Methyl 3-bromo-5-methoxy-2,6-dinitrobenzoate

Base Information

• Chemical Name: Methyl 3-bromo-5-methoxy-2,6-dinitrobenzoate
• CAS No.: 56709-74-1
• Molecular Formula: C9H7 Br N2 O7
• Molecular Weight: 335.07
• DSSTox Substance ID: DTXSID00408784
• Wikidata: Q82214380
• Mol file: 56709-74-1.mol

Synonyms:methyl 3-bromo-5-methoxy-2,6-dinitrobenzoate;56709-74-1;3-BROMO-5-METHOXY-2,6-DINITRO-BENZOIC ACID METHYL ESTER;3-bromo-5-methoxy-2,6-dinitrobenzoic acid methyl ester;DTXSID00408784;3-BROMO-5-METHOXY-2,6-DINITRO-BENZOICACIDMETHYLESTER;AKOS024353678;FT-0728298

Chemical Property of Methyl 3-bromo-5-methoxy-2,6-dinitrobenzoate

Chemical Property:

• Vapor Pressure: 2E-06mmHg at 25°C
• Boiling Point: 394.3°Cat760mmHg
• Flash Point: 192.3°C
• PSA: 127.17000
• Density: 1.752g/cm³
• LogP: 3.10710
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 333.94366
• Heavy Atom Count: 19
• Complexity: 380

Purity/Quality:

98% ^*data from raw suppliers

3-BROMO-5-METHOXY-2,6-DINITRO-BENZOIC ACID METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C(=C1[N+](=O)[O-])C(=O)OC)[N+](=O)[O-])Br

Technology Process of Methyl 3-bromo-5-methoxy-2,6-dinitrobenzoate

There total 9 articles about Methyl 3-bromo-5-methoxy-2,6-dinitrobenzoate 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: 89.5%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 3-bromo-2,6-dinitro-5-methoxybenzoic acid (343220-53-1) → methyl 3-bromo-2,6-dinitro-5-methoxybenzoate (56709-74-1)

Guidance literature:

In diethyl ether;

Reference yield:

3-methoxy-5-nitrobenzoic acid (78238-12-7) → methyl 3-bromo-2,6-dinitro-5-methoxybenzoate (56709-74-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) 20percent aq. NaOH, 98percent hydrazine hydrate, Raney nickel / 1) water, 70 to 75 deg. C; 2) 70 to 80 deg. C, 30 min

2: 72.5 percent / H₂SO₄ (d 1.83), HNO₃ (d 1.51) / 0.5 h / 0 - 8 °C

3: 94 percent / Ba(OH)2 * 8H₂O / H₂O / heating on a boiling water bath

4: 1) H₂SO₄, NaNO₂; 2) Cu₂Br₂, HBr / 1) water, 0 to 5 deg. C, 30 min

5: 89.5 percent / diethyl ether

With copper(I) bromide; barium dihydroxide; sodium hydroxide; sulfuric acid; hydrogen bromide; nitric acid; nickel; hydrazine hydrate; sodium nitrite; In diethyl ether; water;

Reference yield:

3-methoxy-5-acetylaminobenzoic acid (78238-03-6) → methyl 3-bromo-2,6-dinitro-5-methoxybenzoate (56709-74-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 72.5 percent / H₂SO₄ (d 1.83), HNO₃ (d 1.51) / 0.5 h / 0 - 8 °C

2: 94 percent / Ba(OH)2 * 8H₂O / H₂O / heating on a boiling water bath

3: 1) H₂SO₄, NaNO₂; 2) Cu₂Br₂, HBr / 1) water, 0 to 5 deg. C, 30 min

4: 89.5 percent / diethyl ether

With copper(I) bromide; barium dihydroxide; sulfuric acid; hydrogen bromide; nitric acid; sodium nitrite; In diethyl ether; water;

upstream raw materials:

diazomethane

3-bromo-2,6-dinitro-5-methoxybenzoic acid

3-bromo-2,6-dinitro-5-hydroxybenzoic acid

methanol

Downstream raw materials:

methyl 2-acetylamino-5-methoxybenzoate

methyl 2-nitro-3,6-di(2-nitrophenylthio)-5-methoxybenzoate

methyl 2,6-dinitro-3-methoxy-5-(2-nitrophenylthio)benzoate

Refernces