3,4-Dichloroaniline

Base Information

• Chemical Name: 3,4-Dichloroaniline
• CAS No.: 95-76-1
• Molecular Formula: C6H5Cl2N
• Molecular Weight: 162.018
• Hs Code.: 29214210
• European Community (EC) Number: 202-448-4
• ICSC Number: 0144
• NSC Number: 247
• UN Number: 3442,1590
• UNII: 20KR9WJ4NS
• DSSTox Substance ID: DTXSID7021815
• Nikkaji Number: J43.172I
• Wikidata: Q13427547
• Metabolomics Workbench ID: 50631
• ChEMBL ID: CHEMBL1319813
• Mol file: 95-76-1.mol

Synonyms:3,4-dichloroaniline

Chemical Property of 3,4-Dichloroaniline

Chemical Property:

• Appearance/Colour: brown solid
• Vapor Pressure: 0.0063mmHg at 25°C
• Melting Point: 69-71 °C(lit.)
• Refractive Index: 1.613
• Boiling Point: 271.8 °C at 760 mmHg
• PKA: 2.90±0.10(Predicted)
• Flash Point: 118.2 °C
• PSA: 26.02000
• Density: 1.401 g/cm³
• LogP: 3.15680
• Storage Temp.: 0-6°C
• Solubility.: 0.73g/l
• Water Solubility.: 0.06 g/100 mL
• XLogP3: 2.7
• 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

3,4-Dichloroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, N
• Hazard Codes: T,N
• Statements: 23/24/25-41-43-50/53-51/53-33
• Safety Statements: 26-36/37/39-45-60-61-36/37-28

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: C1=CC(=C(C=C1N)Cl)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 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 system. This may result in the formation of methaemoglobin.
• Uses: 3,4-Dichloroaniline is used in the preparation of the herbicide propanil (P760840). 3,4-Dichloroaniline may be employed as derivatization reagent for the HPLC analysis of perfluorooctanoic acid (PFOA). 3,4-Dichloroaniline is used as an intermediate for pesticides and dyes.

Technology Process of 3,4-Dichloroaniline

There total 67 articles about 3,4-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%

3,4-dichloronitrobenzene (99-54-7) → m,p-dichloroaniline (95-76-1)

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: 89.0%

(3,4-Dichloro-phenyl)-carbamic acid benzyl ester (70875-62-6) → m,p-dichloroaniline (95-76-1)

Guidance literature:

With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate; at 20 ℃; for 0.25h; chemoselective reaction;

DOI:10.1007/s00706-018-2276-x

Reference yield: 85.0%

3,4-dichlophenylboronic acid (151169-75-4) → m,p-dichloroaniline (95-76-1)

Guidance literature:

With N-Bromosuccinimide; CYANAMID; bis-[(trifluoroacetoxy)iodo]benzene; In acetonitrile; at 20 ℃; for 1h; chemoselective reaction;

DOI:10.1021/acs.joc.6b00671

upstream raw materials:

4-bromo-1,2-dichlorobenzene

triethanolamine

3,4-dichloronitrobenzene

3-Nitrochlorobenzene

Downstream raw materials:

N-(3,4-dichloro-phenyl)-maleamic acid

N-(3,4-dichloro-phenyl)-succinamic acid

3,4-dichloro-N-(4-chloro-benzyliden)-aniline

3,4,4'-trichlorocarbanilide

Refernces

Halogen bonding synthon modularity in coordination compounds

10.1021/acs.cgd.5b00282

The research aims to understand how the crystal structure of [HgBr2(L3,4?diCl)] is influenced by its single-component precursors [HgBr2(L3?Cl)] and [HgBr2(L4?Cl)], where L represents a N-(chlorinatedphenyl)-2-pyrazinecarboxamide ligand. The researchers found that the crystal packing of [HgBr2(L3,4?diCl)] retains the Cl···N and Cl···Br halogen bonding synthons reminiscent of the single components, demonstrating structural modularity based on halogen bonding interactions. This is the first report on structural modularity in coordination compounds and could be instrumental in inorganic crystal engineering, particularly in polymorphism and crystal structure prediction. The chemicals used in the process include 3-chloroaniline, 4-chloroaniline, 3,4-dichloroaniline, pyrazinecarboxylic acid, and HgBr2.