n,n'-Dimethylbenzidine

Base Information

• Chemical Name: n,n'-Dimethylbenzidine
• CAS No.: 2810-74-4
• Molecular Formula: C14H16 N2
• Molecular Weight: 212.294
• NSC Number: 86613
• DSSTox Substance ID: DTXSID80950837
• Nikkaji Number: J802.511H
• Wikidata: Q82929008
• Mol file: 2810-74-4.mol

Synonyms:n,n'-dimethylbenzidine;2810-74-4;N-METHYL-4-(4-METHYLAMINOPHENYL)ANILINE;N-methyl-4-[4-(methylamino)phenyl]aniline;NSC86613;NCIOpen2_005076;SCHEMBL5147226;DTXSID80950837;NSC-86613;N~4~,N~4'~-Dimethyl[1,1'-biphenyl]-4,4'-diamine

Chemical Property of n,n'-Dimethylbenzidine

Chemical Property:

• Melting Point: 81-82 °C
• Boiling Point: 383.6°Cat760mmHg
• PKA: 5.99±0.38(Predicted)
• Flash Point: 242.1°C
• PSA: 24.06000
• Density: 1.096g/cm³
• LogP: 3.58300
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 212.131348519
• Heavy Atom Count: 16
• Complexity: 167

Purity/Quality:

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 22-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=CC=C(C=C1)C2=CC=C(C=C2)NC

Technology Process of n,n'-Dimethylbenzidine

There total 4 articles about n,n'-Dimethylbenzidine 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: 68.0%

cyclohexenone (930-68-7) + N-methylaniline (100-61-8) → 4,4'-di-N-methylbiphenyl (2810-74-4) + 4-hydroxy-N-methyl-diphenylamine (31310-72-2)

Guidance literature:

With oxygen; C₂₄H₂₁N₃O; copper(II) bis(trifluoromethanesulfonate); magnesium sulfate; trifluoroacetic acid; In toluene; at 80 ℃; for 8h; under 760.051 Torr; Reagent/catalyst; Solvent;

DOI:10.1021/acscatal.1c05439

Reference yield: 62.0%

N,N-dimethyl-aniline (121-69-7,77733-26-7) → 4,4'-di-N-methylbiphenyl (2810-74-4) + N-methylaniline (100-61-8)

Guidance literature:

With oxoiron(IV) (N,N-bis-(2-pyridylmethyl)bis(2-pyridyl)methylamine)⁽²⁺⁾; In acetonitrile;

DOI:10.1021/ic201545a

Reference yield: 27.0%

2-(diphenylmethylene)-1-methyl-1-phenylhydrazine (1665-83-4) → benzophenone (119-61-9) + 4,4'-di-N-methylbiphenyl (2810-74-4)

Guidance literature:

With PPA; at 150 ℃; for 0.0833333h;

upstream raw materials:

N,N-dimethyl-aniline

N-methylaniline

2-(diphenylmethylene)-1-methyl-1-phenylhydrazine

cyclohexenone

Downstream raw materials:

N⁴,N^4'-Dimethyl-N⁴-(4'-methyl-[2,2']bipyridinyl-4-ylmethyl)-biphenyl-4,4'-diamine