2-Methyl-5-nitrophenyl isocyanate

Base Information

• Chemical Name: 2-Methyl-5-nitrophenyl isocyanate
• CAS No.: 13471-68-6
• Molecular Formula: C8H6 N2 O3
• Molecular Weight: 178.147
• Hs Code.: 2929109000
• European Community (EC) Number: 624-028-3
• NSC Number: 158457
• DSSTox Substance ID: DTXSID10303473
• Nikkaji Number: J266.763K
• Mol file: 13471-68-6.mol

Synonyms:2-Methyl-5-nitrophenyl isocyanate;13471-68-6;2-isocyanato-1-methyl-4-nitrobenzene;2-methyl-5-nitrophenylisocyanate;Benzene, 2-isocyanato-1-methyl-4-nitro-;NSC158457;SCHEMBL374389;DTXSID10303473;MFCD00014718;AKOS009157294;AKOS015889414;NSC-158457;2-Methyl-5-nitrophenyl isocyanate, 98%;BP-12474;FT-0619190;EN300-270983;J-006594

Chemical Property of 2-Methyl-5-nitrophenyl isocyanate

Chemical Property:

• Vapor Pressure: 0.0012mmHg at 25°C
• Melting Point: 49-52 °C(lit.)
• Boiling Point: 299.4°Cat760mmHg
• Flash Point: 134.9°C
• PSA: 75.25000
• Density: 1.27g/cm³
• LogP: 2.39370
• Sensitive.: Moisture Sensitive
• XLogP3: 3.4
• 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:

99% ^*data from raw suppliers

2-Methyl-5-nitrophenyl isocyanate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)[N+](=O)[O-])N=C=O
• Uses: 2-Isocyanato-1-methyl-4-nitrobenzene is a useful building block for organic synthesis and a pharmaceutical intermediate.

Technology Process of 2-Methyl-5-nitrophenyl isocyanate

There total 4 articles about 2-Methyl-5-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: 81.17%

→ 2-methyl-5-nitrophenyl isocyanate (13471-68-6)

Guidance literature:

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

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:

phosgene (75-44-5) + 2-methyl-5-nitroaniline (99-55-8) → 2-methyl-5-nitrophenyl isocyanate (13471-68-6)

Guidance literature:

upstream raw materials:

phosgene

2-methyl-5-nitroaniline

carbon monoxide

2,4-dinitrotoluene

Downstream raw materials:

carbamic acid, (5-amino-2-methyphenyl)-, ethyl ester

1-isopropyl-3-(2-methyl-5-nitrophenyl)urea

N-(2-methyl-5-nitrophenyl)morpholine-4-carboxamide

3-amino-N-(2-methyl-5-nitrophenyl)-1H-indazole-1-carboxamide

Refernces

• 1、 Chen, Jia-Nian,Li, Ting,Cheng, Li,Qin, Tai-Sheng,Sun, Ye-Xiang,Chen, Chu-Ting,He, Yue-Zhen,Liu, Guang,Yao, Di,Wei, Ying,Li, Qiu-Yin,Zhang, Guang-Ji. "Synthesis and in vitro anti-bladder cancer activity evaluation of quinazolinyl-arylurea derivatives". . . Retrieved 2020/09/09.
• 2、 -. "With anti-tumor effect of a quinazoline-urea derivative and its application (by machine translation)". Paragraph 0139-0142; 0174. . Retrieved 2016/11/02.