4-Chloro-2-methylaniline

Base Information

• Chemical Name: 4-Chloro-2-methylaniline
• CAS No.: 95-69-2
• Molecular Formula: C7H8ClN
• Molecular Weight: 141.6
• Hs Code.: 29214300
• European Community (EC) Number: 202-441-6
• ICSC Number: 0630
• NSC Number: 4979
• UN Number: 2239
• UNII: 95NB978426
• DSSTox Substance ID: DTXSID1041508
• Nikkaji Number: J3.956J
• Wikipedia: 4-Chloro-o-toluidine
• Wikidata: Q10859489
• NCI Thesaurus Code: C44431
• ChEMBL ID: CHEMBL3181910
• Mol file: 95-69-2.mol

Synonyms:4-chloro-2-methylaniline;4-chloro-2-methylaniline hydrochloride;4-chloro-2-toluidine;4-chloro-2-toluidine hydrochloride;4-chloro-o-toluidine;p-chloro-o-toluidine;p-chloro-o-toluidine hydrochloride

Chemical Property of 4-Chloro-2-methylaniline

Chemical Property:

• Appearance/Colour: clear brown liquid
• Melting Point: 29 °C
• Refractive Index: n20/D 1.583(lit.)
• Boiling Point: 242.8 °C at 760 mmHg
• PKA: pK1:3.385(+1) (25°C)
• Flash Point: 99.4 °C
• PSA: 26.02000
• Density: 1.18 g/cm³
• LogP: 2.81180
• Storage Temp.: 2-8°C
• Water Solubility.: Practically insoluble in water
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 141.0345270
• Heavy Atom Count: 9
• Complexity: 94.9
• Transport DOT Label: Poison

Purity/Quality:

98% ^*data from raw suppliers

4-Chloro-2-methylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 45-23/24/25-50/53-68
• Safety Statements: 53-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CC1=C(C=CC(=C1)Cl)N
• Inhalation Risk: A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C; on spraying or dispersing, however, much faster.
• Effects of Short Term Exposure: May cause mechanical irritation to the skin, respiratory tract and eyes (as a solid). The substance may cause effects on the bladder. This may result in haemorrhagic inflammation. The substance may cause effects on the blood. This may result in the formation of methaemoglobin. The effects may be delayed. Medical observation is indicated.
• Effects of Long Term Exposure: May cause heritable genetic damage to human germ cells.
• Uses: Intermediate. 4-Chloro-2-methylaniline may be used in the synthesis of the following:2,8-dichloro-4,10-dimethyl-6H,12H-5,11-methanodibenzo[b,f]-diazocine via reaction with paraformaldehyde in tolueneN-allylated derivative via palladium-catalyzed selective monoallylation with allyl alcoholN-(4-chloro-2-methylphenyl)benzamide via reaction with benzoyl chloride

Technology Process of 4-Chloro-2-methylaniline

There total 43 articles about 4-Chloro-2-methylaniline 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: 91.0%

o-toluidine (95-53-4) → 4-chloro-2-methylbenzeneamine (95-69-2)

Guidance literature:

With copper dichloride; 1-hexyl-3-methylimidazol-1-ium chloride; at 40 ℃; for 4h; regioselective reaction;

DOI:10.3762/bjoc.8.84

Reference yield: 91.0%

N-(2-methyl-4-chlorophenyl)formamide (21787-81-5) → 4-chloro-2-methylbenzeneamine (95-69-2)

Guidance literature:

With ammonium hydroxide; water; at 30 - 350 ℃; for 5h; Large scale;

Reference yield: 90.0%

C9H10ClNO2 → 4-chloro-2-methylbenzeneamine (95-69-2)

Guidance literature:

With sodium hydroxide; at 60 - 650 ℃; for 5h; Large scale;

upstream raw materials:

tetrachloromethane

tertiary amyl hypochlorite

N-((E)-benzylidene)-o-toluidine

1-azido-2-methyl-benzene

Downstream raw materials:

Maleinsaeure-(4-chlor-2-methyl-anilid)

N-(2-methyl-4-chlorophenyl)-3-oxobutanamide

4-chloro-2-methylacetanilide

2-chloro-N-(4-chloro-2-methylphenyl)acetamide

Refernces

• 1、 -. "Method for synthesizing P-chloroO-toluidine". Paragraph 0094; 0097. . Retrieved 2021/10/05.
• 2、 Korkmaz, Adem. "Room-temperature copper-catalyzed electrophilic amination of arylcadmium iodides with ketoximes". . p. 3119 - 3125. Retrieved 2021/05/10.