3,4-Dibromoaniline

Base Information

• Chemical Name: 3,4-Dibromoaniline
• CAS No.: 615-55-4
• Molecular Formula: C6H5Br2N
• Molecular Weight: 250.92
• Hs Code.: 2921420090
• European Community (EC) Number: 612-170-9
• DSSTox Substance ID: DTXSID70334809
• Nikkaji Number: J95.570A
• Wikidata: Q222987
• Mol file: 615-55-4.mol

Synonyms:3,4-Dibromoaniline;615-55-4;Benzenamine, 3,4-dibromo-;3,4-dibromobenzenamine;SCHEMBL632670;DTXSID70334809;MFCD00041310;AKOS009560362;FS-4010;CS-0157063;FT-0741606;D95023;EN300-105762;Q222987

Chemical Property of 3,4-Dibromoaniline

Chemical Property:

• Vapor Pressure: 0.00236mmHg at 25°C
• Melting Point: 80.5°C
• Refractive Index: 1.661
• Boiling Point: 288.3°C at 760 mmHg
• PKA: 2.82±0.10(Predicted)
• Flash Point: 128.1°C
• PSA: 26.02000
• Density: 2.022g/cm³
• LogP: 3.37500
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 250.87682
• Heavy Atom Count: 9
• Complexity: 97.1

Purity/Quality:

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

3,4-Dibromoaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N)Br)Br
• Uses: 3,4-Dibromoaniline, is a valuable precursor in organic synthesis, specially in the reactions involving the formation of benzynes.

Technology Process of 3,4-Dibromoaniline

There total 20 articles about 3,4-Dibromoaniline 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: 92.0%

3,4-dibromonitrobenzene (5411-50-7) → 3,4-dibromoaniline (615-55-4)

Guidance literature:

With platinum(IV) oxide; formic acid; triethylamine; at 0 - 20 ℃;

DOI:10.1021/jo00279a040

Reference yield: 78.0%

m-Bromoaniline (591-19-5) → 3,4-dibromoaniline (615-55-4)

Guidance literature:

With tetrabutylammomium bromide; copper(ll) bromide; In ethanol; at 25 ℃; regioselective reaction;

DOI:10.1080/00397911.2019.1598558

Reference yield: 65.0%

aniline (62-53-3) → 2,5-dibromoaniline (3638-73-1) + 3,4-dibromoaniline (615-55-4)

Guidance literature:

With bromine; hydrogen fluoride; antomony(V); at -40 ℃; for 3h; Mechanism;

upstream raw materials:

3,4-dibromonitrobenzene

3-bromoacetanilide

m-Bromoaniline

3-amino-1,2-dibromobenzene

Downstream raw materials:

N,N'-bis-(3,4-dibromo-phenyl)-thiourea

1,2,-dibromo-4-fluorobenzene

1,2-dibromo-4-chlorobenzene

1,2,4-tribromobenzene

Refernces

• 1、 Diemer, Vincent,Leroux, Frederic R.,Colobert, Fracoise. "Efficient and complementary methods offering access to synthetically valuable 1,2-dibromobenzenes". experimental part. p. 327 - 340. Retrieved 2011/02/26.
• 2、 Zhang, Lin,Fan, Junhua,Vu, Khang,Hong, Kevin,Le Brazidec, Jean-Yves,Shi, Jiandong,Biamonte, Marco,Busch, David J.,Lough, Rachel E.,Grecko, Roy,Ran, Yingqing,Sensintaffar, John L.,Kamal, Adeela,Lundgren, Karen,Burrows, Francis J.,Mansfield, Robert,Timony, Gregg A.,Ulm, Edgar H.,Kasibhatla, Srinivas R.,Boehm, Marcus F.. "7′-Substituted benzothiazolothio- and pyridinothiazolothio-purines as potent heat shock protein 90 inhibitors". . p. 5352 - 5362. Retrieved 2007/10/03.