4-Nitrophenyl isocyanate

Base Information

• Chemical Name: 4-Nitrophenyl isocyanate
• CAS No.: 100-28-7
• Molecular Formula: C7H4N2O3
• Molecular Weight: 164.12
• Hs Code.: 29291090
• European Community (EC) Number: 202-836-3
• NSC Number: 9800
• UNII: L4X2CUC34D
• DSSTox Substance ID: DTXSID80870440
• Nikkaji Number: J95.075K
• Mol file: 100-28-7.mol

Synonyms:4-Nitrophenyl isocyanate;100-28-7;1-Isocyanato-4-nitrobenzene;p-Nitrophenyl isocyanate;Benzene, 1-isocyanato-4-nitro-;4-Nitrophenylisocyanate;p-Nitrophenylisocyanate;1-isocyanato-4-nitro-benzene;Isocyanic acid, p-nitrophenyl ester;4-nitrophenylisocyanat;AI3-28253;NSC 9800;EINECS 202-836-3;NSC-9800;4-Nitrophenyl Isocyanate(1-Isocyanato-4-nitrobenzene);4-nitrophenylisocynate;para-nitrophenylisocyanate;4-nitro phenyl isocyanate;1-Nitro-4-isocyanatobenzene;L4X2CUC34D;SCHEMBL62027;1-nitro-4-isocyanato-benzene;4-Nitrophenyl isocyanate, 97%;DTXSID80870440;NSC9800;BBL104420;GEO-03995;MFCD00007306;STK504592;AKOS000202535;AB00871;LS-30395;BB 0254176;FT-0619263;EN300-19793;J-000084;Z104475412

Chemical Property of 4-Nitrophenyl isocyanate

Chemical Property:

• Appearance/Colour: yellow crystalline solid
• Vapor Pressure: 0.00684mmHg at 25°C
• Melting Point: 56-59 °C(lit.)
• Refractive Index: 1.589
• Boiling Point: 270.4 °C at 760 mmHg
• Flash Point: 121.2 °C
• PSA: 75.25000
• Density: 1.32 g/cm³
• LogP: 2.08530
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: soluble in Benzene,Toluene
• Water Solubility.: Insoluble in water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 164.02219199
• Heavy Atom Count: 12
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

4-?NitrophenylIsocyanate(1-Isocyanato-4-nitrobenzene) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-42
• Safety Statements: 22-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1N=C=O)[N+](=O)[O-]
• Uses: 4-Nitrophenyl isocyanate is used as pharmaceutical intermediates. 4-Nitrophenyl isocyanate was used in the synthesis of 2-(5-methyl-3,4-diphenyl-1H-pyrrole-2-carbonyl)-N-(4-nitrophenyl)hydrazinecarboxamide.

Technology Process of 4-Nitrophenyl isocyanate

There total 45 articles about 4-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: 90.0%

carbon dioxide (124-38-9,18923-20-1) + N-(4-nitrophenyl)triphenyliminophosphorane (14562-02-8) → 4-Nitrophenyl isocyanate (100-28-7)

Guidance literature:

In benzene; for 2h; Heating;

DOI:10.1055/s-1982-29877

Reference yield: 86.39%

→ 4-Nitrophenyl isocyanate (100-28-7)

Guidance literature:

In 1,2-dichloro-ethane; at 0 - 20 ℃; Reflux;

Reference yield: 86.0%

4-nitro-benzoyl chloride (122-04-3) → 4-Nitrophenyl isocyanate (100-28-7)

Guidance literature:

With sodium azide; In toluene; at 60 - 80 ℃; for 2h;

upstream raw materials:

tetrachloromethane

(4-nitro-phenyl)-carbamic acid trichloromethyl ester

4-nitrobenzoyl azide

(4-nitro-phenyl)-carbamoyl chloride

Downstream raw materials:

N-phenyl-N-(2-pyridinyl)-N'-(4-nitrophenyl)urea

3-(4-nitrophenyl)-1,3-oxazinan-2-one

bis(p-nitrophenyl)carbodiimide

3-(4-nitro-phenyl)-6,7-dihydro-5H-cyclopenta[e][1,3]oxazine-2,4-dione

Refernces

• 1、 Chen, Jia-Nian,Wang, Xian-Fu,Li, Ting,Wu, De-Wen,Fu, Xiao-Bo,Zhang, Guang-Ji,Shen, Xing-Can,Wang, Heng-Shan. "Design, synthesis, and biological evaluation of novel quinazolinyl-diaryl urea derivatives as potential anticancer agents". . p. 12 - 25. Retrieved 2016.
• 2、 Shriner,Horne,Cox. "-". . . Retrieved 1943.
• 3、 Huang, Yuanzheng,Zhang, Yang,Li, Jiaming,Ma, Xiaodong,Hu, Mengqi,Yang, Yu,Gao, Sufan. "Design, synthesis, and biological evaluation of tetrahydroisoquinoline-based diaryl urea derivatives for suppressing VEGFR-2 signaling". . p. 508 - 516. Retrieved 2019.
• 4、 Bollini, Mariela,Casal, Juan J.,Asís, Silvia E.,Leal, Emilse S.,Bruno, Ana M.. "Antimalarial activity of novel imidazoisoquinolinone derivatives correlates with heme binding affinity". . p. 1496 - 1503. Retrieved 2015.
• 5、 Bennett,Hardy. "-". . p. 3295. Retrieved 1968.
• 6、 Ruan, Banfeng,Zhang, Yuezhou,Tadesse, Solomon,Preston, Sarah,Taki, Aya C.,Jabbar, Abdul,Hofmann, Andreas,Jiao, Yaqing,Garcia-Bustos, Jose,Harjani, Jitendra,Le, Thuy Giang,Varghese, Swapna,Teguh, Silvia,Xie, Yiyue,Odiba, Jephthah,Hu, Min,Gasser, Robin B.,Baell, Jonathan. "Synthesis and structure-activity relationship study of pyrrolidine-oxadiazoles as anthelmintics against Haemonchus contortus". supporting information. . Retrieved 2020/02/04.