3-Nitroaniline hydrochloride

Base Information

• Chemical Name: 3-Nitroaniline hydrochloride
• CAS No.: 33240-96-9
• Molecular Formula: C6H6 N2 O2 . Cl H
• Molecular Weight: 174.587
• Hs Code.: 2921420090
• European Community (EC) Number: 251-421-3
• DSSTox Substance ID: DTXSID90954881
• Mol file: 33240-96-9.mol

Synonyms:3-Nitroaniline hydrochloride;33240-96-9;3-Nitroaniline HCl;3-nitroaniline;hydrochloride;MFCD00050693;3-NitroanilineHydrochloride;SCHEMBL8396231;DTXSID90954881;FWUUMDDHHPVSPL-UHFFFAOYSA-N;AKOS024299762;3-NITRO-PHENYLAMINE, HYDROCHLORIDE;BS-16887;SY106180;3-Nitroaniline--hydrogen chloride (1/1);CS-0156976;N0120;D70823

Chemical Property of 3-Nitroaniline hydrochloride

Chemical Property:

• Vapor Pressure: 0.000745mmHg at 25°C
• Melting Point: 225-227 °C
• Boiling Point: 307°C at 760 mmHg
• Flash Point: 139.5°C
• PSA: 71.84000
• LogP: 3.08340
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 174.0196052
• Heavy Atom Count: 11
• Complexity: 132

Purity/Quality:

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

3-Nitroaniline Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])N.Cl

Technology Process of 3-Nitroaniline hydrochloride

There total 22 articles about 3-Nitroaniline hydrochloride 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: 98.7%

N-(3-nitrophenyl)acetanilide (122-28-1) → 3-nitroaniline hydrochloride (33240-96-9)

Guidance literature:

With thionyl chloride; In methanol; for 0.2h; Reflux;

DOI:10.1007/s11164-011-0327-6

Reference yield: 98.0%

meta-dinitrobenzene (99-65-0) → 3-nitroaniline hydrochloride (33240-96-9)

Guidance literature:

With hydrogenchloride; iron(III)-acetylacetonate; 1,1,3,3-Tetramethyldisiloxane; In tetrahydrofuran; water; at 60 ℃; for 24h;

DOI:10.1016/j.tetlet.2010.01.067

Reference yield: 30.0%

meta-dinitrobenzene (99-65-0) → m-phenylenediamine hydrochloride (17025-58-0,13652-74-9) + 3-nitroaniline hydrochloride (33240-96-9)

Guidance literature:

meta-dinitrobenzene; With iron(III) acetylacetonate; 1,1,3,3-Tetramethyldisiloxane; In tetrahydrofuran; at 60 ℃; for 72h; Inert atmosphere; Sealed tube;

With hydrogenchloride; In tetrahydrofuran; diethyl ether; for 0.0833333h;

DOI:10.1016/j.tet.2010.12.070

upstream raw materials:

ethanol

(3-nitro-phenyl)-carbonimidic acid dichloride

m-Chlorobenzoyl chloride

3-nitro-aniline

Downstream raw materials:

N-(3-nitrophenyl)acetanilide

(1-(3-nitrophenyl)-3-(2-(trifluoromethyl)phenyl)guanidine)

5-nitro-2-mercaptobenzothiazole

Refernces

• 1、 Desai, Salil Dileep,Kirsch, Lee E.. "The ortho effect on the acidic and alkaline hydrolysis of substituted formanilides". . p. 471 - 488. Retrieved 2015/06/30.
• 2、 Pehlivan, Leyla,Métay, Estelle,Laval, Stéphane,Dayoub, Wissam,Demonchaux, Patrice,Mignani, Gérard,Lemaire, Marc. "Alternative method for the reduction of aromatic nitro to amine using TMDS-iron catalyst system". experimental part. p. 1971 - 1976. Retrieved 2011/04/22.