2,5-Dichloroaniline

Base Information

• Chemical Name: 2,5-Dichloroaniline
• CAS No.: 95-82-9
• Molecular Formula: C6H5Cl2N
• Molecular Weight: 162.018
• Hs Code.: 29214210
• European Community (EC) Number: 202-455-2
• ICSC Number: 0142
• NSC Number: 1492
• UN Number: 3442,1590
• UNII: 7U61VY7POL
• DSSTox Substance ID: DTXSID6024967
• Nikkaji Number: J43.171K
• Wikipedia: 2,5-Dichloroaniline
• Wikidata: Q2104833
• Metabolomics Workbench ID: 54949
• ChEMBL ID: CHEMBL1406206
• Mol file: 95-82-9.mol

Synonyms:2,5-DICHLOROANILINE;95-82-9;1-Amino-2,5-dichlorobenzene;Fast Scarlet 2G;2,5-Dichloranilin;2,5-Dichlorobenzenamine;Azoic Diazo Component 3;Benzenamine, 2,5-dichloro-;Azobase DCA;Scarlet 2g base;Scarlet Base GG;Fast Scarlet GG Base;Scarlet Base NGG;Diazol Scarlet 2Zh;2,5-Dichloro-1-aminobenzene;Fast Red SGG Base;Hindamine Scarlet GG;Stabamine Scarlet GG;Scarlet Base Ciba I;Scarlet Salt Ciba I;Fast scarlet 2g base;Fast Scarlet DS Base;Lake Scarlet GG Base;2,5-DCA;Daito Scarlet Base GG;Diazo Fast Scarlet GG;Fast Scarlet Base 2J;Fast Scarlet Base GGT;Fast Scarlet GGS Base;Fast Scarlet MDC Base;Spectrolene Scarlet 2G;Kayaku Scarlet GG Base;Mitsui Scarlet GG Base;Fast Scarlet Base 2JS;Natasol Scarlet GG Salt;2,5-Dichlorobenzeneamine;Devol Scarlet 2GS Base;Amarthol Fast Scarlet GG Base;Symulon Scarlet 2G Base;Azogene Fast Scarlet GGC;Kambamine Scarlet GG Base;Naphthanil Scarlet 2G Base;Sanyo Fast Scarlet GG Base;Azoene Fast Scarlet 2G Base;Devol Scarlet A (free base);Hiltonil Fast Scarlet 2G Base;Amarthol Fast Scarlet GGS Base;C.I. Azoic Diazo Component 3;Hiltonil Fast Scarlet 2GS Base;Naphtoelan Fast Scarlet GG Base;Aniline, 2,5-dichloro-;Scarlet base irga I (free base);2-Amino-1,4-dichlorobenzene;Azogene Fast Scarlet GG (free base);Scarlet salt ngg;Scarlet 2g salt;C.I. 37010;2,5-Dichloranilin [Czech];CI Azoic Diazo Component 3;Scarlet salt irga I;CCRIS 2881;Fast scarlet ds salt;Devol scarlet salt A;CI 37010;Fast scarlet 2g salt;Fast scarlet 2j salt;Fast scarlet GG salt;Fast scarlet ggs salt;Fast scarlet salt GG;Fast scarlet salt ggn;Kako scarlet GG salt;Daito scarlet salt GG;2,5-Dichloroaniline (NH2=1);HSDB 5295;Azofix scarlet GG salt;Meisei scarlet GG salt;Mitsui scarlet GG salt;Devol scarlet 2GS salt;Symulon scarlet 2g salt;NSC 1492;Durgasol scarlet GG salt;EINECS 202-455-2;MFCD00007667;UNII-7U61VY7POL;Sanyo fast scarlet salt GG;BRN 1447438;7U61VY7POL;Azoene fast scarlet 2g salt;Amarthol fast scarlet GG salt;Hindasol fast scarlet GG salt;Hiltosal fast scarlet 2g salt;AI3-01563;Naphtoelan fast scarlet GG salt;DTXSID6024967;CHEBI:34245;NSC-1492;2,5-DICHLOROANILINE-3,4,6-D3;EC 202-455-2;4-12-00-01250 (Beilstein Handbook Reference);2,5-Dichloroaniline [NH2=1];2,5-dichlorophenylamine;p-Dichloroaniline;2,5 dichloraniline;3,6-dichloroaniline;2,5 Dichloroaniline;Aniline,5-dichloro-;fast scarlet base 2g;2,5 dichloro aniline;2,5-di-chloroaniline;Azogene fast scarlet gg;ci azoic diazo component;2,5-dichloro-phenylamine;WLN: ZR BG EG;(2,5-dichlorophenyl)amine;2,5-bis(chloranyl)aniline;SCHEMBL75775;2,5-Dichloroaniline, 99%;1,4-Dichloro-2-aminobenzene;2,5-DICHLORO-ANILINE;BIDD:ER0684;(2,5-dichloro-phenyl)-amine;DTXCID804967;DICHLOROANILINE, 2,5-;CHEMBL1406206;Benzene, 1-amino-2,5-dichloro;NSC1492;HMS1721J11;2,5-DICHLOROANILINE [HSDB];Tox21_200381;BBL037329;STK301589;AKOS000119144;AM10654;CCG-326256;LS-1991;PS-5377;CAS-95-82-9;NCGC00091852-01;NCGC00091852-02;NCGC00257935-01;AC-10587;D0322;FT-0610296;EN300-17546;A845477;2,5-Dichloroaniline, technical, >=98.0% (HPLC);Q2104833;W-100155;Z56951217;2,5-Dichloroaniline, PESTANAL(R), analytical standard;F2190-0457

Chemical Property of 2,5-Dichloroaniline

Chemical Property:

• Appearance/Colour: light brown solid
• Vapor Pressure: 0.021mmHg at 25°C
• Melting Point: 48 °C
• Refractive Index: 1.613
• Boiling Point: 250.999 °C at 760 mmHg
• PKA: 1.60±0.10(Predicted)
• Flash Point: 100.361 °C
• PSA: 26.02000
• Density: 1.401 g/cm³
• LogP: 3.15680
• Storage Temp.: Store below +30°C.
• Sensitive.: Air & Light Sensitive
• Solubility.: Soluble in dilute hydrochloric acid.
• Water Solubility.: ca. 0.56 g/L (20 ºC)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 160.9799046
• Heavy Atom Count: 9
• Complexity: 97.1
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

2,5-Dichloroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 23/24/25-33-50/53
• Safety Statements: 28-36/37-45-60-61-28A

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: C1=CC(=C(C=C1Cl)N)Cl
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is severely irritating to the eyes. The substance may cause effects on the blood. This may result in the formation of methaemoglobin. Exposure could cause death. The effects may be delayed. Medical observation is indicated.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. The substance may have effects on the blood. This may result in the formation of methaemoglobin.
• Uses: 2,5-Dichloroaniline is used as an intermediate in the synthesis of dyestuffs, pigments, and pesticides. 2,5-Dichloroaniline was used in a study to develop a fast and sensitive quantitative method for the detection of some aniline derivatives by solid-phase microextraction in gas chromatography-mass spectrometry.

Technology Process of 2,5-Dichloroaniline

There total 33 articles about 2,5-Dichloroaniline 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%

2,5-dichloronitrobenzene (89-61-2) → 2,5 dichloroaniline (95-82-9)

Guidance literature:

With hydrogen; zinc dibromide; palladium on activated charcoal; In ethyl acetate; under 760 Torr;

DOI:10.1055/s-2003-40878

Reference yield: 95.0%

para-dichlorobenzene (106-46-7,84348-21-0) → 2,5 dichloroaniline (95-82-9)

Guidance literature:

para-dichlorobenzene; With sulfuric acid; nitric acid;

With platinum on activated charcoal; hydrogen; In acetic acid; under 3102.97 Torr;

DOI:10.1016/j.tetlet.2019.03.024

Reference yield: 89.0%

2,5-dichlorobenzeneboronic acid (135145-90-3) → 2,5 dichloroaniline (95-82-9)

Guidance literature:

With copper(I) oxide; ammonium hydroxide; air; In methanol; at 20 ℃; for 20h;

DOI:10.1002/anie.200805424

upstream raw materials:

3-Chloroacetanilide

N-chloro-m-chloroacetanilide

1,4-dichloro-2-nitroso-benzene

sodium methylate

Downstream raw materials:

N-(2,5-dichloro-phenyl)-β-alanine

α-(2,5-dichloro-anilino)-isobutyric acid ethyl ester

N²-(2,5-dichloro-phenyl)-[1,3,5]triazine-2,4,6-triyltriamine

benzo[b]thiophene-2-carboxylic acid-(2,5-dichloro-anilide)

Refernces

• 1、 Das, Manash R.,Das, Pankaj,Kalita, Gauravjyoti D.. "Fabrication of magnetically separable ruthenium nanoparticles decorated on channelled silica microspheres: Efficient catalysts for chemoselective hydrogenation of nitroarenes". . p. 13483 - 13496. Retrieved 2021/10/12.
• 2、 Du, Jialei,Chen, Jie,Xia, Hehuan,Zhao, Yiwei,Wang, Fang,Liu, Hong,Zhou, Weijia,Wang, Bin. "Commercially Available CuO Catalyzed Hydrogenation of Nitroarenes Using Ammonia Borane as a Hydrogen Source". . p. 2426 - 2430. Retrieved 2020/03/30.