4-Methoxy-N-methylaniline

Base Information

• Chemical Name: 4-Methoxy-N-methylaniline
• CAS No.: 5961-59-1
• Molecular Formula: C8H11NO
• Molecular Weight: 137.181
• Hs Code.: 29222990
• European Community (EC) Number: 227-735-1
• NSC Number: 159085
• UNII: BY92T4GBX5
• DSSTox Substance ID: DTXSID80208289
• Nikkaji Number: J28.358D
• Wikidata: Q10851796
• Mol file: 5961-59-1.mol

Synonyms:4-Methoxy-N-methylaniline;5961-59-1;N-Methyl-p-anisidine;N-Methyl-4-anisidine;Benzenamine, 4-methoxy-N-methyl-;p-Anisidine, N-methyl-;N-Methyl-4-methoxyaniline;N-Methyl-p-ansidine;4-Methoxy-N-methylbenzenamine;1-Methylamino-4-methoxybenzene;P-METHOXY-N-METHYLANILINE;BY92T4GBX5;EINECS 227-735-1;MFCD00008399;NSC 159085;NSC-159085;NSC159085;N(C)c1ccc(OC)cc1;UNII-BY92T4GBX5;4-methoxy-N-methyl aniline;4-methoxy-N-methyl-aniline;N-methyl-4-methoxy-aniline;(4-methoxyphenyl)-methylamine;SCHEMBL161436;(4-methoxy-phenyl)-methylamine;(4-methoxy phenyl)-methyl-amine;(4-methoxy-phenyl)-methyl amine;(4-methoxy-phenyl)-methyl-amine;DTXSID80208289;4-Methoxy-N-methylaniline, 98%;N-(4-Methoxyphenyl)-N-methylamine;AKOS000258806;N-(4-methoxy-phenyl)-N-methyl-amine;N-(4-Methoxyphenyl)-N-methylamine #;CS-W013331;(4-methoxyphenyl)methylamine hydrochloride;AC-16652;SY050557;TS-01777;FT-0635921;M1743;EN300-49206;A832386;Q10851796;Z335282780

Chemical Property of 4-Methoxy-N-methylaniline

Chemical Property:

• Appearance/Colour: white to greyish-brown crystal. low melting mass
• Melting Point: 33-36 °C(lit.)
• Refractive Index: 1.602
• Boiling Point: 252.4 °C at 760 mmHg
• PKA: 5.55±0.12(Predicted)
• Flash Point: 87.2 °C
• PSA: 21.26000
• Density: 1.032 g/cm³
• LogP: 1.80990
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 137.084063974
• Heavy Atom Count: 10
• Complexity: 87.3

Purity/Quality:

98.5% ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 22-24/25-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CNC1=CC=C(C=C1)OC
• Uses: N-METHYL-P-ANISIDINE was used to study the additive effects of amines. 4-Methoxy-N-methylaniline (N-Methyl-p-anisidine) was used to study the additive effects of amines.

Technology Process of 4-Methoxy-N-methylaniline

There total 143 articles about 4-Methoxy-N-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%

ethyl 4-methoxyphenylcarbamate (7451-55-0) → N-methyl-N-(4-methoxyphenyl)amine (5961-59-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 2h; Heating / reflux;

Reference yield: 99.0%

methanol (67-56-1) + 4-methoxy-aniline (104-94-9) → N-methyl-N-(4-methoxyphenyl)amine (5961-59-1)

Guidance literature:

With cesiumhydroxide monohydrate; (1,4-dimethyl-5,7-diphenyl-1,2,3,4-tetrahydro-6H-cyclopenta[b]pyrazin-6-one) irontricarbonyl complex3; at 110 ℃; Reagent/catalyst; Temperature; Catalytic behavior; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02080

Reference yield: 97.0%

N-(4-methoxyphenyl)-N-methyl-S-phenylthiohydroxylamine (108874-78-8) → diphenyldisulfane (882-33-7) + N-methyl-N-(4-methoxyphenyl)amine (5961-59-1)

Guidance literature:

With boron trifluoride diethyl etherate; In acetonitrile; for 0.166667h; Mechanism; Product distribution; Ambient temperature; various solvents, Lewis acids, and N-methylbenzenesulfenanilide;

DOI:10.1016/S0040-4020(01)91226-8

upstream raw materials:

4-methoxyformanilide

N-(4-methoxyphenyl)-N,4-dimethylbenzenesulfonamide

formaldehyd

formic acid

Downstream raw materials:

N-(4-methoxyphenyl)-N-methylcarbamoyl chloride

1,3-bis-(4-methoxy-phenyl)-3-methyl-triazene

N-Allyl-N-methyl-4-methoxyaniline

hydroxyimino-acetic acid-(N-methyl-p-anisidide)

Refernces

• 1、 Bukhtiyarova,Nuzhdin,Bukhtiyarov,Kardash,Romanenko. "Cu layered double hydroxides as catalysts for N-methylation of p-anisidine: Influence of synthesis conditions". . p. 39 - 44. Retrieved 2019.
• 2、 Tang, Yu,Yu, Biao. "A Mild Heteroatom (O -, N -, and S -) Methylation Protocol Using Trimethyl Phosphate (TMP)-Ca(OH) 2Combination". . . Retrieved 2022/03/27.
• 3、 Feng, Xinshu,Huang, Ming. "Effect of the ancillary ligand in N-heterocyclic carbene iridium(III) catalyzed N-alkylation of amines with alcohols". . . Retrieved 2021/06/21.