2-Methylpropyl 4-chloro-3,5-dinitrobenzoate

Base Information

• Chemical Name: 2-Methylpropyl 4-chloro-3,5-dinitrobenzoate
• CAS No.: 58263-53-9
• Molecular Formula: C11H11ClN2O6
• Molecular Weight: 302.671
• Hs Code.: 2916399090
• European Community (EC) Number: 611-639-5
• DSSTox Substance ID: DTXSID30392864
• Nikkaji Number: J33.747A
• Wikidata: Q82191330
• Mol file: 58263-53-9.mol

Synonyms:58263-53-9;2-methylpropyl 4-chloro-3,5-dinitrobenzoate;Isobutyl 4-chloro-3,5-dinitrobenzoate;Isobutyl 3,5-dinitro-4-chlorobenzoate;isobutyl-3,5-dinitro-4-chlorobenzoate;4-Chloro-3,5-dinitrobenzoic acid isobutyl ester;DTXSID30392864;MFCD00272561;Isobutyl4-chloro-3,5-dinitrobenzoate;AKOS001483300;AS-10934;CS-0366696;E78558;SR-01000078319;SR-01000078319-1

Chemical Property of 2-Methylpropyl 4-chloro-3,5-dinitrobenzoate

Chemical Property:

• Vapor Pressure: 8.22E-07mmHg at 25°C
• Refractive Index: 1.57
• Boiling Point: 406.3 °C at 760 mmHg
• Flash Point: 199.5 °C
• PSA: 117.94000
• Density: 1.421 g/cm³
• LogP: 4.01560
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 302.0305638
• Heavy Atom Count: 20
• Complexity: 367

Purity/Quality:

99%, ^*data from raw suppliers

Isobutyl 3,5-dinitro-4-chlorobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)COC(=O)C1=CC(=C(C(=C1)[N+](=O)[O-])Cl)[N+](=O)[O-]
• Uses: Isobutyl-3,5-dinitro-4-chlorobenzoate

Technology Process of 2-Methylpropyl 4-chloro-3,5-dinitrobenzoate

There total 8 articles about 2-Methylpropyl 4-chloro-3,5-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:

2-methyl-propan-1-ol (78-83-1) + 3,5-dinitro-4-chlorobenzenecarboxylic acid chloride (42486-87-3) → isobutyl 3,5-dinitro-4-chlorobenzoate (58263-53-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jo500582c

Reference yield:

isobutyl 3,5-ditrimethylsilylethynyl-4-chlorobenzoate → isobutyl 3,5-dinitro-4-chlorobenzoate (58263-53-9)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium fluoride dihydrate; methanol / tetrahydrofuran / 4 h / 20 °C

2: sulfuric acid; potassium nitrate / 5 h / 40 - 140 °C

3: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 4 h / 20 °C / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With methanol; oxalyl dichloride; potassium fluoride dihydrate; sulfuric acid; potassium nitrate; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo500582c

Reference yield:

isobutyl 3,5-diiodo-4-chlorobenzoate → isobutyl 3,5-dinitro-4-chlorobenzoate (58263-53-9)

Guidance literature:

Multi-step reaction with 5 steps

1: N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / tetrahydrofuran / 55 °C / Inert atmosphere

2: potassium fluoride dihydrate; methanol / tetrahydrofuran / 4 h / 20 °C

3: sulfuric acid; potassium nitrate / 5 h / 40 - 140 °C

4: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 4 h / 20 °C / Inert atmosphere

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With methanol; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; potassium fluoride dihydrate; sulfuric acid; potassium nitrate; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo500582c

upstream raw materials:

4-chloro-3,5-diiodobenzoic acid

4-chloro-3,5-dinitrobenzoic acid

2-methyl-propan-1-ol

3,5-dinitro-4-chlorobenzenecarboxylic acid chloride

Downstream raw materials:

3,5-diamino-4-chlorobenzoic acid isobutyl ester

4-chloro-3-hydroxyamino-5-nitrobenzoic acid isobutyl ester

Refernces