Bindschedler's green

Base Information

• Chemical Name: Bindschedler's green
• CAS No.: 4486-05-9
• Molecular Formula: C16H20N3+
• Molecular Weight: 289.808
• European Community (EC) Number: 224-773-0
• NSC Number: 7811
• DSSTox Substance ID: DTXSID60963288
• Wikidata: Q863659
• Mol file: 4486-05-9.mol

Synonyms:Bindschedler's green;4486-05-9;C.I. 49405;(4-((4-(Dimethylamino)phenyl)imino)cyclohexa-2,5-dien-1-ylidene)dimethylammonium chloride;N-(4-((4-(dimethylamino)phenyl)imino)cyclohexa-2,5-dien-1-ylidene)-N-methylmethanaminium chloride;Bindschedlers grun;NSC 7811;Bindschedlers grun [German];NIOSH/BQ1922500;DTXSID60963288;NSC7811;NSC-7811;EINECS 224-773-0;MFCD00031669;AKOS024332831;LS-17710;BQ19225000;FT-0635324;N14327;Q863659;N1-(4-(DIMETHYLAMINO)PHENYL)-N4,N4-DIMETHYLBENZENE-1,4-DIAMINE HCL;(4-((p-(Dimethylamino)phenyl)imino)-2,5-cyclohexadien-1-ylidene)dimethylammonium;[4-(4-Dimethylamino-phenylimino)-cyclohexa-2,5-dienyliden]-dimethyl-ammonium chloride;Ammonium, dimethyl(4-((4-dimethylaminophenyl)imino)-2,5-cyclohexadien-1-ylidene)-, chloride;Dimethyl(4-((4-dimethylaminophenyl)imino)-2,5-cyclohexadien-1-ylidene)ammonium chloride;4-{[4-(DIMETHYLAMINO)PHENYL]IMINO}-N,N-DIMETHYLCYCLOHEXA-2,5-DIEN-1-IMINIUM CHLORIDE;Ammonium, (4-((p-(dimethylamino)phenyl)imino)-2,5-cyclohexadien-1-ylidene)dimethyl-, chloride;Methanaminium, N-(4-((4-(dimethylamino)phenyl)imino)-2,5-cyclohexadien-1-ylidene)-N-methyl-, chloride;N-(4-((4-(dimethylamino)phenyl)imino)cyclohexa-2,5-dien-1-ylidene)-N-methylmethanaminiumchloride;N-(4-(4-(dimethylamino)phenylimino)cyclohexa-2,5-dienylidene)-N-methylmethanaminium chloride;N-(4-{[4-(dimethylamino)phenyl]imino}-2,5-cyclohexadien-1-ylidene)-N-methylmethanaminium chloride

Chemical Property of Bindschedler's green

Chemical Property:

• PSA: 18.61000
• LogP: -0.33180
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 289.1345753
• Heavy Atom Count: 20
• Complexity: 375

Purity/Quality:

99.99%HPLC ^*data from raw suppliers

N1-(4-(Dimethylamino)phenyl)-N4,N4-dimethylbenzene-1,4-diamine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)N=C2C=CC(=[N+](C)C)C=C2.[Cl-]

Technology Process of Bindschedler's green

There total 11 articles about Bindschedler's green 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:

2,5-Dichloro-1,4-benzoquinone (615-93-0) + N,N-bis(p-dimethylaminophenyl)amine hydrochloride → Bindschedler's Green (4486-05-9)

Guidance literature:

In acetone; at 25 ℃; other temperatures;

DOI:10.1246/bcsj.64.2648

Reference yield:

2,6-dichloro-1,4-benzoquinone (697-91-6) + N,N-bis(p-dimethylaminophenyl)amine hydrochloride → Bindschedler's Green (4486-05-9)

Guidance literature:

In acetone; at 25 ℃; other temperatures;

DOI:10.1246/bcsj.64.2648

Reference yield:

N,N-bis(p-dimethylaminophenyl)amine hydrochloride + 2,3-dicyano-5,6-dichloro-p-benzoquinone (84-58-2) → Bindschedler's Green (4486-05-9)

Guidance literature:

In acetone; at 25 ℃; other temperatures;

DOI:10.1246/bcsj.64.2648

upstream raw materials:

N,N-bis-(4-dimethylamino-phenyl)-acetamide

4,4'-bis(dimethylamino)diphenylamine

trityl chloride

N,N-dimethyl-aniline

Downstream raw materials:

4,4'-bis(dimethylamino)diphenylamine

N,N,N',N'-tetramethylbenzidine

p-benzoquinone

Refernces