3-Chloro-5-nitrotoluene

Base Information

• Chemical Name: 3-Chloro-5-nitrotoluene
• CAS No.: 16582-38-0
• Molecular Formula: C7H6 Cl N O2
• Molecular Weight: 171.583
• Hs Code.: 2904909090
• NSC Number: 169207
• DSSTox Substance ID: DTXSID70305135
• Nikkaji Number: J141.342B
• Wikidata: Q72456188
• Mol file: 16582-38-0.mol

Synonyms:3-Chloro-5-nitrotoluene;16582-38-0;1-chloro-3-methyl-5-nitrobenzene;Benzene, 1-chloro-3-methyl-5-nitro-;1-chloro-3-methyl-5-nitro-benzene;3-chloro-5-nitro-toluene;MFCD09955417;5-Chloro-3-nitrotoluene;Toluene, 3-chloro-5-nitro-;NSC169207;SCHEMBL2381051;DTXSID70305135;IYHHGLULQDOFGC-UHFFFAOYSA-N;CL8832;AKOS005145633;NSC-169207;AS-46116;SY020703;CS-0153264;FT-0658614;EN300-7060548;A810667

Chemical Property of 3-Chloro-5-nitrotoluene

Chemical Property:

• Vapor Pressure: 0.0288mmHg at 25°C
• Melting Point: 54-55℃
• Refractive Index: 1.
• Boiling Point: 253.6°Cat760mmHg
• Flash Point: 107.2°C
• PSA: 45.82000
• Density: 1.324g/cm³
• LogP: 3.07980
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 171.0087061
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Chloro-5-nitrotoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)Cl)[N+](=O)[O-]

Technology Process of 3-Chloro-5-nitrotoluene

There total 9 articles about 3-Chloro-5-nitrotoluene 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: 90.0%

2-chloro-6-methyl-4-nitro-phenylamine (69951-02-6) → 3-chloro-5-nitrotoluene (16582-38-0)

Guidance literature:

2-chloro-6-methyl-4-nitro-phenylamine; With sulfuric acid; In ethanol; at 20 ℃;

With sodium nitrite; In ethanol; water; at 5 - 45 ℃;

Reference yield: 69.0%

2-chloro-4-methyl-6-nitroaniline (5465-33-8) → 3-chloro-5-nitrotoluene (16582-38-0)

Guidance literature:

2-chloro-4-methyl-6-nitroaniline; With sulfuric acid; sodium nitrite; In ethanol; at 0 - 20 ℃; for 0.5h;

In ethanol; water; Further stages.; Heating;

DOI:10.1021/jm000199q

Reference yield:

4-methyl-2-nitroaniline (89-62-3) → 3-chloro-5-nitrotoluene (16582-38-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 29 percent / N-chlorosuccinimide / acetonitrile / Heating

2.1: sulfuric acid; aq. sodium nitrite / ethanol / 0.5 h / 0 - 20 °C

2.2: 69 percent / ethanol; H₂O / Heating

With N-chloro-succinimide; sulfuric acid; sodium nitrite; In ethanol; acetonitrile;

DOI:10.1021/jm000199q

upstream raw materials:

2-chloro-6-methyl-4-nitro-phenylamine

3-methyl-5-nitro-aniline

2-chloro-4-methyl-6-nitroaniline

4-methyl-2-nitroaniline

Downstream raw materials:

3-chloro-5-methylaniline

3-chloro-5-nitrobenzaldehyde

1-(bromomethyl)-3-chloro-5-nitrobenzene

4-[[(3-chloro-5-methylanilino)carbonyl]methyl]phenol

Refernces

• 1、 -. "Process for preparing 3-chloro-5-nitrotoluene". Page 2. . Retrieved 2008/06/13.
• 2、 -. "Pyridazinedione compounds useful in treating neurological disorders". . . Retrieved 2008/06/13.