2-Nitrophenyl isocyanate

Base Information

• Chemical Name: 2-Nitrophenyl isocyanate
• CAS No.: 3320-86-3
• Molecular Formula: C7H4N2O3
• Molecular Weight: 164.12
• Hs Code.: 29291090
• European Community (EC) Number: 222-024-2
• NSC Number: 5384
• DSSTox Substance ID: DTXSID0062975
• Nikkaji Number: J205.402G
• Mol file: 3320-86-3.mol

Synonyms:2-Nitrophenyl isocyanate;3320-86-3;1-Isocyanato-2-nitrobenzene;o-Nitrophenyl isocyanate;Benzene, 1-isocyanato-2-nitro-;2-Nitrophenylisocyanate;Isocyanic acid, o-nitrophenyl ester;1-Isocyanato-2-nitro-benzene;NSC 5384;EINECS 222-024-2;AI3-28252;MFCD00007092;nitrophenyl isocyanate;2-nitrophenylisocynate;2-nitro phenyl isocyanate;SCHEMBL187375;1-Isocyanato-2-nitrobenzene #;2-Nitrophenyl isocyanate, 95%;DTXSID0062975;NSC5384;NSC-5384;GEO-02021;STK504593;AKOS000202532;AB00836;17b-Methyl-5a-androstane-3a,17b-diol;AS-58261;BP-20276;FT-0613205;E78159;W-200307

Chemical Property of 2-Nitrophenyl isocyanate

Chemical Property:

• Appearance/Colour: yellow crystalline solid
• Melting Point: 40-41 °C
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 256.2 °C at 760 mmHg
• Flash Point: 115.1 °C
• PSA: 75.25000
• Density: 1.32 g/cm³
• LogP: 2.08530
• Storage Temp.: Refrigerator (+4°C)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 164.02219199
• Heavy Atom Count: 12
• Complexity: 217

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Nitrophenyl isocyanate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)N=C=O)[N+](=O)[O-]
• Uses: 2-Nitrophenyl isocyanate was used in the synthesis of symmetrical bis-2-nitrophenylcarbodi-imide via dimerisation reaction.

Technology Process of 2-Nitrophenyl isocyanate

There total 18 articles about 2-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: 100.0%

bis(trichloromethyl) carbonate (32315-10-9) + 2-nitro-aniline (88-74-4) → 2-nitrophenyl isocyanate (3320-86-3)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/j.bmc.2013.03.075

Reference yield:

(2-nitrophenyl)carbamic acid benzyl ester (23091-35-2) + ethanolamine (141-43-5) → 2-nitrophenyl isocyanate (3320-86-3) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

at 130 - 170 ℃; Rate constant;

DOI:10.1021/ja01558a019

Reference yield:

2-nitro-aniline (88-74-4) + trichloromethyl chloroformate (503-38-8) → 2-nitrophenyl isocyanate (3320-86-3)

Guidance literature:

With pyrographite; In ethyl acetate; Heating;

DOI:10.1021/jm9507688

upstream raw materials:

2-nitrobenzoyl azide

(2-nitro-phenyl)-carbamoyl chloride

(2-nitrophenyl)carbamic acid benzyl ester

ethanolamine

Downstream raw materials:

6,7a-dimethyl-3-(2-nitro-phenyl)-(3ar,7ac)-3a,7a-dihydro-3H-oxazolo[4,5-b]pyridin-2-one

4-methyl-4-[(2-nitro-phenylcarbamoyloxy)-methyl]-oxazolidine-2-thione

5-chloro-3-[(2-nitro-phenylcarbamoyloxy)-methyl]-3H-benzooxazol-2-one

benzoylaceto-2-nitroanilide

Refernces

• 1、 Liu, Dazhi,Tian, Zhen,Yan, Zhihui,Wu, Lixin,Ma, Yan,Wang, Quan,Liu, Wei,Zhou, Honggang,Yang, Cheng. "Design, synthesis and evaluation of 1,2-benzisothiazol-3-one derivatives as potent caspase-3 inhibitors". . p. 2960 - 2967. Retrieved 2013/07/28.
• 2、 Mallakpour, Shadpour,Rafiee, Zahra. "Novel and efficient synthesis of 4-substituted-1,2,4-triazolidine-3,5- diones from anilines". . p. 1927 - 1934. Retrieved 2008/02/04.