2-Methoxy-5-methylaniline

Base Information

• Chemical Name: 2-Methoxy-5-methylaniline
• CAS No.: 120-71-8
• Molecular Formula: C8H11NO
• Molecular Weight: 137.181
• Hs Code.: 29222990
• European Community (EC) Number: 204-419-1
• ICSC Number: 1180
• NSC Number: 406904,6162
• UNII: 4C11L78UR3
• DSSTox Substance ID: DTXSID1020350
• Nikkaji Number: J5.331G
• Wikipedia: Para-Cresidine
• Wikidata: Q309528
• NCI Thesaurus Code: C29847
• ChEMBL ID: CHEMBL398755
• Mol file: 120-71-8.mol

Synonyms:3-amino-4-methoxytoluene;cresidine;p-cresidine;para-cresidine

Chemical Property of 2-Methoxy-5-methylaniline

Chemical Property:

• Appearance/Colour: brown to black crystalline chunks
• Vapor Pressure: 0.0381mmHg at 25°C
• Melting Point: 50-52 °C(lit.)
• Refractive Index: 1.549
• Boiling Point: 235.398 °C at 760 mmHg
• PKA: 4.66±0.10(Predicted)
• Flash Point: 102.068 °C
• PSA: 35.25000
• Density: 1.039 g/cm³
• LogP: 2.16700
• Storage Temp.: Room Temperature, under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate, Methanol (Slightly)
• Water Solubility.: Slightly soluble in hot water.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 137.084063974
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

99% ^*data from raw suppliers

p-Cresidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T， Xi
• Hazard Codes: T,Xi
• Statements: 45-22
• Safety Statements: 53-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CC1=CC(=C(C=C1)OC)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 Long Term Exposure: This substance is possibly carcinogenic to humans.
• Uses: p-Cresidine is a reagent used in the preparation of enaminones acting as anticonvulsants. Also used in the preparation of crescent oligoamides. Dyes and metabolites, Environmental Testing. 2-Methoxy-5-methylaniline was used in the synthesis of 4-(4-Amino-5-methoxy-2-methylphenylazo)-5-hydroxy-naphthalene-2,7-disulfonic acid. 2-Methoxy-5-methylaniline was used to analyse the application of polymeric ionic liquids as selective solid-phase microextraction sorbent coatings for the analysis of genotoxic impurities and structurally alerting compounds such as alkyl halides and aromatics. 2-Methoxy-5-methylaniline was used in a study to develop a sensitive analytical method for the determination of aromatic amines found in commercial hair dyes using high liquid chromatography coupled to an electrochemical detector by using the ionic liquid 1-butyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide in the mobile phase. p-Cresidine is a reagent used in the preparation of enaminones acting as anticonvulsants. Also used in the preparation of crescent oligoamides.

Technology Process of 2-Methoxy-5-methylaniline

There total 19 articles about 2-Methoxy-5-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: 100.0%

2-Methoxi-5-methylphenylazid (77721-47-2) → Cresidine (120-71-8)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1016/S0040-4039(00)92160-9

Reference yield: 99.0%

4-methoxy-3-nitrotoluene (119-10-8) → Cresidine (120-71-8)

Guidance literature:

With palladium on carbon; hydrogen; In ethanol; at 20 ℃; for 22h; under 28443.9 Torr;

DOI:10.1021/acs.orglett.7b01535

Reference yield: 83.0%

2-Nitro-2'-methoxy-5'-methyl-azobenzol (29530-48-1) → 1,2-diamino-benzene (95-54-5) + Cresidine (120-71-8) + 2-[2-methoxy-5-methylphenyl]-1-oxido-2H-benzotriazole

Guidance literature:

With lithium perchlorate; In methanol; dichloromethane; at 20 ℃; Electrolysis;

DOI:10.3987/com-99-8824

upstream raw materials:

4-methoxy-3-nitrotoluene

(4-methoxy-3-nitrophenyl)methylene diacetate

2-Methoxi-5-methylphenylazid

acetic acid

Downstream raw materials:

2-(2-methoxy-5-methyl-anilino)-ethanol

acetoacetic acid-(2-methoxy-5-methyl-anilide)

N-[4-(2-Methoxy-5-methyl-phenylamino)-9,10-dioxo-9,10-dihydro-anthracen-1-yl]-benzamide

N-(2-Methoxy-5-methyl-phenyl)-N'-[1-nitro-prop-(Z)-ylidene]-hydrazine

Refernces

• 1、 Liu, Jianzhong,Wu, Kai,Shen, Tao,Liang, Yujie,Zou, Miancheng,Zhu, Yuchao,Li, Xinwei,Li, Xinyao,Jiao, Ning. "Fe-Catalyzed Amination of (Hetero)Arenes with a Redox-Active Aminating Reagent under Mild Conditions". supporting information. p. 563 - 567. Retrieved 2017/01/18.
• 2、 Legnani, Luca,Cerai, Gabriele Prina,Morandi, Bill. "Direct and practical synthesis of primary anilines through iron-catalyzed C-H bond amination". . p. 8162 - 8165. Retrieved 2018/05/22.