4-Methyl-3-nitrophenyl isocyanate

Base Information

• Chemical Name: 4-Methyl-3-nitrophenyl isocyanate
• CAS No.: 13471-69-7
• Molecular Formula: C8H6N2O3
• Molecular Weight: 178.147
• Hs Code.: 29291000
• European Community (EC) Number: 625-455-8
• NSC Number: 158456
• DSSTox Substance ID: DTXSID1065500
• Nikkaji Number: J266.764I
• Mol file: 13471-69-7.mol

Synonyms:4-Methyl-3-nitrophenyl isocyanate;13471-69-7;4-isocyanato-1-methyl-2-nitrobenzene;4-Methyl-3-nitrophenylisocyanate;2-Nitro-4-isocyanatotoluene;Benzene, 4-isocyanato-1-methyl-2-nitro-;NSC 158456;NSC158456;Benzene,4-isocyanato-1-methyl-2-nitro-;4-isocyanato-2-nitrotoluene;SCHEMBL61198;DTXSID1065500;MFCD00014698;AKOS015916323;AKOS017343900;NSC-158456;4-Methyl-3-nitrophenyl isocyanate, 98%;PS-10364;FT-0613167;C13357;EN300-146844;W-205450

Chemical Property of 4-Methyl-3-nitrophenyl isocyanate

Chemical Property:

• Appearance/Colour: yellow crystals
• Vapor Pressure: 0.00311mmHg at 25°C
• Melting Point: 51-54 °C(lit.)
• Refractive Index: 1.578
• Boiling Point: 283.7 °C at 760 mmHg
• Flash Point: 125.4 °C
• PSA: 75.25000
• Density: 1.27 g/cm³
• LogP: 2.39370
• Storage Temp.: 0-6°C
• Sensitive.: Moisture Sensitive
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 178.03784206
• Heavy Atom Count: 13
• Complexity: 242

Purity/Quality:

98%min ^*data from raw suppliers

4-Methyl-3-nitrophenylisocyanate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 7-26-27-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)N=C=O)[N+](=O)[O-]

Technology Process of 4-Methyl-3-nitrophenyl isocyanate

There total 4 articles about 4-Methyl-3-nitrophenyl isocyanate 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: 11.45%

→ 3-nitro-4-methylphenyl isocyanate (13471-69-7)

Guidance literature:

Reference yield:

carbon monoxide (201230-82-2) + 2,4-dinitrotoluene (121-14-2) → 3-nitro-4-methylphenyl isocyanate (13471-69-7) + 2-methyl-5-nitrophenyl isocyanate (13471-68-6) + 2,4-Toluene diisocyanate (584-84-9,6144-18-9,26006-20-2)

Guidance literature:

With iron(III) oxide; Pd(isoquinoline)2Cl₂; molybdenum(VI) oxide; In various solvent(s); at 185 - 200 ℃; for 1.5h; under 152000 Torr; Product distribution; other reactants, var. conditions;

DOI:10.1016/0022-328X(91)80175-J

Reference yield:

4-methyl-3-nitroaniline hydrochloride (51085-53-1) + trichloromethyl chloroformate (503-38-8) → 3-nitro-4-methylphenyl isocyanate (13471-69-7)

Guidance literature:

In toluene; Heating;

DOI:10.1016/S0968-0896(99)00095-4

upstream raw materials:

4-Methyl-3-nitroanilin

carbon monoxide

2,4-dinitrotoluene

4-methyl-3-nitroaniline hydrochloride

Refernces

• 1、 Ugo, R.,Psaro, R.,Pizzotti, M.,Nardi, P.,Dossi, C.,et.al.. "Catalysis by palladium salts XIII. The reductive carbonylation of nitroaromatic compounds to isocyanates with PdII and Pd0 complexes as homogeneous catalysts". . p. 211 - 233. Retrieved 2007/10/02.
• 2、 -. "Process for producing isocyanate from nitro compounds and carbon monoxide using rhodium oxide catalysts". . . Retrieved 2008/06/13.