3,4-Dimethoxyaniline

Base Information

• Chemical Name: 3,4-Dimethoxyaniline
• CAS No.: 6315-89-5
• Molecular Formula: C8H11NO2
• Molecular Weight: 153.181
• Hs Code.: 29222900
• European Community (EC) Number: 228-647-6
• NSC Number: 21033
• UN Number: 2811
• UNII: XD9UJ596XD
• DSSTox Substance ID: DTXSID8064226
• Nikkaji Number: J15.119J
• Wikidata: Q72442963
• Mol file: 6315-89-5.mol

Synonyms:3,4-Dimethoxyaniline;6315-89-5;4-Aminoveratrole;4-Aminoveratrol;Benzenamine, 3,4-dimethoxy-;3,4-Dimethoxybenzenamine;2-Methoxy-4-aminoanisole;ANILINE, 3,4-DIMETHOXY-;3,4-Dimethoxy aniline;3,4-dimethoxyphenylamine;EINECS 228-647-6;NSC 21033;3,4-dimethoxy-phenylamine;BRN 0743399;XD9UJ596XD;4-amino-1,2-dimethoxybenzene;AI3-52277;NSC-21033;3,4-Dimethyloxy Aniline;4-amino veratrole;4-amino-veratrole;MFCD00008394;4,5-dimethoxyaniline;3,4-dimethoxylaniline;3,4-dimethoxy-aniline;3,4-dimethoxy phenylamine;3,4-dimethoxyphenyl amine;UNII-XD9UJ596XD;3,4-bis(methyloxy)aniline;3,4-dimethoxy-phenyl-amine;WLN: 1OR CZ FO1;Oprea1_292429;SCHEMBL77823;ghl.PD_Mitscher_leg0.825;(3,4-dimethoxyphenyl)-amine;3,4-Dimethoxyaniline, 98%;DTXSID8064226;LGDHZCLREKIGKJ-UHFFFAOYSA-;3,4-BIS(METHOXY)ANILINE;BCP29798;NSC21033;STR01462;STK391781;AKOS000119516;AC-2476;CS-W019949;PS-5291;SB76585;s12339;LS-19724;AM20050225;D1485;FT-0614337;EN300-18226;A23756;AC-907/25014217;W-104931;F1791-1230;Z1245635761

Chemical Property of 3,4-Dimethoxyaniline

Chemical Property:

• Appearance/Colour: brown crystalline powder
• Vapor Pressure: 0.00145mmHg at 25°C
• Melting Point: 85-89 °C(lit.)
• Refractive Index: 1.54
• Boiling Point: 296.3 °C at 760 mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 122.4 °C
• PSA: 44.48000
• Density: 1.096 g/cm³
• LogP: 1.86720
• Storage Temp.: Refrigerator (+4°C)
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility.: insoluble
• XLogP3: 1.4
• 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:

3,4-Dimethoxyaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi, T
• Hazard Codes: Xn,T,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 22-24/25-36/37/39-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: COC1=C(C=C(C=C1)N)OC
• Uses: 3,4-Dimethoxyaniline is commonly used as fine chemicals, used for pharmaceutical intermediates.

Technology Process of 3,4-Dimethoxyaniline

There total 41 articles about 3,4-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: 100.0%

4-azido-1,2-dimethoxybenzene (87587-62-0) → 3,4-dimethoxyaniline (6315-89-5)

Guidance literature:

With hydrogen; In methanol; at 20 ℃; for 3h;

DOI:10.1002/chem.200801989

Reference yield: 96.0%

4-Bromoveratrole (2859-78-1) → 3,4-dimethoxyaniline (6315-89-5)

Guidance literature:

With copper(l) iodide; 2-carboxyquinoline N-oxide; potassium carbonate; ammonium hydroxide; In dimethyl sulfoxide; at 80 ℃; for 23h; Inert atmosphere;

DOI:10.1039/c1ob06208e

Reference yield: 95.0%

3,4-dimethoxynitrobenzene (709-09-1) → 3,4-dimethoxyaniline (6315-89-5)

Guidance literature:

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; In water; at 20 ℃; for 3h; Inert atmosphere; Green chemistry;

DOI:10.1021/acs.orglett.7b02090

upstream raw materials:

3,4-dimethoxynitrobenzene

4-Bromoveratrole

4,5-dimethoxy-2-nitro-benzoic acid

veratramide

Downstream raw materials:

6,7-dimethoxy-2-phenylquinoline-4-carboxylic acid

N-(3,4-dimethoxyphenyl)-4-methylbenzenesulfonamide

(3,4-dimethoxy-phenyl)-(2,4-dinitro-phenyl)-amine

(3,4-dimethoxy-phenyl)-(3-methyl-3H-benzothiazol-2-ylidene)-amine

Refernces

• 1、 Proietti, Giampiero,Prathap, Kaniraj Jeya,Ye, Xinchen,Olsson, Richard T.,Dinér, Peter. "Nickel Boride Catalyzed Reductions of Nitro Compounds and Azides: Nanocellulose-Supported Catalysts in Tandem Reactions". . p. 133 - 146. Retrieved 2021/11/04.
• 2、 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.