2-Chloro-4-nitroaniline

Base Information

• Chemical Name: 2-Chloro-4-nitroaniline
• CAS No.: 121-87-9
• Molecular Formula: C6H5ClN2O2
• Molecular Weight: 172.571
• Hs Code.: 2921 42 00
• European Community (EC) Number: 204-502-2
• NSC Number: 3548
• UN Number: 2237
• UNII: XSA3ZX337B
• DSSTox Substance ID: DTXSID4021973
• Nikkaji Number: J28.408D
• Wikidata: Q2597946
• ChEMBL ID: CHEMBL1893710
• Mol file: 121-87-9.mol

Synonyms:2-chloro-4-nitroaniline

Chemical Property of 2-Chloro-4-nitroaniline

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 107-110 °C
• Refractive Index: 1.646
• Boiling Point: 326.2 °C at 760 mmHg
• PKA: -1.05±0.10(Predicted)
• Flash Point: 151.1 °C
• PSA: 71.84000
• Density: 1.494 g/cm³
• LogP: 2.93480
• Storage Temp.: Store below +30°C.
• Solubility.: 0.23g/l
• Water Solubility.: 0.23 g/L (20 ºC)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 172.0039551
• Heavy Atom Count: 11
• Complexity: 159
• Transport DOT Label: Poison

Purity/Quality:

99%, ^*data from raw suppliers

2-Chloro-4-nitroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-51/53
• Safety Statements: 22-24-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitroanilines
• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])Cl)N
• Uses: Intermediate in manufacture of dyes.

Technology Process of 2-Chloro-4-nitroaniline

There total 32 articles about 2-Chloro-4-nitroaniline 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: 100.0%

2-Chlor-4-nitrophenylazid → 2-Chloro-4-nitroaniline (121-87-9)

Guidance literature:

With methyltriphenylphosphonium tetrahydroborate; In dichloromethane; Heating;

DOI:10.1080/10426509808029672

Reference yield: 98.5%

4-nitro-aniline (100-01-6,104810-17-5) → 2-Chloro-4-nitroaniline (121-87-9)

Guidance literature:

With sulfuric acid; chlorine; at 35 ℃; for 2.5h; under 1500.15 Torr; Temperature; Flow reactor;

Reference yield: 95.0%

1-(2-chloro-4-nitrophenyl)piperidine-2,6-dione → 2-Chloro-4-nitroaniline (121-87-9)

Guidance literature:

With allyl bromide; In ethanol; at 80 ℃; Sealed tube;

DOI:10.1021/acs.orglett.1c03541

upstream raw materials:

3,4-dichloronitrobenzene

N-(2-chlorophenyl)acetamide

N-(2-chloro-4-nitrophenyl)acetamide

1-chloro-2,5-dinitrobenzene

Downstream raw materials:

N-(2-chloro-4-nitrophenyl)acetamide

N-(6-carboxypicolinyl)-2-chloro-4-nitroaniline

trifluoroacetyl-α-L-aspartyl-2-chloro-4-nitroanilide

1-[5-(2-chloro-4-nitro-phenyl)-furan-2-yl]-ethanone

Refernces

• 1、 Zanka, Atsuhiko,Kubota, Ariyoshi. "Practical and efficient chlorination of deactivated anilines and anilides with NCS in 2-propanol". . p. 1984 - 1986. Retrieved 1999.
• 2、 Das, Manash R.,Das, Pankaj,Kalita, Gauravjyoti D.. "Fabrication of magnetically separable ruthenium nanoparticles decorated on channelled silica microspheres: Efficient catalysts for chemoselective hydrogenation of nitroarenes". . p. 13483 - 13496. Retrieved 2021/10/12.
• 3、 Govindan, Karthick,Chen, Nian-Qi,Chuang, Yu-Wei,Lin, Wei-Yu. "Unlocking Amides through Selective C–N Bond Cleavage: Allyl Bromide-Mediated Divergent Synthesis of Nitrogen-Containing Functional Groups". . p. 9419 - 9424. Retrieved 2021/11/30.