4-Bromo-2,6-dichloroaniline

Base Information

• Chemical Name: 4-Bromo-2,6-dichloroaniline
• CAS No.: 697-88-1
• Molecular Formula: C6H4 Br Cl2 N
• Molecular Weight: 240.914
• Hs Code.: 2921420090
• European Community (EC) Number: 211-809-5
• DSSTox Substance ID: DTXSID10219989
• Nikkaji Number: J206.021C
• Wikidata: Q72454080
• Mol file: 697-88-1.mol

Synonyms:4-Bromo-2,6-dichloroaniline;697-88-1;2,6-Dichloro-4-bromoaniline;C6H4BrCl2N;Benzenamine, 4-bromo-2,6-dichloro-;4-Bromo-2,6-dichloro aniline;EINECS 211-809-5;MFCD00025162;(4-Bromo-2,6-dichlorophenyl)amine;4-bromo-2,6-dichlorophenylamine;C6-H4-Br-Cl2-N;SCHEMBL1004957;2-Bromo-4,6-dichloroaniline #;NPQBZKNXJZARBJ-UHFFFAOYSA-;DTXSID10219989;STR04191;4-Bromo-2,6-dichloroaniline, 97%;AKOS000120537;CS-W012802;3-OXO-PIPERAZINE-2-CARBOXYLICACID;AC-19481;SY020730;AM20041032;B1978;FT-0617741;EN300-20944;F14577;A1-00434;W-104588;Z104485160

Chemical Property of 4-Bromo-2,6-dichloroaniline

Chemical Property:

• Appearance/Colour: white solid.
• Vapor Pressure: 0.0153mmHg at 25°C
• Melting Point: 85-86 ºC
• Boiling Point: 256.5 °C at 760 mmHg
• PKA: 0.00±0.10(Predicted)
• Flash Point: 108.9 °C
• PSA: 26.02000
• Density: 1.827 g/cm³
• LogP: 3.91930
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 238.89042
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

4-Bromo-2,6-dichloroaniline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1Cl)N)Cl)Br
• Uses: 4-Bromo-2,6-dichloroaniline is a reagent in the preparation of 4-alkyl-1-phenylpyrazole and 4-alkyl-1-phenyltrioxabicyclooctane derivatives which are GABA receptor antagonist insecticides.

Technology Process of 4-Bromo-2,6-dichloroaniline

There total 14 articles about 4-Bromo-2,6-dichloroaniline 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%

2,6-Dichloroaniline (608-31-1) → 4-bromo-2,6-dichloroaniline (697-88-1)

Guidance literature:

With dihydrogen peroxide; potassium bromide; HZSM-5; In acetic acid; at 20 ℃; for 4h;

DOI:10.1080/00397910008086993

Reference yield: 88.9%

4-bromo-aniline (106-40-1) → 4-bromo-2,6-dichloroaniline (697-88-1)

Guidance literature:

4-bromo-aniline; With hydrogenchloride; In water; N,N-dimethyl-formamide; at 25 - 35 ℃;

With dihydrogen peroxide; In water; N,N-dimethyl-formamide; at 0 - 25 ℃;

Reference yield: 80.0%

4-amino-3,5-dichloro-benzenesulfonamide (22134-75-4) → 4-bromo-2,6-dichloroaniline (697-88-1)

Guidance literature:

With bromine; In methanol; N,N-dimethyl-formamide; at 0 - 50 ℃;

upstream raw materials:

N-(4-bromophenyl)hydroxylamine

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

4-bromo-aniline

2,6-Dichloroaniline

Downstream raw materials:

2-chloro-4,6-dibromoaniline

4-bromo-2-chloro-6-iodoaniline

(4-bromo-2,6-dichloro-phenyl)-(6-chloro-2-methyl-pyrimidin-4-yl)-amine

tert-butyl (4-bromo-2,6-dichlorophenyl)carbamate

Refernces

• 1、 Arrieta, Ana,Cossío, Fernando P.,Granados, Albert,Shafir, Alexandr,Vallribera, Adelina. "Stepwise mechanism for the bromination of arenes by a hypervalent iodine reagent". . p. 2142 - 2150. Retrieved 2020/03/11.
• 2、 Rogers, David A.,Gallegos, Jillian M.,Hopkins, Megan D.,Lignieres, Austin A.,Pitzel, Amy K.,Lamar, Angus A.. "Visible-light photocatalytic activation of N-chlorosuccinimide by organic dyes for the chlorination of arenes and heteroarenes". . . Retrieved 2019/08/12.