(E)-4-(2-(4-Bromophenyl)ethenyl)benzenamine, N,N-dimethyl-

Base Information

• Chemical Name: (E)-4-(2-(4-Bromophenyl)ethenyl)benzenamine, N,N-dimethyl-
• CAS No.: 2844-19-1
• Molecular Formula: C16H16 Br N
• Molecular Weight: 302.214
• Hs Code.: 2921420090
• NSC Number: 269898
• Nikkaji Number: J1.918.153G,J925.339D
• Mol file: 2844-19-1.mol

Synonyms:2844-19-1;(E)-4-(2-(4-Bromophenyl)ethenyl)benzenamine, N,N-dimethyl-;4-[(E)-2-(4-bromophenyl)ethenyl]-N,N-dimethyl-aniline;NSC269898;SCHEMBL2011431;SCHEMBL2011433;4-[(E)-2-(4-bromophenyl)ethenyl]-N,N-dimethylaniline;OJAOHXMMLZIIOY-ONEGZZNKSA-N;4-(Dimethylamino)-4'-bromostilbene;NSC-269898;(E)-4-(4-bromostyryl)-N,N-dimethylaniline;(E)-N,N-Dimethyl-4'-bromostilben-4-amine;{4-[2-(4-Bromo-phenyl)-vinyl]-phenyl}-dimethyl-amine;(E)-4-(2-(4-Bromophenyl)ethenyl)benzenamine, N,N,-dimethyl;14563-31-6

Chemical Property of (E)-4-(2-(4-Bromophenyl)ethenyl)benzenamine, N,N-dimethyl-

Chemical Property:

• Vapor Pressure: 5.79E-07mmHg at 25°C
• Boiling Point: 411°C at 760 mmHg
• Flash Point: 202.3°C
• PSA: 3.24000
• Density: 1.332g/cm³
• LogP: 4.68550
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 301.04661
• Heavy Atom Count: 18
• Complexity: 258

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)C=CC2=CC=C(C=C2)Br
• Isomeric SMILES: CN(C)C1=CC=C(C=C1)/C=C/C2=CC=C(C=C2)Br

Technology Process of (E)-4-(2-(4-Bromophenyl)ethenyl)benzenamine, N,N-dimethyl-

There total 16 articles about (E)-4-(2-(4-Bromophenyl)ethenyl)benzenamine, N,N-dimethyl- 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: 76.0%

diethyl (4-bromobenzyl)phosphonate (38186-51-5) + 4-dimethylamino-benzaldehyde (100-10-7) → 4-[(E)-2-(4-bromophenyl)ethenyl]-N,N-dimethylbenzenamine (2844-19-1)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1002/ejoc.202000397

Reference yield: 66.0%

1-bromomethyl-4-bromobenzene (589-15-1) + 4-dimethylamino-benzaldehyde (100-10-7) → 4-[(E)-2-(4-bromophenyl)ethenyl]-N,N-dimethylbenzenamine (2844-19-1)

Guidance literature:

1-bromomethyl-4-bromobenzene; With triethyl phosphite; at 150 ℃; for 3h; Inert atmosphere;

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 0.333333h; Cooling with ice;

4-dimethylamino-benzaldehyde; In N,N-dimethyl-formamide; mineral oil; for 12h;

DOI:10.1039/b815711a

Reference yield: 54.0%

4-bromobenzyl triphenylphosphonium bromide (51044-13-4) + 4-dimethylamino-benzaldehyde (100-10-7) → 4-[(E)-2-(4-bromophenyl)ethenyl]-N,N-dimethylbenzenamine (2844-19-1)

Guidance literature:

4-bromobenzyl triphenylphosphonium bromide; 4-dimethylamino-benzaldehyde; With potassium tert-butylate; In tetrahydrofuran;

With iodine; In toluene; at 110 ℃;

DOI:10.3762/bjoc.5.11

upstream raw materials:

trans-4-(amino)-4'-(bromo)stilbene

methyl iodide

4-(N,N-dimethylamino)benzyltriphenylphosphonium iodide

4-bromo-benzaldehyde

Downstream raw materials:

4,4',4''-Tris<4-(dimethylamino)styryl>triphenylmethanol

(E)-N,N-dimethyl-4-styrylbenzenamine

4-{(E)-2-[4-(N,N-dimethylamino)phenyl]ethenyl}benzenecarbaldehyde

(E)-N,N-dimethyl-4-{4-[(trimethylsilyl)ethynyl]styryl}aniline