1-(4-Bromophenyl)-3,3-dimethyltriazene

Base Information

• Chemical Name: 1-(4-Bromophenyl)-3,3-dimethyltriazene
• CAS No.: 7239-21-6
• Molecular Formula: C8H10BrN3
• Molecular Weight: 228.091
• Hs Code.: 2928000090
• NSC Number: 63952
• UNII: 7M65G772FF
• DSSTox Substance ID: DTXSID701032033
• Nikkaji Number: J2.256J
• ChEMBL ID: CHEMBL47588
• Mol file: 7239-21-6.mol

Synonyms:1-(4-bromophenyl)-3,3-dimethyltriazene;4-BP-3,3-DT

Chemical Property of 1-(4-Bromophenyl)-3,3-dimethyltriazene

Chemical Property:

• Vapor Pressure: 0.0114mmHg at 25°C
• Refractive Index: 1.6400 (estimate)
• Boiling Point: 261.7°Cat760mmHg
• Flash Point: 112.1°C
• PSA: 27.96000
• Density: 1.39g/cm³
• LogP: 3.00940
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 227.00581
• Heavy Atom Count: 12
• Complexity: 150

Purity/Quality:

99% ^*data from raw suppliers

1-(4-BROMOPHENYL)-3,3-DIMETHYL-1-TRIAZENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)N=NC1=CC=C(C=C1)Br

Technology Process of 1-(4-Bromophenyl)-3,3-dimethyltriazene

There total 6 articles about 1-(4-Bromophenyl)-3,3-dimethyltriazene 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:

dimethyl amine (124-40-3) + 4-bromo-aniline (106-40-1) → 1-(p-bromophenyl)-3,3-dimethyl-1-triazene (7239-21-6)

Guidance literature:

4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.5h;

dimethyl amine; With potassium carbonate; In water; for 0.5h; Cooling with ice;

DOI:10.1016/j.tetlet.2019.151491

Reference yield:

4-bromo-aniline (106-40-1) → 1-(p-bromophenyl)-3,3-dimethyl-1-triazene (7239-21-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NO₂ / 6 h / 0 °C

2: 0 °C

With Nitrogen dioxide;

DOI:10.1002/prac.19973390145

Reference yield:

4-bromo-aniline (106-40-1) → 1-(p-bromophenyl)-3,3-dimethyl-1-triazene (7239-21-6)

Guidance literature:

Multi-step reaction with 2 steps

1: tert.-butylnitrite / methanol / -20 - 20 °C / Schlenk technique; Inert atmosphere

2: phenylpropyolic acid; caesium carbonate / methanol / 60 °C / Inert atmosphere; Schlenk technique

With tert.-butylnitrite; caesium carbonate; phenylpropyolic acid; In methanol;

DOI:10.1016/j.tet.2021.132185

upstream raw materials:

(4-bromophenyl)diazonium chloride

dimethyl amine

4-bromo-aniline

Downstream raw materials:

4'-chloro-4-bromo-biphenyl

C₁₆H₁₅BrClNO₄S₂

1-(p-bromophenylsulfonyl)-4-chloro-2-butene

para-nitrophenyl bromide

Refernces

• 1、 Wang, Fengze,Wang, Chen,Sun, Guoping,Zou, Gang. "Highly efficient palladium-catalyzed cross-coupling of diarylborinic acids with arenediazoniums for practical diaryl synthesis". supporting information. . Retrieved 2019/12/25.
• 2、 Kaupp, Gerd,Herrmann, Andreas. "Waste-Free Quantitative Gas/Solid Diazotation Using Nitrogen Dioxide and Triazene Synthesis, Both Avoiding Liquid Phases". . p. 256 - 260. Retrieved 2007/10/03.