1-[1-(4-Bromophenyl)ethylidene]-2-(2,4-dinitrophenyl)hydrazine

Base Information

• Chemical Name: 1-[1-(4-Bromophenyl)ethylidene]-2-(2,4-dinitrophenyl)hydrazine
• CAS No.: 2772-50-1
• Molecular Formula: C₁₄H₁₁BrN₄O₄
• Molecular Weight: 379.17
• NSC Number: 405629
• DSSTox Substance ID: DTXSID00430606
• Mol file: 2772-50-1.mol

Synonyms:NSC405629;2772-50-1;DTXSID00430606;AKOS003407849;NSC-405629;1-[1-(4-bromophenyl)ethylidene]-2-(2,4-dinitrophenyl)hydrazine

Chemical Property of 1-[1-(4-Bromophenyl)ethylidene]-2-(2,4-dinitrophenyl)hydrazine

Chemical Property:

• Vapor Pressure: 9.33E-10mmHg at 25°C
• Boiling Point: 490.2°C at 760 mmHg
• Flash Point: 250.3°C
• Density: 1.62g/cm³
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 377.99637
• Heavy Atom Count: 23
• Complexity: 468

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=NNC1=C(C=C(C=C1)[N+](=O)[O-])[N+](=O)[O-])C2=CC=C(C=C2)Br
• Isomeric SMILES: C/C(=N\NC1=C(C=C(C=C1)[N+](=O)[O-])[N+](=O)[O-])/C2=CC=C(C=C2)Br

Technology Process of 1-[1-(4-Bromophenyl)ethylidene]-2-(2,4-dinitrophenyl)hydrazine

There total 3 articles about 1-[1-(4-Bromophenyl)ethylidene]-2-(2,4-dinitrophenyl)hydrazine 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: 90.0%

4-bromo-benzaldehyde (1122-91-4) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → 1-(2-(4-bromophenyl)ethylidene)-2-(2,4-dinitrophenyl)hydrazine (4410-17-7) + 4'-bromoacetophenone 2,4-dinitrophenylhydrazone (2772-50-1,41902-89-0)

Guidance literature:

4-bromo-benzaldehyde; With dichloro bis(acetonitrile) palladium(II); water; p-benzoquinone; tert-butyl alcohol; at 85 ℃; for 1h;

(2,4-dinitro-phenyl)-hydrazine; In tert-butyl alcohol; at 30 ℃; regioselective reaction;

DOI:10.1021/ol301240g

Reference yield:

2,4-dinitrophenylhydrazine hydrochloride (76195-86-3,55907-61-4) + para-bromoacetophenone (99-90-1) → 4'-bromoacetophenone 2,4-dinitrophenylhydrazone (2772-50-1,41902-89-0)

Guidance literature:

With acetic acid; In ethanol; for 7h; Reflux;

DOI:10.1016/j.bmcl.2019.02.033

Reference yield:

para-bromoacetophenone (99-90-1) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → 4'-bromoacetophenone 2,4-dinitrophenylhydrazone (2772-50-1,41902-89-0)

Guidance literature:

DOI:10.1021/jo01226a003

upstream raw materials:

para-bromoacetophenone

(2,4-dinitro-phenyl)-hydrazine

4-bromo-benzaldehyde

2,4-dinitrophenylhydrazine hydrochloride

Downstream raw materials:

2-bromo-1-(4-bromo-phenyl)-ethanone-(2,4-dinitro-phenylhydrazone)

para-bromoacetophenone

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