3-Methoxy-4-methylaniline

Base Information

• Chemical Name: 3-Methoxy-4-methylaniline
• CAS No.: 16452-01-0
• Molecular Formula: C8H11NO
• Molecular Weight: 137.181
• Hs Code.: 2922299090
• European Community (EC) Number: 240-500-8
• UN Number: 2811
• UNII: V82SCC5X3Q
• DSSTox Substance ID: DTXSID9024855
• Nikkaji Number: J141.483F
• Wikidata: Q27291652
• ChEMBL ID: CHEMBL3188424
• Mol file: 16452-01-0.mol

Synonyms:3-Methoxy-4-methylaniline;16452-01-0;O-CRESIDINE;Benzenamine, 3-methoxy-4-methyl-;3-Methoxy-4-methyl aniline;CCRIS 4606;5-amino-2-methylanisole;EINECS 240-500-8;MFCD00025371;UNII-V82SCC5X3Q;BRN 0742602;V82SCC5X3Q;(3-METHOXY-4-METHYLPHENYL)AMINE;DTXSID9024855;2-Methoxy-4-aminotoluene;3-METHOXY-P-TOLUIDINE;CRESIDINE, O-;4-methyl-3-methoxyaniline;3-methoxy-4-methyl-aniline;SCHEMBL264325;3-methoxy-4-methyl-phenylamine;4-methyl-3-(methyloxy)aniline;DTXCID504855;CHEMBL3188424;M-ANISIDINE, 4-METHYL-;3-Methoxy-4-methylaniline, 98%;Tox21_202884;BBL104205;CL8431;LS-919;STL558039;AKOS002320303;AS-0004;CS-W007666;NCGC00260430-01;SY007315;CAS-16452-01-0;AM20050375;BB 0254619;FT-0615975;EN300-84943;A810572;J-512762;O-CRESIDINE (SEE ALSO M-CRESIDINE,P-CRESIDINE);Q27291652

Chemical Property of 3-Methoxy-4-methylaniline

Chemical Property:

• Appearance/Colour: Brown chunky solid
• Vapor Pressure: 0.021mmHg at 25°C
• Melting Point: 56-60 °C
• Refractive Index: 1.549
• Boiling Point: 251 °C at 760mmHg
• PKA: 4.61±0.10(Predicted)
• Flash Point: 109.6 °C
• PSA: 35.25000
• Density: 1.039 g/cm³
• LogP: 2.16700
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 137.084063974
• Heavy Atom Count: 10
• Complexity: 105
• Transport DOT Label: Poison

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Methoxy-4-methylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)N)OC
• Uses: 3-Methoxy-4-methylaniline, afforded by an electrophilic substitution, using the 2-methoxy-substituted iron complex sail followed by oxidative cyclization with concomitant aromation of the resulting iron complex. It is used to produce 8-methoxy-7-methylalloxazine. This reaction will need solvent ethanol, H2O

Technology Process of 3-Methoxy-4-methylaniline

There total 10 articles about 3-Methoxy-4-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-methyl-5-nitroanisole (13120-77-9) → ortho-cresidine (16452-01-0)

Guidance literature:

With iron; acetic acid; at 45 ℃; for 3.5h; Inert atmosphere;

DOI:10.1002/chem.201301792

Reference yield: 86.0%

tin(II)chloride dihydrate + 2-methyl-5-nitroanisole (13120-77-9) → ortho-cresidine (16452-01-0)

Guidance literature:

In ethanol; ethyl acetate;

Reference yield:

1-bromo-2-methoxy-3-methylbenzene (52200-69-8) → ortho-cresidine (16452-01-0)

Guidance literature:

With ammonia; sodium amide;

DOI:10.1021/ja01132a017

upstream raw materials:

2-methyl-5-nitroanisole

1-bromo-2-methoxy-3-methylbenzene

ammonia

2-bromo-6-methylphenol

Downstream raw materials:

4-methoxy-5-methyl-2,3-diphenyl-indole

2-Methyl-5-piperidino-phenol

2-(2-chloro-4-nitro-phenylazo)-5-methoxy-4-methyl-aniline

2-(4-chloro-2-nitro-phenylazo)-5-methoxy-4-methyl-aniline

Refernces

• 1、 Numadate, Akiyoshi,Mita, Yusuke,Matsumoto, Yotaro,Fujii, Shinya,Hashimoto, Yuichi. "Development of 2-thioxoquinazoline-4-one derivatives as dual and selective inhibitors of dynamin-related protein 1 (Drp1) and puromycin-sensitive aminopeptidase (PSA)". . p. 979 - 988. Retrieved 2015/02/19.
• 2、 Krahl, Micha P.,Kataeva, Olga,Schmidt, Arndt W.,Knoelker, Hans-Joachim. "Iron-mediated total synthesis of 2,7-dioxygenated carbazole alkaloids". . p. 59 - 64. Retrieved 2013/02/22.