3-Bromoaniline

Base Information

• Chemical Name: 3-Bromoaniline
• CAS No.: 591-19-5
• Molecular Formula: C6H6BrN
• Molecular Weight: 172.024
• Hs Code.: 29214210
• European Community (EC) Number: 209-704-4
• NSC Number: 10298
• UNII: 5Y2DRA8MJW
• DSSTox Substance ID: DTXSID4060448
• Nikkaji Number: J94.913B
• Wikidata: Q72451401
• Mol file: 591-19-5.mol

Synonyms:2-bromoaniline;3-bromoaniline

Chemical Property of 3-Bromoaniline

Chemical Property:

• Appearance/Colour: Colourless Liquid
• Vapor Pressure: 0.021mmHg at 25°C
• Melting Point: 16.8 °C
• Refractive Index: n20/D 1.625(lit.)
• Boiling Point: 251 °C at 760 mmHg
• PKA: 3.58(at 25℃)
• Flash Point: 101.2 °C
• PSA: 26.02000
• Density: 1.594 g/cm³
• LogP: 2.61250
• Storage Temp.: Store below +30°C.
• Water Solubility.: insoluble
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 170.96836
• Heavy Atom Count: 8
• Complexity: 74.9

Purity/Quality:

98% ^*data from raw suppliers

3-Bromoaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, Xn, Xi
• Hazard Codes: T,Xi,Xn
• Statements: 23/24/25-33-38-36/37/38-20/21/22-21/22
• Safety Statements: 28-36/37/39-45-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: C1=CC(=CC(=C1)Br)N
• Uses: 3-Bromoaniline is used in the synthesis of amino substituted quinazoline.

Technology Process of 3-Bromoaniline

There total 54 articles about 3-Bromoaniline 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%

1-Bromo-3-iodobenzene (591-18-4) → m-Bromoaniline (591-19-5)

Guidance literature:

With copper(l) iodide; ascorbic acid; In ammonia; at 25 ℃; for 18h; liquid NH₃;

DOI:10.1021/jo301204t

Reference yield: 98.0%

tert-butyl (3-bromophenyl)carbamate (25216-74-4) → m-Bromoaniline (591-19-5)

Guidance literature:

With molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; Ambient temperature;

DOI:10.1080/00397919708006783

Reference yield: 94.0%

C11H10BrNO → m-Bromoaniline (591-19-5)

Guidance literature:

With Pt-laminated cetyltrimethylammonium bromide-coated hollow silica shell-surrounded gold-nanorods; In water; dimethyl sulfoxide; at 40 ℃; for 1h; Irradiation;

DOI:10.1021/jacs.1c05753

upstream raw materials:

1-methyl-4-nitrosobenzene

3-bromo-benzoic acid bromoamide

3-bromobenzamide

m-bromobenzoic acid

Downstream raw materials:

N-(3-bromo-phenyl)-succinamic acid

2-amino-N-(3-bromophenyl)benzamide

2-(3-bromo-phenyl)-4,5,6,7-tetrachloro-isoindoline-1,3-dione

3-bromoacetanilide

Refernces

• 1、 Cao, Yueling,Liu, Kangkai,Wu, Chen,Zhang, Hepeng,Zhang, Qiuyu. "In situ-formed cobalt embedded into N-doped carbon as highly efficient and selective catalysts for the hydrogenation of halogenated nitrobenzenes under mild conditions". . . Retrieved 2020.
• 2、 Chai, Na-Na,Wang, Hang-Xing,Hu, Chen-Xia,Wang, Qiang,Zhang, Hao-Li. "Well-controlled layer-by-layer assembly of carbon dot/CdS heterojunctions for efficient visible-light-driven photocatalysis". . p. 16613 - 16620. Retrieved 2015.
• 3、 -. "Method for synthesizing heteroatom- substituted aromatic compound from styrene compound". Paragraph 0205-0208. . Retrieved 2021/02/06.
• 4、 Liu, Yang-Yang,Wu, Chuan-De,Zhan, Guo-Peng. "In situcreation of multi-metallic species inside porous silicate materials with tunable catalytic properties". supporting information. p. 6185 - 6188. Retrieved 2021/06/30.