Methyl 4-bromo-3-nitrobenzoate

Base Information

• Chemical Name: Methyl 4-bromo-3-nitrobenzoate
• CAS No.: 2363-16-8
• Molecular Formula: C8H6BrNO4
• Molecular Weight: 260.044
• Hs Code.: 2916399090
• European Community (EC) Number: 640-148-9
• DSSTox Substance ID: DTXSID70371633
• Nikkaji Number: J258.234A
• Wikidata: Q72488778
• Mol file: 2363-16-8.mol

Synonyms:methyl 4-bromo-3-nitrobenzoate;2363-16-8;4-bromo-3-nitrobenzoic acid methyl ester;4-Bromo-3-nitro-benzoic acid methyl ester;Benzoic acid, 4-bromo-3-nitro-, methyl ester;MFCD00553089;methyl 4-bromo-3-nitro-benzoate;SCHEMBL1479880;DTXSID70371633;BNNDHGPPQZVKMX-UHFFFAOYSA-N;AB3929;BBL023179;STL289871;AKOS008903033;CS-W005350;PS-6037;4-bromo-3-nitrobenzoic acid methylester;3-Nitro-4-bromobenzoic acid methyl ester;A1606;AM20050403;FT-0601657;M2596;EN300-7370006;W-206841

Chemical Property of Methyl 4-bromo-3-nitrobenzoate

Chemical Property:

• Appearance/Colour: colorless crystals
• Vapor Pressure: 0.000309mmHg at 25°C
• Melting Point: 102-103 °C
• Refractive Index: 1.587
• Boiling Point: 320.9 °C at 760 mmHg
• Flash Point: 147.9 °C
• PSA: 72.12000
• Density: 1.673 g/cm³
• LogP: 2.66710
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Toluene
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 258.94802
• Heavy Atom Count: 14
• Complexity: 240

Purity/Quality:

99% ^*data from raw suppliers

Methyl 4-Bromo-3-nitrobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(C=C1)Br)[N+](=O)[O-]

Technology Process of Methyl 4-bromo-3-nitrobenzoate

There total 6 articles about Methyl 4-bromo-3-nitrobenzoate 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: 95.0%

methanol (67-56-1) + 4-bromo-3-nitrobenzoyl chloride (335015-51-5) → methyl 4-bromo-3-nitrobenzoate (2363-16-8)

Guidance literature:

In tetrahydrofuran;

Reference yield: 94.0%

methanol (67-56-1) + 4-bromo-3-nitrobenzoic acid (6319-40-0) → methyl 4-bromo-3-nitrobenzoate (2363-16-8)

Guidance literature:

With sulfuric acid; Reflux;

DOI:10.1039/d0dt03012k

Reference yield:

4-bromo-3-nitrobenzoic acid (6319-40-0) → methyl 4-bromo-3-nitrobenzoate (2363-16-8)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 3 h / 85 °C

2: tetrahydrofuran / 2 h / 0 °C

With thionyl chloride; In tetrahydrofuran;

DOI:10.1016/j.ejmech.2021.113554

upstream raw materials:

methanol

4-bromo-3-nitrobenzoic acid

diazomethane

4-chlorobenzoyl chloride

Downstream raw materials:

2-Nitro-4-methoxycarbonylphenyl 5-chloro-2-nitrophenyl sulfide

methyl 2-nitro[1,1'-biphenyl]-4-carboxylate

methyl 3-amino-4-cyclopropylbenzoate

methyl 3-nitro-4-(thiophen-3-yl)benzoate

Refernces

• 1、 He, Xin,Wang, Xin,Xiao, Tianyu,Zhang, Shunlin,Zhu, Dunru. "Creative Construction of a Series of Chiral 3D Indium-Organic Frameworks with a umy Topology". . p. 9 - 13. Retrieved 2021.
• 2、 -. "Beta-carboboline GSK3beta/DYRK1A dual inhibitor and preparation method thereof and application of beta-carboboline GSK3beta/DYRK1A dual inhibitor in resisting Alzheimer's disease". . . Retrieved 2021/07/08.