1-Chloro-3-nitrobenzene

Base Information

• Chemical Name: 1-Chloro-3-nitrobenzene
• CAS No.: 121-73-3
• Molecular Formula: C6H4ClNO2
• Molecular Weight: 157.556
• Hs Code.: 29049085
• European Community (EC) Number: 204-496-1
• ICSC Number: 1633
• NSC Number: 5502
• UN Number: 1578
• UNII: 8XSA3GF8O1
• DSSTox Substance ID: DTXSID4021971
• Nikkaji Number: J2.489I
• Wikipedia: 3-Nitrochlorobenzene
• Wikidata: Q15298267
• ChEMBL ID: CHEMBL166812
• Mol file: 121-73-3.mol

Synonyms:1-chloro-2-nitrobenzene;1-chloronitrobenzene;2-chloronitrobenzene;3-chloronitrobenzene;5-chloronitrobenzene;chloronitrobenzene;m-chloronitrobenzene;o-chloronitrobenzene;o-nitrochlorobenzene;ONCB;ortho-chloronitrobenzene;terrafun

Chemical Property of 1-Chloro-3-nitrobenzene

Chemical Property:

• Appearance/Colour: Moist tan or pale yellow crystalline solid
• Vapor Pressure: 0.0744mmHg at 25°C
• Melting Point: 43-47 °C(lit.)
• Refractive Index: 1.58
• Boiling Point: 236 °C at 760 mmHg
• Flash Point: 103.3 °C
• PSA: 45.82000
• Density: 1.534 g/cm³
• LogP: 2.77140
• Storage Temp.: Store below +30°C.
• Solubility.: alcohol: freely soluble (hot)(lit.)
• Water Solubility.: INSOLUBLE
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 156.9930561
• Heavy Atom Count: 10
• Complexity: 134
• Transport DOT Label: Poison

Purity/Quality:

99%min ^*data from raw suppliers

1-Chloro-3-nitrobenzene >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xn,N
• Hazard Codes: Xn,N,T
• Statements: 22-50/53-23/24/25
• Safety Statements: 22-24/25-60-61-45-38-36/37/39-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: C1=CC(=CC(=C1)Cl)[N+](=O)[O-]
• Inhalation Risk: A harmful concentration of airborne particles can be reached quickly when dispersed, especially if powdered.
• Effects of Short Term Exposure: The substance is mildly irritating to the eyes. The substance may cause effects on the blood. This may result in the formation of methaemoglobin. The effects may be delayed. Medical observation is indicated.
• Effects of Long Term Exposure: The substance may have effects on the blood. This may result in the formation of methaemoglobin.
• Uses: Intermediate for dyes.

Technology Process of 1-Chloro-3-nitrobenzene

There total 88 articles about 1-Chloro-3-nitrobenzene 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: 74.0%

C10H13ClN4O2 (401631-87-6) → 3-Nitrochlorobenzene (121-73-3) + 3-chloro-4-iodonitrobenzene (41252-96-4)

Guidance literature:

With tetrafluoroboric acid; hydrogen iodide; In acetonitrile; at 60 ℃; for 0.5h;

DOI:10.1055/s-2001-18072

Reference yield:

methoxybenzene (100-66-3) → 3-Nitrochlorobenzene (121-73-3) + 4-chlorobenzonitrile (100-00-5) + 2-Chloronitrobenzene (88-73-3)

Guidance literature:

With N-nitro-2,4,6-trimethylpyridinium tetrafluoroborate; In nitromethane; at 25 ℃; Rate constant; competitive nitration with benzene;

DOI:10.1021/ja00530a033

Reference yield:

nitrobenzene (98-95-3,26969-40-4) → 3,4-dichloronitrobenzene (99-54-7) + 3-Nitrochlorobenzene (121-73-3) + 1,2-Dichloro-3-nitrobenzene (3209-22-1) + 4-chlorobenzonitrile (100-00-5) + 2-Chloronitrobenzene (88-73-3) + 2,5-dichloronitrobenzene (89-61-2)

Guidance literature:

With chlorine; iron(III) chloride; at 60 - 120 ℃; Product distribution; Kinetics; relative rates of each steps;

upstream raw materials:

meta-nitrophenol

dichlorotriphenoxyphosphorane

acetic anhydride

nitrobenzene

Downstream raw materials:

ortho-chlorobenzoic acid

3,3'-dichloroazobenzene

1.5-Bis-(m-nitro-phenylamino)-anthrachinon

3,3'-dichloroazoxybenzene

Refernces

• 1、 Wubbels, Gene G.,Susens, Douglas P.,Cuoghlin, E. Bryan. "Acid-Catalyzed Nucleophilic Aromatic Photosubstitution. A Reconsideration of Protonation in Excited States of Nitrobenzenes". . p. 2538 - 2542. Retrieved 1988.
• 2、 -. "Preparation method of M-nitrochlorobenzene". Paragraph 0014-0022. . Retrieved 2021/07/08.
• 3、 Chen, Bingfeng,Han, Buxing,Liu, Mingyang,Meng, Qinglei,Song, Jinliang,Zhang, Pei,Zhang, Zhanrong. "Synthesis of thioethers, arenes and arylated benzoxazoles by transformation of the C(aryl)-C bond of aryl alcohols". . p. 7634 - 7640. Retrieved 2020/08/14.