2,4-Dibromo-5-methoxyaniline

Base Information

• Chemical Name: 2,4-Dibromo-5-methoxyaniline
• CAS No.: 35736-52-8
• Molecular Formula: C7H7Br2NO
• Molecular Weight: 280.947
• DSSTox Substance ID: DTXSID30539373
• Wikidata: Q82415101
• Mol file: 35736-52-8.mol

Synonyms:2,4-dibromo-5-methoxyaniline;35736-52-8;Benzenamine, 2,4-dibromo-5-methoxy-;MFCD08282833;4,6-dibromo-3-methoxy-aniline;SCHEMBL23885270;DTXSID30539373;AMY28029;AKOS024283050;DS-8698;SY161759;CS-0098734;EN300-176776;N10516;A928551;Z1269138040

Chemical Property of 2,4-Dibromo-5-methoxyaniline

Chemical Property:

• Melting Point: 136 °C
• Boiling Point: 308.4±37.0 °C(Predicted)
• PKA: 1.41±0.10(Predicted)
• PSA: 35.25000
• Density: 1.897±0.06 g/cm3(Predicted)
• LogP: 3.38360
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 280.88739
• Heavy Atom Count: 11
• Complexity: 134

Purity/Quality:

99%, ^*data from raw suppliers

2,4-Dibromo-5-methoxyaniline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,4-Dibromo-5-methoxyaniline

There total 3 articles about 2,4-Dibromo-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: 90.0%

m-Anisidine (536-90-3,918666-97-4) → 2,4-dibromo-5-methoxyaniline (35736-52-8)

Guidance literature:

With bromine; In tetrachloromethane; at 20 ℃; Cooling with ice;

DOI:10.1134/S1070427209090122

Reference yield: 45.0%

m-Anisidine (536-90-3,918666-97-4) → 2-bromo-5-methoxyaniline (59557-92-5) + 4-bromo-3-methoxyaniline (19056-40-7) + 2,4-dibromo-5-methoxyaniline (35736-52-8)

Guidance literature:

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

With poly[4-(dibutyliodostannyl)butyl]styrene; In diethyl ether; hexane; at 20 ℃; for 18h;

With bromine; In diethyl ether; hexane; dichloromethane; at -78 - 20 ℃; for 2h;

DOI:10.1021/jo0480141

Reference yield:

→ 2,4-dibromo-5-methoxyaniline (35736-52-8)

Guidance literature:

entspr. Acetanilid 1, KOH;

upstream raw materials:

m-Anisidine

Downstream raw materials:

2,4-dibromoanisole

Refernces

• 1、 Bagmanov. "Effect of structural factors and solvent nature in bromination of anilines". experimental part. p. 1570 - 1576. Retrieved 2011/06/20.