3-Bromo-5-chloroaniline

Base Information

• Chemical Name: 3-Bromo-5-chloroaniline
• CAS No.: 38762-41-3
• Molecular Formula: C6H5BrClN
• Molecular Weight: 206.469
• Hs Code.: 29214200
• European Community (EC) Number: 696-451-1
• DSSTox Substance ID: DTXSID80914459
• Wikidata: Q72452317
• Mol file: 38762-41-3.mol

Synonyms:3-bromo-5-chloroaniline;96558-78-0;3-Bromo-5-chlorophenylamine;3-bromo-5-chloro-phenylamine;3-bromo-5-chlorobenzenamine;Benzenamine, 3-bromo-5-chloro-;MFCD06797804;SCHEMBL739226;3-bromanyl-5-chloranyl-aniline;DTXSID80914459;YYBRLVWWPRAQDX-UHFFFAOYSA-N;CL8998;AKOS005258641;AB29734;CS-W019345;GS-4391;AC-28547;SY109791;AM20060001;FT-0682414;EN300-105790;A845611;J-511999

Chemical Property of 3-Bromo-5-chloroaniline

Chemical Property:

• Appearance/Colour: slightly yellow to light brown crystalline powder
• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 70-72 °C
• Refractive Index: 1.638
• Boiling Point: 241.8 °C at 760 mmHg
• PKA: 1.95±0.10(Predicted)
• Flash Point: 100 °C
• PSA: 26.02000
• Density: 1.722 g/cm³
• LogP: 3.26590
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• 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:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xn,T,Xi
• Hazard Codes: Xn,T,Xi
• Statements: 20/21/22-20/21
• Safety Statements: 36-23

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C=C1Cl)Br)N
• Uses: 4-Bromo-2-chloroaniline was used in the peparation of 3,4-dichloro-α-trichloromethylbenzyl alcohol.

Technology Process of 3-Bromo-5-chloroaniline

There total 25 articles about 3-Bromo-5-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: 98.0%

N-(4-bromo-2-chlorophenyl)acetamide (3460-23-9) → 2-chloro-4-bromoaniline (38762-41-3)

Guidance literature:

With potassium hydroxide; In ethanol; for 12h; Reflux;

DOI:10.1002/ejoc.201801097

Reference yield: 96.0%

o-chloroaniline (95-51-2) → 2-chloro-4-bromoaniline (38762-41-3)

Guidance literature:

With HMTAB; In dichloromethane; at 20 ℃;

DOI:10.1016/j.tetlet.2005.10.041

Reference yield: 87.0%

4-bromo-2-chloro-1-nitrobenzene (89465-97-4) → 2-chloro-4-bromoaniline (38762-41-3)

Guidance literature:

With ethanol; iron; calcium chloride; In water; at 60 ℃; for 0.416667h; chemoselective reaction;

DOI:10.1055/s-0030-1259067

upstream raw materials:

N-(4-bromophenyl)hydroxylamine

N-(4-bromo-2-chlorophenyl)acetamide

para-nitrophenyl bromide

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

Downstream raw materials:

4-bromo-2-chloro-6-iodoaniline

benzenesulfonic acid-(4-bromo-2-chloro-anilide)

(4-bromo-2-chloro-phenyl)-oxalamic acid ethyl ester

3-(4-bromo-2-chloro-phenylamino)-furo[3,2-c]pyridine-2-carboxylic acid ethyl ester

Refernces

• 1、 -. "Aryl halide and synthesis method and application thereof". Paragraph 0061-0063. . Retrieved 2020/06/02.
• 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.