4-Nitro-1-naphthylamine

Base Information

• Chemical Name: 4-Nitro-1-naphthylamine
• CAS No.: 776-34-1
• Molecular Formula: C10H8 N2 O2
• Molecular Weight: 188.186
• Hs Code.: 29214500
• European Community (EC) Number: 212-277-7
• NSC Number: 614
• DSSTox Substance ID: DTXSID60228263
• Nikkaji Number: J40.475F
• Wikidata: Q72495051
• ChEMBL ID: CHEMBL2312201
• Mol file: 776-34-1.mol

Synonyms:4-Nitro-1-naphthylamine;776-34-1;4-nitronaphthalen-1-amine;1-Amino-4-nitronaphthalene;1-Naphthalenamine, 4-nitro-;1,4-Nitronaphthylamine;4-Nitro-1-naphthamine;1-NAPHTHYLAMINE, 4-NITRO-;4-Nitro-naphthalen-1-ylamine;4-Nitro-1-naphthalenamine;4-nitronaphthylamine;NSC 614;4-Nitro-alpha-naphthylamine;4-Nitro-.alpha.-naphthylamine;EINECS 212-277-7;BRN 2211897;AI3-62662;CHEMBL2312201;4-12-00-03114 (Beilstein Handbook Reference);(4-nitro-1-naphthyl)amine;NSC614;4-nitro-1-naphthalamine;SCHEMBL297029;YSSJ2998;4-Nitro-1-naphthylamine, 97%;DTXSID60228263;NSC-614;AMY18006;BCP04287;STR04258;BDBM50425019;MFCD00004026;STK803079;AKOS005609791;CS-W020893;PS-4372;AC-29187;LS-95742;FT-0607331;N0213;EN300-99795;A839149;AG-205/01843055

Chemical Property of 4-Nitro-1-naphthylamine

Chemical Property:

• Vapor Pressure: 3.13E-07mmHg at 25°C
• Melting Point: 190-193 ºC
• Boiling Point: 419°C at 760 mmHg
• PKA: 1.31±0.10(Predicted)
• Flash Point: 207.2°C
• PSA: 71.84000
• Density: 1.366g/cm³
• LogP: 3.43460
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 188.058577502
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

99% ^*data from raw suppliers

4-Nitro-1-naphthylamine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CC=C2[N+](=O)[O-])N

Technology Process of 4-Nitro-1-naphthylamine

There total 42 articles about 4-Nitro-1-naphthylamine 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: 93.0%

pyridine-2-carboxylic acid (4-nitro-naphthalen-1-yl)amide → 1-amino-4-nitronaphthalene (776-34-1)

Guidance literature:

With sodium hydroxide; In ethanol; at 90 ℃; for 8h;

DOI:10.1016/j.tet.2019.01.011

Reference yield: 90.0%

1-Nitronaphthalene (86-57-7) → 1-amino-4-nitronaphthalene (776-34-1)

Guidance literature:

With hydroxylamine hydrochloride; potassium hydroxide; In methanol; ethanol; at 60 ℃; for 4h;

DOI:10.1021/acs.jmedchem.6b00775

Reference yield: 71.0%

1-amino-naphthalene (134-32-7) → 2-nitro-1-naphthylamine (607-23-8) + 1-amino-4-nitronaphthalene (776-34-1)

Guidance literature:

With bromine; silver nitrate; triphenylphosphine; In acetonitrile; at 20 ℃; for 0.0833333h;

DOI:10.1016/j.tetlet.2006.07.054

upstream raw materials:

1-Nitronaphthalene

1-chloro-4-nitronaphthalene

4-nitro-1-naphthol

1-acetamidonaphthalene

Downstream raw materials:

N-(4-nitronaphthalen-1-yl)acetamide

N-(4-nitronaphthalen-1-yl)-4-benzenesulfonamide

2-bromo-4-nitronaphthalen-1-amine

1-Amino-4-acetylaminonaphthalin

Refernces

• 1、 Dou, Yandong,Yin, Biao,Zhang, Pengfei,Zhu, Qing. "Copper-Catalyzed Regioselective Nitration and Azidation of 1-Naphthylamine Derivatives via Remote C–H Activation". . p. 4571 - 4576. Retrieved 2018.
• 2、 Jiang, Zhengyu,Lu, Mengchen,You, Qidong,Zhang, Xian,Zhao, Jing. "A hydrogen peroxide responsive prodrug of Keap1-Nrf2 inhibitor for improving oral absorption and selective activation in inflammatory conditions". . . Retrieved 2020/05/18.
• 3、 Tran, Kim T.,Pallesen, Jakob S.,Solbak, Sara M.,Narayanan, Dilip,Baig, Amina,Zang, Jie,Aguayo-Orozco, Alejandro,Carmona, Rosa M. C.,Garcia, Anthony D.,Bach, Anders. "A Comparative Assessment Study of Known Small-Molecule Keap1-Nrf2 Protein-Protein Interaction Inhibitors: Chemical Synthesis, Binding Properties, and Cellular Activity". . p. 8028 - 8052. Retrieved 2019/10/11.