2-Bromo-4-chloroaniline

Base Information

• Chemical Name: 2-Bromo-4-chloroaniline
• CAS No.: 873-38-1
• Molecular Formula: C6H5BrClN
• Molecular Weight: 206.469
• Hs Code.: 29214200
• European Community (EC) Number: 212-837-0
• NSC Number: 139478
• UNII: AA3RNN5H9J
• DSSTox Substance ID: DTXSID90236270
• Nikkaji Number: J195.153J
• Wikidata: Q72452309
• Mol file: 873-38-1.mol

Synonyms:2-Bromo-4-chloroaniline;873-38-1;Benzenamine, 2-bromo-4-chloro-;2-Bromo-4-chloro-phenylamine;C6H5BrClN;2-BROMO-4-CHLORO ANILINE;AA3RNN5H9J;EINECS 212-837-0;1-Amino-2-bromo-4-chlorobenzene;NSC-139478;4-CHLORO-2-BROMOANILINE;NSC139478;2-bromo-4-chloraniline;UNII-AA3RNN5H9J;2-Bromo-4-chlorobenzenamine;SCHEMBL40261;Aniline, 2-bromo-4-chloro-;2-Bromo-4-chloroaniline, 98%;DTXSID90236270;MFCD00041313;STK507086;AKOS000108234;CS-W007350;NSC 139478;PS-3798;SB77803;AC-28602;AM20041280;B2268;BB 0243566;FT-0611441;EN300-70293;A842096;J-508265

Chemical Property of 2-Bromo-4-chloroaniline

Chemical Property:

• Appearance/Colour: Pale yellow crystal
• Vapor Pressure: 0.00944mmHg at 25°C
• Melting Point: 64-68 °C(lit.)
• Refractive Index: 1.638
• Boiling Point: 264.9 °C at 760 mmHg
• PKA: 1.90±0.10(Predicted)
• Flash Point: 114 °C
• PSA: 26.02000
• Density: 1.722 g/cm³
• LogP: 3.26590
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: soluble in Methanol
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 204.92939
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

98%, ^*data from raw suppliers

2-Bromo-4-chlroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)Br)N
• Uses: 2-Bromo-4-chloroaniline may be used in the preparation of:2-bromo-4-chloro-N-tosylaniline2-bromo-4-chlorothiophenol7-chloro-4a-methyl-4,4a,9,9a-tetrahydro-1H-carbazol-2(3H)-one

Technology Process of 2-Bromo-4-chloroaniline

There total 8 articles about 2-Bromo-4-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: 99.0%

4-chloro-aniline (106-47-8) → 4-chloro-2-bromoaniline (873-38-1)

Guidance literature:

With N-Bromosuccinimide; at 20 ℃; for 0.0166667h; regioselective reaction;

DOI:10.1080/00397910801911752

Reference yield: 83.0%

→ 4-chloro-2-bromoaniline (873-38-1)

Guidance literature:

With hydrogen bromide; 2-methylpyridinium nitrate; at 90 ℃; for 8h; Green chemistry;

Reference yield: 40.0%

2-bromoaniline (615-36-1) → 2-bromo-6-chloroaniline (59772-49-5) + 4-chloro-2-bromoaniline (873-38-1)

Guidance literature:

With N-chloro-succinimide; 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1S,2S)-2-(mesitylselanyl)-2,3-dihydro-1H-inden-1-yl)thiourea; In chloroform-d1; at 0 ℃; for 18h; regioselective reaction;

DOI:10.1021/acs.joc.0c01917

upstream raw materials:

2-bromo-4-chloroacetanilide

N-(4-chlorophenyl)hydroxylamine

4-chloro-aniline

hydrogen bromide

Downstream raw materials:

2-bromo-1,4-dichlorobenzene

2-bromo-4-chlorobenzene-1-thiol

2-bromo-4-chloro-6-iodoaniline

5-chloro-2-phenylindole

Refernces

• 1、 Feng, Xukai,Leng, Xin,Li, Jianli,Li, Yao,Liu, Hua,Liu, Lang,Liu, Ping,She, Mengyao,Zhang, Jun,Zhang, Shengyong,Zheng, Tingting. "Selective Thiocyanation and Aromatic Amination to Achieve Organized Annulation of Enaminone with Thiocyanate". supporting information. p. 8396 - 8401. Retrieved 2021/11/17.
• 2、 Li, Ming-Fang,Wang, Jian,Ke, Yong-Xin,Pan, Song-Cheng,Yin, Hong,Du, Wenting,Li, Jing-Hua. "A metal-free aerobic oxidative bromination of anilines and aryl ketones with 2-methylpyridinium nitrate as a reusable ionic liquid". . p. 267 - 270. Retrieved 2020/01/08.