2,4-Dimethoxyaniline

Base Information

• Chemical Name: 2,4-Dimethoxyaniline
• CAS No.: 2735-04-8
• Molecular Formula: C8H11NO2
• Molecular Weight: 153.181
• Hs Code.: 29214200
• European Community (EC) Number: 220-355-7
• NSC Number: 62019
• UN Number: 2811
• UNII: I079354GSI
• DSSTox Substance ID: DTXSID7043829
• Nikkaji Number: J55.221F
• Wikidata: Q27280193
• ChEMBL ID: CHEMBL1622132
• Mol file: 2735-04-8.mol

Synonyms:2,4-DIMETHOXYANILINE;2735-04-8;Benzenamine, 2,4-dimethoxy-;Aniline, 2,4-dimethoxy-;2,4-dimethoxyphenylamine;MFCD00008371;NSC 62019;2,4-dimethoxybenzenamine;2,4-dimethoxy-phenylamine;DTXSID7043829;HSDB 4125;I079354GSI;EINECS 220-355-7;NSC-62019;BRN 0638704;1-Amino-2,4-dimethoxybenzene;2,4-Domethoxyaniline;2,4-dimethoxy-anilin;2, 4-dimethoxyaniline;2,4 dimethoxy aniline;2,4-dimethoxy aniline;2,4-dimethoxy-benzamine;Potassiumtartratehemihydrate;WLN: 1OR BZ EO1;SCHEMBL76745;2,4-Dimethoxyaniline, 97%;UNII-I079354GSI;(2,4-dimethoxy-phenyl)-amine;4-Aminoresorcinol dimethyl ether;CHEMBL1622132;DTXCID5023829;NSC62019;STR00575;Tox21_202957;2,4-DIMETHOXYANILINE [HSDB];STL168896;AKOS000120462;CCG-302548;SB75766;NCGC00248966-01;NCGC00260503-01;LS-19722;CAS-2735-04-8;CS-0033846;D1982;FT-0617608;EN300-20474;D87859;4-13-00-02529 (Beilstein Handbook Reference);W-107117;Q27280193;F2190-0468;Z104478344

Chemical Property of 2,4-Dimethoxyaniline

Chemical Property:

• Appearance/Colour: Black crystalline solid
• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 33-36 °C(lit.)
• Refractive Index: 1.6
• Boiling Point: 267.09 °C at 760 mmHg
• PKA: 5.14±0.10(Predicted)
• Flash Point: 124.828 °C
• PSA: 44.48000
• Density: 1.096 g/cm³
• LogP: 1.86720
• Storage Temp.: Refrigerator
• Water Solubility.: 7 g/L (20 ºC)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 153.078978594
• Heavy Atom Count: 11
• Complexity: 119
• Transport DOT Label: Poison

Purity/Quality:

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

2,4-Dimethoxyaniline ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: COC1=CC(=C(C=C1)N)OC
• Uses: Various 2,4-dimethoxyphenylsemicarbazones were synthesized starting from 2,4-dimethoxyaniline via a phenylcarbamate intermediate. The hydrochloride of 2,4-dimethoxyaniline was prepared by intro- ducing hydrogen chloride gas into an etheral solution and washing the precipitate with absolute diethyl ether.

Technology Process of 2,4-Dimethoxyaniline

There total 29 articles about 2,4-Dimethoxyaniline 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: 97.0%

2,4-dimethoxyphenylboronic acid (133730-34-4) → 2,4-Dimethoxyaniline (2735-04-8,161687-55-4)

Guidance literature:

With sodium hydroxide; hydroxylamine-O-sulfonic acid; In acetonitrile; at 20 ℃; for 16h;

DOI:10.1021/jo5025078

Reference yield: 94.0%

benzyl 2,4-dimethoxyphenylcarbamate (1137558-12-3) → 2,4-Dimethoxyaniline (2735-04-8,161687-55-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; for 6h; under 1551.49 Torr;

DOI:10.1021/jm801335z

Reference yield: 93.0%

2,4-dimethoxynitrobenzene (4920-84-7) → 2,4-Dimethoxyaniline (2735-04-8,161687-55-4)

Guidance literature:

With 2-pyrrolidinon; samarium diiodide; Reagent/catalyst; Glovebox;

DOI:10.1021/acs.orglett.6b03664

upstream raw materials:

(2,4-dimethoxy-phenyl)-phenyl-diazene

2,4-dimethoxynitrobenzene

N-(2,4-dimethoxyphenyl)acetamide

(3,4-dimethoxy-phenyl)-acetic acid-(2,4-dimethoxy-anilide)

Downstream raw materials:

3-oxo-3-phenyl-propionic acid-(2,4-dimethoxy-anilide)

(3,4-dimethoxy-phenyl)-acetic acid-(2,4-dimethoxy-anilide)

N,N'-Bis-(2,4-dimethoxy-phenyl)-oxalamide

N-2,4-dimethoxyphenyl-glutarimide

Refernces

• 1、 Ben-David, Yehoshoa,Das, Uttam Kumar,Diskin-Posner, Yael,Kar, Sayan,Milstein, David. "Manganese Catalyzed Hydrogenation of Azo (N=N) Bonds to Amines". supporting information. p. 3744 - 3749. Retrieved 2021/07/09.
• 2、 Hyodo, Kengo,Hasegawa, Genna,Maki, Hiroya,Uchida, Kingo. "Deacetylative Amination of Acetyl Arenes and Alkanes with C-C Bond Cleavage". supporting information. p. 2818 - 2822. Retrieved 2019/04/25.