3-Bromo-4-methoxyaniline

Base Information

• Chemical Name: 3-Bromo-4-methoxyaniline
• CAS No.: 19056-41-8
• Molecular Formula: C7H8BrNO
• Molecular Weight: 202.051
• Hs Code.: 2922299090
• European Community (EC) Number: 676-314-2
• DSSTox Substance ID: DTXSID30359376
• Nikkaji Number: J568.861B
• Wikidata: Q72446017
• Mol file: 19056-41-8.mol

Synonyms:3-Bromo-4-methoxyaniline;19056-41-8;4-Amino-2-bromoanisole;Benzenamine, 3-bromo-4-methoxy-;MFCD04094339;3-Bromo-4-methoxy aniline;3-bromo-4-methoxyphenylamine;3-BROMO-4-METHOXY-PHENYLAMINE;3-bromo-4methoxyaniline;2-Bromo-4-aminoanisole;?3-Bromo-4-methoxyaniline;3-Bromo-4-methoxybenzenamine;AF-962/00506056;SCHEMBL110681;DTXSID30359376;NMUFTXMBONJQTC-UHFFFAOYSA-N;TD1337;3-Bromo-4-methoxyaniline, AldrichCPR;AKOS003198309;AM61402;CS-W007436;AC-15101;AC-28513;SY024315;B3320;BB 0254266;FT-0677588;EN300-75325;A813413;Z57450975

Chemical Property of 3-Bromo-4-methoxyaniline

Chemical Property:

• Vapor Pressure: 0.0034mmHg at 25°C
• Melting Point: 62 °C
• Refractive Index: 1.595
• Boiling Point: 282.2 °C at 760 mmHg
• PKA: 4.13±0.10(Predicted)
• Flash Point: 124.5 °C
• PSA: 35.25000
• Density: 1.531 g/cm³
• LogP: 2.62110
• Storage Temp.: Room temperature.
• Solubility.: soluble in Methanol
• 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:

98%,99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,T+
• Statements: 26/27/28-33-50
• Safety Statements: 28-36/37-45-61

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Bromo-4-methoxyaniline

There total 18 articles about 3-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: 93.0%

2-bromo-4-nitroanisole (5197-28-4) → 3-bromo-p-anisidine (19056-41-8)

Guidance literature:

With formic acid; triethylamine; In tetrahydrofuran; at 120 ℃; for 24h;

DOI:10.1021/cs501916p

Reference yield: 87.0%

N-(3-bromo-4-methoxyphenyl)acetamide (6943-73-3) → 3-bromo-p-anisidine (19056-41-8)

Guidance literature:

N-(3-bromo-4-methoxyphenyl)acetamide; With hydrogenchloride; In ethanol; at 80 ℃; for 4 - 5h;

With ammonia; In water; pH=12;

Reference yield: 75.0%

1-(2,4-dimethylphenyl)-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester (154876-11-6) → 3-bromo-p-anisidine (19056-41-8)

Guidance literature:

With acetic acid; zinc; for 0.5h; Ambient temperature;

DOI:10.1021/jo00082a035

upstream raw materials:

N-(3-bromo-4-methoxy)phenylsuccinimide

2-bromo-4-nitroanisole

4-methoxyacetanilide

1-(2,4-dimethylphenyl)-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester

Downstream raw materials:

3-bromo-4-methoxy-N,N-dimethyl-aniline

N-(3-bromo-4-methoxy-phenyl)-anthranilic acid

(2E/Z)-3-[[3-bromo-4-methoxyphenyl]amino]-2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-2-propenamide

1-(benzo[d][1,3]dioxol-5-yl)-N-(3-bromo-4-methoxyphenyl)cyclopropane-carboxamide

Refernces

• 1、 See, Yi Yang,Sanford, Melanie S.. "C-H Amination of Arenes with Hydroxylamine". supporting information. p. 2931 - 2934. Retrieved 2020/04/09.
• 2、 Liu, Jianzhong,Wu, Kai,Shen, Tao,Liang, Yujie,Zou, Miancheng,Zhu, Yuchao,Li, Xinwei,Li, Xinyao,Jiao, Ning. "Fe-Catalyzed Amination of (Hetero)Arenes with a Redox-Active Aminating Reagent under Mild Conditions". supporting information. p. 563 - 567. Retrieved 2017/01/18.