyl-2-phenylaniline 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%

2-iodo-5-methylaniline (13194-69-9) + phenylboronic acid (98-80-6) → 2-amino-4-methylbiphenyl (54147-94-3)

Guidance literature:

2-iodo-5-methylaniline; phenylboronic 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

Reference yield: 86.0%

2-bromo-5-methylaniline (53078-85-6) + phenylboronic acid (98-80-6) → 2-amino-4-methylbiphenyl (54147-94-3)

Guidance literature:

2-bromo-5-methylaniline; phenylboronic acid; With potassium carbonate; In 1,2-dimethoxyethane; water; for 0.5h;

With bis-triphenylphosphine-palladium(II) chloride; In 1,2-dimethoxyethane; water; at 80 ℃;

DOI:10.1039/c7cc09302k

Reference yield: 47.7%

N-(3-methylphenyl)hydroxylamine (620-25-7) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 4-amino-2-methyl-1-phenylbenzene (63019-97-6) + 6-methyl-[1,1'-biphenyl]-2-amine (76472-83-8) + 2-amino-4-methylbiphenyl (54147-94-3) + 3-methyl-4-((trifluoromethanesulfonyl)oxy)aniline

Guidance literature:

With trifluorormethanesulfonic acid; at 5 ℃; for 0.5h;

DOI:10.1021/ja00393a025

upstream raw materials:

4-methyl-2-nitrobiphenyl

N-(3-methylphenyl)hydroxylamine

benzene

4-Bromo-3-nitrotoluene

Downstream raw materials:

3-methyl-6-phenyl-5,6-dihydro-dibenzo[c,e][1,2]azaphosphinine

N,N'-Di-<4-methyl-2-biphenylyl>-adipamid

2-methyl-9H-carbazole

2-methyl-9-benzenesulfonylcarbazole