4-Chloro-2-nitrotoluene

Base Information

• Chemical Name: 4-Chloro-2-nitrotoluene
• CAS No.: 89-59-8
• Molecular Formula: C7H6ClNO2
• Molecular Weight: 171.583
• Hs Code.: 29049090
• European Community (EC) Number: 201-921-2
• NSC Number: 5386
• DSSTox Substance ID: DTXSID4058994
• Nikkaji Number: J59.690F
• Wikidata: Q19820040
• Mol file: 89-59-8.mol

Synonyms:4-CHLORO-2-NITROTOLUENE;89-59-8;4-Chloro-1-methyl-2-nitrobenzene;2-Nitro-4-chlorotoluene;Benzene, 4-chloro-1-methyl-2-nitro-;4,2-Chloronitrotoluene;p-Chloro-o-nitrotoluene;Toluene, 4-chloro-2-nitro-;CCRIS 3116;NSC 5386;EINECS 201-921-2;AI3-00494;NSC5386;4-chloro-1-methyl-2-nitro-benzene;4-chlor-2-nitrotoluen;4-chlor-2-nitrotoluol;SCHEMBL400340;DTXSID4058994;4-Chloro-2-nitrotoluene, 98%;1-chloro-4-methyl-3-nitrobenzene;NSC-5386;MFCD00007215;4-Chloro-1-methyl-2-nitrobenzene #;AKOS004904712;Benzene, 4-chloro-1-methyl-3-nitro-;AC-11284;FT-0618043;EN300-39010;C-5230;D87546;Q19820040;Z381786926

Chemical Property of 4-Chloro-2-nitrotoluene

Chemical Property:

• Appearance/Colour: clear brown liquid after melting
• Vapor Pressure: 0.0651mmHg at 25°C
• Melting Point: 35 °C
• Refractive Index: 1.57
• Boiling Point: 238.5 °C at 760 mmHg
• Flash Point: 98.1 °C
• PSA: 45.82000
• Density: 1.324 g/cm³
• LogP: 3.07980
• Storage Temp.: Store below +30°C.
• Water Solubility.: 109 mg/L (20 ºC)
• XLogP3: 3.1
• 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% ^*data from raw suppliers

4-Chloro-1-methyl-2-nitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn,N
• Hazard Codes: Xi,Xn,N
• Statements: 36/37/38-20/21/22-52/53
• Safety Statements: 26-36-36/37/39-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)Cl)[N+](=O)[O-]
• Uses: 4-Chloro-1-methyl-2-nitrobenzene is used in the synthesis of NMDA-glycine antagonists. Also it is used in the preparation of COX-2 inhibitor. 4-Chloro-2-nitrotoluene can be used in the synthesis of indigo dye.

Technology Process of 4-Chloro-2-nitrotoluene

There total 31 articles about 4-Chloro-2-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: 55.0%

(4-Chlor-2-nitro-phenyl)-malonsaeure-diaethylester (10565-16-9) → 4-chloro-2-nitrotoluene (89-59-8)

Guidance literature:

With dimethyl sulfoxide; sodium chloride; at 160 - 170 ℃; for 24h;

DOI:10.1055/s-2000-8209

Reference yield: 54.0%

para-chlorotoluene (106-43-4) → 4-chloro-2-nitrotoluene (89-59-8) + 1-chloro-4-methyl-2-nitro-benzene (89-60-1)

Guidance literature:

With oxygen; Nitrogen dioxide; iron(III)-acetylacetonate; In 1,2-dichloro-ethane; at 0 ℃; for 12h;

DOI:10.1039/P19960002385

Reference yield: 49.2%

para-chlorotoluene (106-43-4) → 4-chloro-2-nitrotoluene (89-59-8)

Guidance literature:

With sulfuric acid; nitric acid; In water; at 50 - 55 ℃; for 2h;

DOI:10.1016/j.tet.2016.02.035

upstream raw materials:

para-chlorotoluene

1-methyl-2-nitrobenzene

6-chloro-3-methyl-2-nitro-aniline

4-Methyl-3-nitroanilin

Downstream raw materials:

4-chloro-2-nitro-phenylacetic acid

2,2'-dinitrobibenzyl

4,4'-dichloro-2,2'-dinitro-bibenzyl

4-Chloro-2-nitro-1-[2-(2-nitro-phenyl)-ethyl]-benzene

Refernces

• 1、 Narender,Srinivasu,Kulkarni,Raghavan. "Highly efficient, para-selective oxychlorination of aromatic compounds using potassium chloride and Oxone". . p. 279 - 286. Retrieved 2007/10/03.
• 2、 Suzuki, Hitomi,Yonezawa, Shuji,Nonoyama, Nobuaki,Mori, Tadashi. "Iron(III)-catalysed nitration of non-activated and moderately activated arenes with nitrogen dioxide-molecular oxygen under neutral conditions". . p. 2385 - 2389. Retrieved 2007/10/03.