5-Chloro-2-nitrotoluene

Base Information

• Chemical Name: 5-Chloro-2-nitrotoluene
• CAS No.: 5367-28-2
• Molecular Formula: C7H6ClNO2
• Molecular Weight: 171.583
• Hs Code.: 29049090
• European Community (EC) Number: 226-355-3
• DSSTox Substance ID: DTXSID80201912
• Nikkaji Number: J141.343K
• Wikidata: Q72456202
• Mol file: 5367-28-2.mol

Synonyms:5-Chloro-2-nitrotoluene;5367-28-2;4-chloro-2-methyl-1-nitrobenzene;Benzene, 4-chloro-2-methyl-1-nitro-;Toluene, 5-chloro-2-nitro-;3-Chloro-6-nitrotoluene;BRN 2502585;4-chloro-2-methyl-1-nitro-benzene;2-Nitro-5-chlorotoluene;EINECS 226-355-3;MFCD00024579;5-chloro-2-nitro-toluene;Benzene, 1-chloro-3-methyl-4-nitro-;Benzene, 1-chloro-3-methyl-4-nitro- (9CI);SCHEMBL359844;5-Chloro-2-nitrotoluene, 98%;DTXSID80201912;AMY14615;AKOS009127740;CS-W002149;AS-17278;SY006512;LS-154036;C2586;FT-0635647;EN300-27748;W-105715

Chemical Property of 5-Chloro-2-nitrotoluene

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.0372mmHg at 25°C
• Melting Point: 27-30 °C(lit.)
• Refractive Index: 1.57-1.572
• Boiling Point: 249 °C at 760 mmHg
• Flash Point: 104.4 °C
• PSA: 45.82000
• Density: 1.324 g/cm³
• LogP: 3.07980
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: insoluble
• XLogP3: 3.5
• 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

5-Chloro-2-nitrotoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-36-36/37/38-20/21/22-52/53
• 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=CC(=C1)Cl)[N+](=O)[O-]

Technology Process of 5-Chloro-2-nitrotoluene

There total 15 articles about 5-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: 96.0%

4-nitro-3-methylaniline (611-05-2) → 5-chloro-2-nitrotoluene (5367-28-2)

Guidance literature:

4-nitro-3-methylaniline; With boron trifluoride diethyl etherate; tetraethylammonium chloride; In acetonitrile; at 0 ℃; for 0.166667h;

With tert.-butylnitrite; In acetonitrile; at 0 - 20 ℃; for 1h;

DOI:10.1016/j.mencom.2018.05.010

Reference yield: 77.0%

methylmagnesium chloride (676-58-4) + 4-chlorobenzonitrile (100-00-5) → 5-chloro-2-nitrotoluene (5367-28-2) + 4,4'-bis(chloro)azoxybenzene (614-26-6) + 4,4'-dichloro-2,2'-dimethyl-azoxybenzene + 4,4'-dichloro-2-methyl-N-1-azoxybenzene

Guidance literature:

methylmagnesium chloride; With N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; for 0.25h;

4-chlorobenzonitrile; In tetrahydrofuran; at -70 ℃; for 0.0833333h;

With potassium permanganate; ammonia; In tetrahydrofuran; at -70 ℃; for 0.25h;

DOI:10.1016/S0022-328X(00)00931-1

Reference yield: 70.0%

4-chloro-2-methylbenzeneamine (95-69-2) → 5-chloro-2-nitrotoluene (5367-28-2)

Guidance literature:

With dihydrogen peroxide; potassium carbonate; In water; acetonitrile; at 20 ℃;

DOI:10.1016/j.tetlet.2019.151076

upstream raw materials:

1-chloro-3-methylbenzene

4-nitro-3-methylaniline

nitric acid

4-chlorobenzonitrile

Downstream raw materials:

5-chloro-2-nitrobenzoic acid

(Z)-2-(5-Chloro-2-nitro-phenyl)-3-dimethylamino-1-phenyl-propenone

(Z)-2-(5-Chloro-2-nitro-phenyl)-3-dimethylamino-1-(2-fluoro-phenyl)-propenone

3-Methyl-4-nitrophenyl-2-nitrophenylsulfid

Refernces

• 1、 Gupta, Sampa,Ansari, Alisha,Sashidhara, Koneni V.. "Base promoted peroxide systems for the efficient synthesis of nitroarenes and benzamides". supporting information. . Retrieved 2019/09/07.
• 2、 Van Der Werf, Angela,Selander, Nicklas. "Para-Selective Halogenation of Nitrosoarenes with Copper(II) Halides". supporting information. p. 6210 - 6213. Retrieved 2016/01/09.