Methyl 2-chloro-5-nitrobenzoate

Base Information

• Chemical Name: Methyl 2-chloro-5-nitrobenzoate
• CAS No.: 6307-82-0
• Molecular Formula: C8H6ClNO4
• Molecular Weight: 215.593
• Hs Code.: 2921490090
• European Community (EC) Number: 613-139-2
• NSC Number: 44287
• DSSTox Substance ID: DTXSID90212397
• Nikkaji Number: J47.495I
• Wikidata: Q63395371
• ChEMBL ID: CHEMBL2260451
• Mol file: 6307-82-0.mol

Synonyms:Methyl 2-chloro-5-nitrobenzoate;6307-82-0;2-Chloro-5-nitrobenzoic acid methyl ester;BENZOIC ACID, 2-CHLORO-5-NITRO-, METHYL ESTER;BRN 1966320;2-chloro-5-nitro-benzoic acid methyl ester;Methylester kyseliny 2-chlor-5-nitrobenzoove;Methylester kyseliny 2-chlor-5-nitrobenzoove [Czech];MFCD00184587;4-09-00-01228 (Beilstein Handbook Reference);Methyl 2-chloro-5-nitrobenzenecarboxylate;Methyl2-Chloro-5-nitrobenzoate;SCHEMBL422653;CHEMBL2260451;DTXSID90212397;NSC44287;2-Chloro-5-nitrobenzoic acid methyl;NSC 44287;NSC-44287;STK361847;AKOS000283610;CS-W014889;UPCMLD0ENAT5948501:001;LS-36574;SY007297;2-chloro-1-methoxycarbonyl-5-nitrobenzene;2-Chloro-5-nitrobenzoic acid, methyl ester;C1732;FT-0628448;EN300-28646;6W-0299;A834204;Q63395371;Z19718166;methyl 2-chloro-5-nitro-benzoate

Chemical Property of Methyl 2-chloro-5-nitrobenzoate

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Vapor Pressure: 0.000404mmHg at 25°C
• Melting Point: 69-73°C(lit.)
• Refractive Index: 1.568
• Boiling Point: 316.7 °C at 760 mmHg
• Flash Point: 145.3 °C
• PSA: 72.12000
• Density: 1.426 g/cm³
• LogP: 2.55800
• Water Solubility.: Soluble in methanol. Insoluble in water.
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 214.9985354
• Heavy Atom Count: 14
• Complexity: 240

Purity/Quality:

99% ^*data from raw suppliers

Methyl 2-Chloro-5-nitrobenzoate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CC(=C1)[N+](=O)[O-])Cl
• Uses: Methyl 2-chloro-5-nitrobenzoate is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of Methyl 2-chloro-5-nitrobenzoate

There total 14 articles about Methyl 2-chloro-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: 97.9%

methanol (67-56-1) + 2-chloro-5-nitrobenzoic acid (2516-96-3) → 2-chloro-5-nitro-benzoic acid methyl ester (6307-82-0)

Guidance literature:

sulfuric acid; for 24h; Heating / reflux;

Reference yield: 94.0%

methanol (67-56-1) + 2-chloro-5-nitrobenzoylchloride (25784-91-2) → 2-chloro-5-nitro-benzoic acid methyl ester (6307-82-0)

Guidance literature:

With triethylamine; at 0 ℃;

DOI:10.1039/b904403e

Reference yield: 79.0%

2-chloro-5-nitrobenzoic acid (2516-96-3) + methyl iodide (74-88-4) → 2-chloro-5-nitro-benzoic acid methyl ester (6307-82-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h;

upstream raw materials:

methanol

2-chloro-5-nitrobenzoylchloride

methyl chlorobenzoate

2-chloro-5-nitrobenzoic acid

Downstream raw materials:

2-(2,5-dichloro-phenylsulfanyl)-5-nitro-benzoic acid

2-anilino-5-nitro-benzoic acid methyl ester

2-(2-methoxyphenylamino)-5-nitrobenzoic acid

C₂₂H₁₇N₃O₉