2,2'-Dichlorobenzidine

Base Information

• Chemical Name: 2,2'-Dichlorobenzidine
• CAS No.: 84-68-4
• Molecular Formula: C12H10 Cl2 N2
• Molecular Weight: 253.131
• Hs Code.: 2921590090
• European Community (EC) Number: 201-552-7
• UNII: 1BZE6L344R
• DSSTox Substance ID: DTXSID10232890
• Nikkaji Number: J3.881D
• Wikidata: Q27252204
• Mol file: 84-68-4.mol

Synonyms:84-68-4;2,2'-Dichlorobenzidine;4,4'-Diamino-2,2'-dichlorobiphenyl;2,2'-dichloro-1,1'-biphenyl-4,4'-diamine;o-Dichlorobenzidine;4-(4-amino-2-chlorophenyl)-3-chloroaniline;CCRIS 944;[1,1'-Biphenyl]-4,4'-diamine, 2,2'-dichloro-;Benzidine, 2,2'-dichloro-;EINECS 201-552-7;2,2'-dichloro[1,1'-biphenyl]-4,4'-diamine;BRN 2807611;UNII-1BZE6L344R;1BZE6L344R;2,2'-Dichloro(1,1'-biphenyl)-4,4'-diamine;2,2'-Dichloro-(1,1'-biphenyl)-4,4'-diamine;(1,1'-Biphenyl)-4,4'-diamine, 2,2'-dichloro-;MFCD00209459;2,2'-dichlorobiphenyl-4,4'-diamine;2,2'-Dichloro-[1,1'-biphenyl]-4,4'-diamine;2,2/'-Dichlorobenzidine;2,2//'-Dichlorobenzidine;[1,1'-Biphenyl]-4,4'-diamine,2,2'-dichloro-;SCHEMBL302092;DTXSID10232890;DICHLOROBENZIDINE, 2,2'-;STK503329;2,2'-Dichlor-4,4'-diaminobiphenyl;2,2'-Dichloro-4,4'-biphenyldiamine;2,2'-DICHLOROBENZIDINE [MI];AKOS005171555;SB81432;4,4''-Diamino-2,2''-Dichlorobiphenyl;AS-31320;LS-32416;SY025243;CS-0313409;FT-0679092;2,2'-dichlor[1,1'-biphenyl]-4,4'-diamin;A864043;AE-562/43461436;Q27252204;4,4 inverted exclamation mark -Diamino-2,2 inverted exclamation mark -dichlorobiphenyl

Chemical Property of 2,2'-Dichlorobenzidine

Chemical Property:

• Melting Point: 165°C
• Refractive Index: 1.6400 (estimate)
• Boiling Point: 398.89°C (rough estimate)
• PKA: 3.58±0.10(Predicted)
• Flash Point: 188.5oC
• PSA: 52.04000
• Density: 1.3171 (rough estimate)
• LogP: 4.98720
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 252.0221037
• Heavy Atom Count: 16
• Complexity: 213

Purity/Quality:

98%min ^*data from raw suppliers

4,4''-Diamino-2,2''-dichlorobiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N)Cl)C2=C(C=C(C=C2)N)Cl
• Uses: 4,4''-Diamino-2,2''-Dichlorobiphenyl is a useful reactant for the synthesis of benzidine, L-?proline, and diaminofluorene derivatives which are hepatitis C virus NS5A inhibitors.

Technology Process of 2,2'-Dichlorobenzidine

There total 7 articles about 2,2'-Dichlorobenzidine 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:

3,3'-dichlorohydrazobenzene (953-01-5) → 2,2'-dichlorobenzidine (84-68-4)

Guidance literature:

With hydrogenchloride;

Reference yield:

3-Nitrochlorobenzene (121-73-3) → 2,2'-dichlorobenzidine (84-68-4)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc; sodium hydroxide / Heating

2: hydrochloride acid

With hydrogenchloride; sodium hydroxide; zinc; 2: Zinin benzidine rearrangment;

DOI:10.1021/ol0620139

Reference yield:

3,3'-dichloroazobenzene (15426-14-9,106131-20-8,106131-24-2) → 2,2'-dichlorobenzidine (84-68-4)

Guidance literature:

With tin(ll) chloride;

upstream raw materials:

3,3'-dichlorohydrazobenzene

3,3'-dichloroazobenzene

hydrogenchloride

3-Nitrochlorobenzene

Downstream raw materials:

4.4'-Di-(4-heptyloxy-benzylidenamino)-2.2'-dichlor-biphenyl

Refernces