2-Chloroaniline

Base Information

• Chemical Name: 2-Chloroaniline
• CAS No.: 95-51-2
• Molecular Formula: C6H6ClN
• Molecular Weight: 127.573
• Hs Code.: 2921.42
• European Community (EC) Number: 202-426-4
• ICSC Number: 0129
• NSC Number: 6183
• UN Number: 2019
• UNII: G14I494T2F
• DSSTox Substance ID: DTXSID2021810
• Nikkaji Number: J2.759.603G,J3.952G
• Wikidata: Q2294431
• ChEMBL ID: CHEMBL389885
• Mol file: 95-51-2.mol

Synonyms:2-chloroaniline;2-chloroaniline hydrochloride;o-chloroaniline

Chemical Property of 2-Chloroaniline

Chemical Property:

• Appearance/Colour: clear pale yellow to brown liquid
• Vapor Pressure: 0.209mmHg at 25°C
• Melting Point: -3 °C
• Refractive Index: 1.5880
• Boiling Point: 208.8 °C at 760 mmHg
• PKA: 2.65(at 25℃)
• Flash Point: 74.8 °C
• PSA: 26.02000
• Density: 1.23 g/cm³
• LogP: 2.50340
• Storage Temp.: 2-8°C
• Solubility.: water: soluble5.13g/L at 20°C
• Water Solubility.: 5.13 g/L (20 ºC)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 127.0188769
• Heavy Atom Count: 8
• Complexity: 74.9
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

2-Chloroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, N, F
• Hazard Codes: T,N,F
• Statements: 23/24/25-33-50/53-39/23/24/25-11-52/53
• Safety Statements: 28-36/37-45-60-61-28A-16

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(=C1)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 irritating to the eyes. The substance may cause effects on the blood. This may result in the formation of methaemoglobin. Medical observation is indicated. The effects may be delayed.
• Effects of Long Term Exposure: The substance may have effects on the blood. This may result in the formation of methaemoglobin.
• Uses: 2-Chloroaniline is the raw material of herbicide green sulfuron, and also an important dye intermediate. It is the color base of ice dyeing dyestuff and can also be used as the diazo component of azo dyestuff to produce acid black, acid blue and organic color precipitation water solid yellow R, permanent red FR, Hansa yellow HR, etc. 2-Chloroaniline used as petroleum solvents. It is used in biological studies to evaluate the mutagenicity and carcinogenicity of Salmonella typhimurium. Used as a Intermediates for dyestuff, pigment and specialty chemicals. 2-Chloroaniline is widely used in polymer, rubber, pharmaceutical and dye industries.

Technology Process of 2-Chloroaniline

There total 187 articles about 2-Chloroaniline 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%

C24H19AsBrClN2 (120261-37-2) → diphenylarsinic acid (4656-80-8) + o-chloroaniline (95-51-2) + 4-bromo-aniline (106-40-1)

Guidance literature:

With water;

Reference yield: 20.0%

2-Chloronitrobenzene (88-73-3) + methylhydrazine (60-34-4) → 1-methyl-1H-benzo[d][1,2,3]triazole (13351-73-0) + 3-methyl-3H-1,2,3-benzotriazole 1-oxide (22713-36-6) + 2-nitro-N-methylaniline (612-28-2) + o-chloroaniline (95-51-2)

Guidance literature:

In ethanol; at 150 ℃; for 5h;

DOI:10.3987/COM-98-S(H)34

Reference yield: 0.6%

2-Chloronitrobenzene (88-73-3) + 2,2'-iminobis[ethanol] (111-42-2) → 2-[(2-nitrophenyl)amino]ethanol (4926-55-0) + N,N-bis(2-hydroxyethyl)-2-nitroaniline (7334-82-9) + o-chloroaniline (95-51-2) + 2,2'-dichloroazobenzene (7334-33-0,49795-06-4,63213-02-5)

Guidance literature:

at 180 ℃; for 3h;

upstream raw materials:

2-bromo-1-chlorobenzene

o-nitroiodobenzene

N-Phenylhydroxylamine

nitrobenzene

Downstream raw materials:

2-chloro-N-hydroxyethyl aniline

3-oxo-N-2-chlorophenylbutanamide

(2-chlorophenyl)maleamic acid

(3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-2-yl)-acetic acid-(2-chloro-anilide)

Refernces

• 1、 Wang, Jia,Fan, Guoli,Li, Feng. "A hybrid nanocomposite precursor route to synthesize dispersion-enhanced Ni catalysts for the selective hydrogenation of o-chloronitrobenzene". . p. 982 - 991. Retrieved 2013.
• 2、 Fu, Lihua,Li, Dingzhong,Lu, Hao,Qiu, Renhua,Sun, Tulai,Xing, Chen,Yang, Tianbao. "Industrial Cunninghamia lanceolata carbon supported FeO(OH) nanoparticles-catalyzed hydrogenation of nitroarenes". . . Retrieved 2022/01/11.
• 3、 Jiang, Heyan,Sheng, Meilin,Li, Yue,Kong, Shuzhen,Bian, Fengxia. "Photocatalytic one-pot multidirectional N-alkylation over Pt/D-TiO2/Ti3C2: Ti3C2-based short-range directional charge transmission". . . Retrieved 2021/05/17.