Methyl 2-bromo-5-nitrobenzoate

Base Information

• Chemical Name: Methyl 2-bromo-5-nitrobenzoate
• CAS No.: 6942-36-5
• Molecular Formula: C8H6BrNO4
• Molecular Weight: 260.044
• Hs Code.: 29163990
• European Community (EC) Number: 623-531-5
• NSC Number: 57462
• DSSTox Substance ID: DTXSID70288757
• Nikkaji Number: J265.566G
• Wikidata: Q72488773
• Mol file: 6942-36-5.mol

Synonyms:Methyl 2-bromo-5-nitrobenzoate;6942-36-5;2-Bromo-5-nitrobenzoic Acid Methyl Ester;Methyl2-bromo-5-nitrobenzoate;methyl 2-bromo-5-nitro-benzoate;MFCD00010867;BENZOIC ACID, 2-BROMO-5-NITRO-, METHYL ESTER;2-bromo-5-nitro-benzoic acid methyl ester;NSC57462;NCIOpen2_002533;SCHEMBL527397;methyl 5-nitro-2-bromobenzoate;methyl-2-bromo-5-nitrobenzoate;methyl 2-bromo-5-nitro benzoate;VSEYYEKRZNRECT-UHFFFAOYSA-;DTXSID70288757;BBL103602;NSC-57462;STL557412;AKOS009158153;CS-W012516;GS-3166;Methyl 2-bromo-5-nitrobenzoate, 99%;SY060075;AM20060712;B1916;FT-0628438;O11866;EN300-1695764;A836491;InChI=1/C8H6BrNO4/c1-14-8(11)6-4-5(10(12)13)2-3-7(6)9/h2-4H,1H3

Chemical Property of Methyl 2-bromo-5-nitrobenzoate

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Vapor Pressure: 0.000212mmHg at 25°C
• Melting Point: 79-81 °C(lit.)
• Refractive Index: 1.587
• Boiling Point: 326.7 °C at 760 mmHg
• Flash Point: 151.4 °C
• PSA: 72.12000
• Density: 1.673 g/cm³
• LogP: 2.66710
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, DCM. Ethyl Acetate
• XLogP3: 3.3
• 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

2-Bromo-5-nitrobenzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CC(=C1)[N+](=O)[O-])Br
• Uses: Methyl 2-bromo-5-nitrobenzoate may be used in chemical synthesis.

Technology Process of Methyl 2-bromo-5-nitrobenzoate

There total 3 articles about Methyl 2-bromo-5-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: 100.0%

diazomethyl-trimethyl-silane (18107-18-1) + 2-bromo-5-nitrobenzoic acid (943-14-6) → methyl 2-bromo-5-nitrobenzoate (6942-36-5)

Guidance literature:

In methanol; diethyl ether; toluene; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201209582

Reference yield: 99.0%

methanol (67-56-1) + 2-bromo-5-nitrobenzoic acid (943-14-6) → methyl 2-bromo-5-nitrobenzoate (6942-36-5)

Guidance literature:

With sulfuric acid; for 3h; Reflux;

DOI:10.1016/j.dyepig.2019.107917

Reference yield:

2-bromobenzoic acid methyl ester (610-94-6) → methyl 2-bromo-5-nitrobenzoate (6942-36-5)

Guidance literature:

With sulfuric acid; nitric acid; In water;

upstream raw materials:

methanol

2-bromo-5-nitrobenzoic acid

2-bromobenzoic acid methyl ester

diazomethyl-trimethyl-silane

Downstream raw materials:

Methyl 2-(4-(1-Adamantyl)phenyl)-5-nitrobenzoate

2'-fluoro-4-nitro-biphenyl-2-carboxylic acid methyl ester

5-amino-2-bromo-benzoic acid methyl ester

C₂₁H₁₈ClNO₄S

Refernces

• 1、 -. "4,4-DIFLUORO-PIPERIDINE-COMPOUNDS". Paragraph 0254; 0255; 0256; 0257. . Retrieved 2015/02/25.
• 2、 Oh, Soo-Jin,Hwang, Seok Jin,Jung, Jonghoon,Yu, Kuai,Kim, Jeongyeon,Choi, Jung Yoon,Hartzell, H. Criss,Roh, Eun Joo,Justin Lee. "Monna, a potent and selective blocker for transmembrane protein with unknown function 16/anoctamin-1". . p. 726 - 735. Retrieved 2013/11/06.