Bindschedler's green leuco base

Base Information

• Chemical Name: Bindschedler's green leuco base
• CAS No.: 637-31-0
• Molecular Formula: C16H21 N3
• Molecular Weight: 255.363
• Hs Code.: 2921590090
• European Community (EC) Number: 805-678-9
• NSC Number: 56921
• UNII: GZD4PUT25F
• DSSTox Substance ID: DTXSID2073221
• Nikkaji Number: J70.170J
• Wikidata: Q82001598
• ChEMBL ID: CHEMBL15754
• Mol file: 637-31-0.mol

Synonyms:4,4-bis(dimethylamino)diphenylamine;Bindschedler's green leuco base

Chemical Property of Bindschedler's green leuco base

Chemical Property:

• Melting Point: 121°C
• Boiling Point: 416.7±30.0 °C(Predicted)
• PKA: 7.45±0.24(Predicted)
• Flash Point: 227.3oC
• PSA: 18.51000
• Density: 1.103±0.06 g/cm3(Predicted)
• LogP: 3.63520
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 255.173547683
• Heavy Atom Count: 19
• Complexity: 223

Purity/Quality:

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

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

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)NC2=CC=C(C=C2)N(C)C

Technology Process of Bindschedler's green leuco base

There total 14 articles about Bindschedler's green leuco base 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: 89.0%

4-bromo-N,N-dimethylaniline (586-77-6) + 4-amino-N,N-dimethylaniline (99-98-9) → 4,4'-bis(dimethylamino)diphenylamine (637-31-0)

Guidance literature:

With sodium t-butanolate; XPhos; In toluene; at 70 ℃; for 0.25h; Inert atmosphere;

DOI:10.1021/ja300086z

Reference yield: 89.0%

→ 4,4'-bis(dimethylamino)diphenylamine (637-31-0)

Guidance literature:

Reference yield:

hydrogenchloride (7647-01-0,15364-23-5) + bis-(4-dimethylamino-phenyl)-trityl-amine (861572-35-2) → triphenylmethyl alcohol (76-84-6) + 4,4'-bis(dimethylamino)diphenylamine (637-31-0)

Guidance literature:

upstream raw materials:

3,7-bis(dimethylamine)phenothiazonium

diethyl ether

water

tetrakis-(4-dimethylamino-phenyl)-hydrazine

Downstream raw materials:

Bis-<4-dimethylamino-phenyl>-nitrosamin

phenol blue

[1,4]benzoquinone-(4-dimethylamino-phenylimine)-methylimine

tetrakis-(4-dimethylamino-phenyl)-hydrazine

Refernces

• 1、 Hanthorn, Jason J.,Valgimigli, Luca,Pratt, Derek A.. "Incorporation of ring nitrogens into diphenylamine antioxidants: Striking a balance between reactivity and stability". supporting information; experimental part. p. 8306 - 8309. Retrieved 2012/07/13.
• 2、 -. "Diphenylamino and indolyl substituted pyromellitides". . . Retrieved 2008/06/13.