2,3-Dichloroaniline

Base Information

• Chemical Name: 2,3-Dichloroaniline
• CAS No.: 608-27-5
• Molecular Formula: C6H5Cl2N
• Molecular Weight: 162.018
• Hs Code.: 29214200
• European Community (EC) Number: 210-157-9
• ICSC Number: 0140
• NSC Number: 60683
• UN Number: 1590
• UNII: 2BL4F1DXVN
• DSSTox Substance ID: DTXSID8040696
• Nikkaji Number: J130.659F
• Wikidata: Q5204876
• Metabolomics Workbench ID: 56666
• ChEMBL ID: CHEMBL1889723
• Mol file: 608-27-5.mol

Synonyms:2,3-DICHLOROANILINE;608-27-5;Benzenamine, 2,3-dichloro-;2,3-Dichlorobenzenamine;Aniline, 2,3-dichloro-;2,3-Dichloranilin;HSDB 5433;EINECS 210-157-9;UNII-2BL4F1DXVN;MFCD00007657;NSC 60683;2BL4F1DXVN;2,3-Dichloroaniline (Technical Grade);CHEBI:46636;NSC-60683;27134-27-6;Aniline, 2,3-dichloro- (7CI,8CI);EC 210-157-9;2,3-dichlorophenylamine;2,3-Dichloro-phenylamine;Dichloroanilines;2,3 dichloraniline;2,3 dichloroaniline;2,3-dichioroaniline;Aniline,3-dichloro-;2,3-dichloro-aniline;Dichloroanilines, solid;Dichloroanilines, liquid;Benzenamine,3-dichloro-;Ar,ar-dichlorobenzenamine;2,3-bis(chloranyl)aniline;SCHEMBL18811;Benzenamine, ar,ar-dichloro-;2,3-Dichloroaniline, 99%;1,2-Dichloro-3-aminobenzene;(2,3-dichloro-phenyl)-amine;CHEMBL1889723;DTXSID8040696;a,a-Dibromo-4-fluoroacetophenone;NSC60683;STR00688;3-AMINO-1,2-DICHLOROBENZENE;STK397444;UN1590;AKOS000119478;AM10804;PS-4077;2,3-DICHLOROBENZENAMINE [HSDB];NCGC00163985-01;AC-10658;LS-28226;D0320;FT-0609548;Dichloroanilines, solid [UN1590] [Poison];EN300-17948;Dichloroanilines, liquid [UN1590] [Poison];2,3-Dichloroaniline 100 microg/mL in Methanol;A832911;Q-200167;Q5204876;Z57127893;2,3-Dichloroaniline, PESTANAL(R), analytical standard;F2190-0454

Chemical Property of 2,3-Dichloroaniline

Chemical Property:

• Appearance/Colour: light brown to dark brown liquid after melting
• Melting Point: 23 °C
• Refractive Index: n20/D 1.597(lit.)
• Boiling Point: 252 °C at 760 mmHg
• PKA: 1.60±0.10(Predicted)
• Flash Point: 103.9 °C
• PSA: 26.02000
• Density: 1.401 g/cm³
• LogP: 3.15680
• Water Solubility.: insoluble
• 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:

98% ^*data from raw suppliers

2,3-Dichloroaniline(TechnicalGrade) ^*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(=C1)Cl)Cl)N
• 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 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: The substance may have effects on the blood. This may result in the formation of methaemoglobin.
• Uses: 2,3-Dichloroaniline is used in dyestuffs, pigments and optical brighteners. It is used as flame retardants for polymers. It is used in the manufacturing of growth regulators, polymer auxiliaries.

Technology Process of 2,3-Dichloroaniline

There total 19 articles about 2,3-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: 99.9%

1,2-Dichloro-3-nitrobenzene (3209-22-1) → 2,3-dichloroaniline (608-27-5)

Guidance literature:

With hydrogen; In ethanol; water; at 25 ℃; for 3h; under 760.051 Torr; Autoclave;

DOI:10.1016/j.catcom.2009.11.021

Reference yield: 90.0%

N-(2,3-dichlorophenyl)-2-hydroxy-2-methylpropanamide (1287791-77-8) → 2,3-dichloroaniline (608-27-5)

Guidance literature:

With hydrogenchloride; In ethanol; water; Reflux;

DOI:10.1021/jo200406f

Reference yield: 89.0%

N-(2,5-dichlorophenyl)benzamide (6626-75-1) → 2,3-dichloroaniline (608-27-5)

Guidance literature:

With sulfuric acid; for 3h; Heating;

upstream raw materials:

1,2-Dichloro-3-nitrobenzene

2-amino-3,4-dichlorobenzoic acid

N,N-dichloroethylamine

aniline

Downstream raw materials:

piperonal-(2,3-dichloro-phenylimine)

N-(o-Chlorobenzylidene)-2,3-dichloroaniline

2-[(2,3-dichloro-phenylimino)-methyl]-phenol

hydroxyimino-acetic acid-(2,3-dichloro-anilide)

Refernces

• 1、 Beer, Paul D.,Cookson, James,Serpell, Christopher J.. "N-Functionalised Imidazoles as Stabilisers for Metal Nanoparticles in Catalysis and Anion Binding". . p. 683 - 690. Retrieved 2020/07/03.
• 2、 Farhadi,Rashidi. "Perovskite-type ferromagnetic BiFeO3 nanopowder: A new magnetically recoverable heterogeneous nanocatalyst for efficient and selective transfer hydrogenation of aromatic nitro compounds into aromatic amines under microwave heating". . p. 1021 - 1031. Retrieved 2013/02/23.