2-Bromo-4-methoxyaniline

Base Information

• Chemical Name: 2-Bromo-4-methoxyaniline
• CAS No.: 32338-02-6
• Molecular Formula: C7H8BrNO
• Molecular Weight: 202.051
• Hs Code.: 2922299090
• European Community (EC) Number: 807-148-2
• DSSTox Substance ID: DTXSID90447662
• Nikkaji Number: J1.278.025G
• Wikidata: Q72446031
• Mol file: 32338-02-6.mol

Synonyms:2-bromo-4-methoxyaniline;32338-02-6;2-Bromo-4-methoxy-phenylamine;2-bromo-4-methoxybenzenamine;4-AMINO-3-BROMOANISOLE;MFCD09029057;2-bromo-4-methoxyphenylamine;2-BROMO-P-ANISIDINE;BENZENAMINE, 2-BROMO-4-METHOXY-;m-bromoanisidine;2-bromo-4-methoxy aniline;SCHEMBL109386;DTXSID90447662;YBAGMTVKDRIMTB-UHFFFAOYSA-N;CL8388;AKOS007930343;AB49251;AC-3380;CS-W004832;PS-5671;SY046594;AM20060331;FT-0658207;EN300-66029;J-508304;Z425366392

Chemical Property of 2-Bromo-4-methoxyaniline

Chemical Property:

• Vapor Pressure: 0.00935mmHg at 25°C
• Melting Point: 64 °C
• Refractive Index: 1.595
• Boiling Point: 265.1 °C at 760 mmHg
• PKA: 3.14±0.10(Predicted)
• Flash Point: 114.1 °C
• PSA: 35.25000
• Density: 1.531 g/cm³
• LogP: 2.62110
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 200.97893
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)N)Br
• Uses: 2-Bromo-4-methoxyaniline is a useful reagent and reactant in organometallics, and organic reactions.

Technology Process of 2-Bromo-4-methoxyaniline

There total 13 articles about 2-Bromo-4-methoxyaniline 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: 100.0%

2-bromo-4-methoxy-1-nitrobenzene (98447-30-4) → 2-bromo-4-methoxyaniline (32338-02-6)

Guidance literature:

2-bromo-4-methoxy-1-nitrobenzene; With iron; acetic acid; In ethanol; at 100 ℃; for 1h; Inert atmosphere;

With potassium carbonate; In ethanol; water; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2010.11.015

Reference yield: 98.0%

4-methoxy-aniline (104-94-9) → 2-bromo-4-methoxyaniline (32338-02-6)

Guidance literature:

4-methoxy-aniline; With bromine; In tetrachloromethane; at 10 - 20 ℃; for 4h;

With potassium carbonate; In water;

DOI:10.1134/S1070427209090122

Reference yield: 87.0%

2,6-dibromo-4-methoxyaniline (95970-05-1) → 2-bromo-4-methoxyaniline (32338-02-6)

Guidance literature:

With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 1h;

DOI:10.1080/00397919708007073

upstream raw materials:

2-bromo-4-methoxy-1-nitrobenzene

4-methoxy-aniline

2,6-dibromo-4-methoxyaniline

p-toluidine

Downstream raw materials:

N-(2'-bromo-4'-methoxyphenyl)-2-methyl-2-butenamide

2-bromo-4-methoxyazobenzene

N-(2-bromo-4-methoxyanilinomethyl)succinimide

cyclobutanecarboxylic acid (2-bromo-4-methoxy-phenyl)-amide

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.