2,4-Dibromo-6-chloroaniline

Base Information

• Chemical Name: 2,4-Dibromo-6-chloroaniline
• CAS No.: 874-18-0
• Molecular Formula: C6H4Br2ClN
• Molecular Weight: 285.365
• Hs Code.: 2921420090
• DSSTox Substance ID: DTXSID90401668
• Nikkaji Number: J1.072.015J
• Wikidata: Q82204880
• Mol file: 874-18-0.mol

Synonyms:2,4-Dibromo-6-chloroaniline;874-18-0;2-Chloro-4,6-dibromoaniline;6-CHLORO-2,4-DIBROMOANILINE;4,6-dibromo-2-chloroaniline;SCHEMBL6217810;DTXSID90401668;MFROLNRQDCAZCD-UHFFFAOYSA-N;MFCD00031419;Benzenamine, 2,4-dibromo-6-chloro-;AKOS015835092;2,4-bis(bromanyl)-6-chloranyl-aniline;AS-59135;CS-0136277;FT-0611748;D89400;A842134

Chemical Property of 2,4-Dibromo-6-chloroaniline

Chemical Property:

• Vapor Pressure: 0.00488mmHg at 25°C
• Melting Point: 99-101 °C
• Refractive Index: 1.669
• Boiling Point: 276.2 °C at 760 mmHg
• PKA: -0.11±0.10(Predicted)
• Flash Point: 120.8 °C
• PSA: 26.02000
• Density: 2.097 g/cm³
• LogP: 4.02840
• Storage Temp.: Room temperature.
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 284.83785
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

98% ^*data from raw suppliers

2,4-Dibromo-6-chloroaniline ^*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

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1Cl)N)Br)Br

Technology Process of 2,4-Dibromo-6-chloroaniline

There total 15 articles about 2,4-Dibromo-6-chloroaniline 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: 95.0%

o-chloroaniline (95-51-2) → 2-chloro-4,6-dibromoaniline (874-18-0)

Guidance literature:

With bromine; In water; at 20 ℃; for 0.25h;

DOI:10.1021/acs.joc.8b00188

Reference yield: 94.0%

2-chloro-4-bromoaniline (38762-41-3) → 2-chloro-4,6-dibromoaniline (874-18-0)

Guidance literature:

With bromine; In tetrachloromethane; at 20 ℃; Cooling with ice;

DOI:10.1134/S1070427209090122

Reference yield: 72.0%

→ 2-chloro-4,6-dibromoaniline (874-18-0)

Guidance literature:

With sodium persulfate; sodium bromide; In water; at 20 ℃; for 5h; Irradiation;

upstream raw materials:

2,4-dibromo-aniline

acetic acid-(2,4,N-trichloro-anilide)

3-chloro-4-aminobenzenesulfonic acid

o-chloroaniline

Downstream raw materials:

2,4-dichloro-6-bromoaniline

2,4-dibromo-6-chloro-N-nitro-aniline

2-amino-4-methyl-1-(2,4-dibromo-6-chlorophenyl)pyrrole-3-carbonitrile

2-amino-4,5-dimethyl-1-(2,4-dibromo-6-chlorophenyl)pyrrole-3-carbonitrile

Refernces

• 1、 Ageshina, Alexandra A.,Chesnokov, Gleb A.,Topchiy, Maxim A.,Alabugin, Igor V.,Nechaev, Mikhail S.,Asachenko, Andrey F.. "Making endo-cyclizations favorable again: A conceptually new synthetic approach to benzotriazoles via azide group directed lithiation/cyclization of 2-azidoaryl bromides". supporting information. p. 4523 - 4534. Retrieved 2019/05/17.
• 2、 Ghorpade, Prashant Vasantrao,Pethsangave, Dattatray Appasha,Some, Surajit,Shankarling, Ganapati Subray. "Graphene Oxide Promoted Oxidative Bromination of Anilines and Phenols in Water". . p. 7388 - 7397. Retrieved 2018/07/29.