3-Bromo-5-methoxyaniline

Base Information

• Chemical Name: 3-Bromo-5-methoxyaniline
• CAS No.: 16618-68-1
• Molecular Formula: C7H8BrNO
• Molecular Weight: 202.051
• Hs Code.: 2922299090
• European Community (EC) Number: 692-479-3
• DSSTox Substance ID: DTXSID40566731
• Wikidata: Q72446021
• Mol file: 16618-68-1.mol

Synonyms:3-Bromo-5-methoxyaniline;16618-68-1;Benzenamine, 3-bromo-5-methoxy-;MFCD11878497;3-BROMO-5-METHOXYBENZENAMINE;3-Amino-5-bromoanisole;5-Bromo-m-anisidine;3-bromo-5-methoxybenzeneamine;SCHEMBL378876;3-Bromo-5-methoxyaniline 98%;DTXSID40566731;FHUSNGUPJXGLPL-UHFFFAOYSA-N;BCP20491;CS-B0549;3-BROMO-5-METHYLOXYBENZENAMINE;AKOS016001973;AB65032;PS-5038;SY042906;EN300-67112;A882346;AU-004/40000567;Z1065885484

Chemical Property of 3-Bromo-5-methoxyaniline

Chemical Property:

• Boiling Point: 285.8±20.0℃ (760 Torr)
• PKA: 3.10±0.10(Predicted)
• Flash Point: 126.7±21.8℃
• PSA: 35.25000
• Density: 1.531±0.06 g/cm3 (20 oC 760 Torr)
• LogP: 2.62110
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.9
• 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:

99.90% ^*data from raw suppliers

3-Bromo-5-methoxyaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1)N)Br

Technology Process of 3-Bromo-5-methoxyaniline

There total 4 articles about 3-Bromo-5-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: 96.5%

3-bromo-5-nitroanisole (16618-67-0) → 3-bromo-5-methoxyaminobenzene (16618-68-1)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; acetone; at 20 ℃; for 3h;

Reference yield:

meta-dinitrobenzene (99-65-0) → 3-bromo-5-methoxyaminobenzene (16618-68-1)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid; N-Bromosuccinimide / 1 h / 85 °C

2: methanol / 20 °C

3: ammonium chloride; iron / methanol; water / 95 °C

With N-Bromosuccinimide; sulfuric acid; iron; ammonium chloride; In methanol; water;

DOI:10.1021/jm500432n

Reference yield:

3,5-dinitrobromobenzene (18242-39-2) → 3-bromo-5-methoxyaminobenzene (16618-68-1)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 20 °C

2: ammonium chloride; iron / methanol; water / 95 °C

With iron; ammonium chloride; In methanol; water;

DOI:10.1021/jm500432n

upstream raw materials:

3-bromo-5-nitroanisole

meta-dinitrobenzene

3,5-dinitrobromobenzene

Downstream raw materials:

N-(3-bromo-5-methoxyphenyl)-3-methoxyacrylamide

3-amino-5-methoxyphenylboronic acid

Refernces

• 1、 -. "M-di-substituted phenol compound as well as preparation method thereof and application of tubercle bacillus resistance". Paragraph 0152. . Retrieved 2018/05/16.
• 2、 -. "Indole and quinoline derivatives and its preparation method and application". Paragraph 0074; 0075. . Retrieved 2017/02/28.