4-Nitrotoluene

Base Information

• Chemical Name: 4-Nitrotoluene
• CAS No.: 99-99-0
• Molecular Formula: C7H7NO2
• Molecular Weight: 137.138
• Hs Code.: 29042000
• European Community (EC) Number: 202-808-0
• ICSC Number: 0932
• NSC Number: 9579
• UN Number: 1664
• UNII: E88IMG14EX
• DSSTox Substance ID: DTXSID5023792
• Nikkaji Number: J3.999C
• Wikipedia: 4-Nitrotoluene
• Wikidata: Q2048380
• Pharos Ligand ID: NK75TLNZR2YQ
• Metabolomics Workbench ID: 52113
• ChEMBL ID: CHEMBL155320
• Mol file: 99-99-0.mol

Synonyms:4-nitrotoluene;4-nitrotoluene hydride;4-nitrotoluene, (ar-nitro)-isomer;4-nitrotoluene, ion (1-);4-nitrotoluene, ion (1-), hydrogen;p-nitrotoluene

Chemical Property of 4-Nitrotoluene

Chemical Property:

• Appearance/Colour: light yellow crystals
• Vapor Pressure: 5 mm Hg ( 85 °C)
• Melting Point: 51-54 °C
• Refractive Index: 1.5382
• Boiling Point: 238 °C at 760 mmHg
• PKA: 11.27 (Perrin, 1972)
• Flash Point: 106.1 °C
• PSA: 45.82000
• Density: 1.166 g/cm³
• LogP: 2.42640
• Storage Temp.: 0-6°C
• Solubility.: 0.26g/l
• Water Solubility.: 0.35 g/L (20 ºC)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 137.047678466
• Heavy Atom Count: 10
• Complexity: 122
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

4-Nitrotoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T; F; N
• Hazard Codes: T,N,F,Xn
• Statements: 23/24/25-33-51/53-36/37/38-11-36-20/21/22
• Safety Statements: 28-37-45-61-28A-27-16-36/37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: CC1=CC=C(C=C1)[N+](=O)[O-]
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed, especially if powdered.
• Effects of Short Term Exposure: The substance is 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, liver and testes.
• Uses: used in the synthesis of dyestuffs, explosives, and agricultural chemicals 4-Nitrotoluene is an explosive material. manufacture of dyes, toluidines, nitrobenzoic acids, agricultural and rubber chemicals.

Technology Process of 4-Nitrotoluene

There total 242 articles about 4-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: 74.0%

p-nitrobenzene iodide (636-98-6) + methylmercury(II) iodide (143-36-2) → 1-methyl-4-nitrobenzene (99-99-0) + (4-nitrophenyl)ethanone (100-19-6)

Guidance literature:

With carbon monoxide; tetra-(n-butyl)ammonium iodide; dichloro bis(acetonitrile) palladium(II); In N,N,N,N,N,N-hexamethylphosphoric triamide; byproducts: HgI2; carbonylation at 20°C, 13.5h; addn. of 2 eq. Bu4NI; monitoring by UV;

DOI:10.1016/0022-328X(89)87037-8

Reference yield: 66.0%

1-(4-nitrobenzyloxy)-1H-benzo[d][1,2,3]triazole + 4-nitrophenylboronic acid (24067-17-2) → bis(4-nitrophenyl)methane (1817-74-9) + 1-methyl-4-nitrobenzene (99-99-0)

Guidance literature:

With potassium phosphate; water; palladium diacetate; bis[2-(diphenylphosphino)phenyl] ether; In toluene; at 100 ℃; for 18h;

DOI:10.1002/cctc.201500818

Reference yield: 50.0%

methanol (67-56-1) + lithium methyltriolborate + 4-chlorobenzonitrile (100-00-5) → para-methoxynitrobenzene (100-17-4) + 1-methyl-4-nitrobenzene (99-99-0)

Guidance literature:

With palladium diacetate; ruphos; In water; at 80 ℃; for 12h; Inert atmosphere;

DOI:10.3390/molecules18010430

upstream raw materials:

piperidine

4-nitrobenzeneacetic acid

3-nitro-benzaldehyde

1-methyl-4-nitrosobenzene

Downstream raw materials:

N-( p-tolyl)pyridine-4-carbothioamide

(4-nitro-phenyl)-pyruvic acid methyl ester

1-bromomethyl-4-nitro-benzene

N-methyl-p-toluidine

Refernces

• 1、 Jiang, Guohua,Tang, Bolin,Chen, Hua,Liu, Yongkun,Li, Lei,Huang, Qin,Chen, Wenxing. "Controlled growth of hexagonal Zn2GeO4 nanorods on carbon fibers for photocatalytic oxidation of p-toluidine". . p. 25801 - 25805. Retrieved 2015.
• 2、 Armatas, Gerasimos S.,Daikopoulou, Vassiliki,Koutsouroubi, Eirini D.,Lykakis, Ioannis N.,Skliri, Euaggelia. "Selective Mild Oxidation of Anilines into Nitroarenes by Catalytic Activation of Mesoporous Frameworks Linked with Gold-Loaded Mn3O4 Nanoparticles". . . Retrieved 2021/11/01.
• 3、 Capperucci, Antonella,Dalia, Camilla,Tanini, Damiano. "The polyhedral nature of selenium-catalysed reactions: Se(iv) species instead of Se(vi) species make the difference in the on water selenium-mediated oxidation of arylamines". supporting information. p. 5680 - 5686. Retrieved 2021/08/16.