N-Methyl-4,4'-methylenedianiline

Base Information

• Chemical Name: N-Methyl-4,4'-methylenedianiline
• CAS No.: 26628-67-1
• Molecular Formula: C14H16 N2
• Molecular Weight: 212.294
• Hs Code.: 2921590090
• European Community (EC) Number: 621-911-5
• DSSTox Substance ID: DTXSID50181171
• Nikkaji Number: J60.433J
• Wikidata: Q83051781
• Mol file: 26628-67-1.mol

Synonyms:N-methyl-4,4'-methylenedianiline;N-MMDA

Chemical Property of N-Methyl-4,4'-methylenedianiline

Chemical Property:

• Melting Point: 61-63 °C(lit.)
• Boiling Point: 390.8°Cat760mmHg
• Flash Point: 224.5°C
• PSA: 38.05000
• Density: 1.113g/cm³
• LogP: 3.55550
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 212.131348519
• Heavy Atom Count: 16
• Complexity: 189

Purity/Quality:

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

N-Methyl-4,4′-methylenedianiline 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=CC=C(C=C1)CC2=CC=C(C=C2)N

Technology Process of N-Methyl-4,4'-methylenedianiline

There total 6 articles about N-Methyl-4,4'-methylenedianiline 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: 69.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 4-methylaminophenylmercury chloride (75815-93-9) + aniline (62-53-3) → N-Methyl-4,4'-methylenedianiline (26628-67-1)

Guidance literature:

In tetrahydrofuran; diethyl ether; 1.) room temperature, 12 h, 2.) 50 deg C, 12 h;

Reference yield: 66.0%

4-[(benzotriazol-1-yl)methyl]phenylamine (129075-89-4) + N-methylaniline (100-61-8) → N-Methyl-4,4'-methylenedianiline (26628-67-1)

Guidance literature:

With hydrogenchloride; In methanol; water; for 72h; Heating;

DOI:10.1055/s-1990-26873

Reference yield:

4,4'-diamino diphenyl methane (101-77-9) + carbonic acid dimethyl ester (616-38-6) → 4,4'-methylenebis(N-methylaniline) (1807-55-2) + 4-<4-(N,N-Dimethylamino)benzyl>-N-methylaniline (53477-27-3) + N-Methyl-4,4'-methylenedianiline (26628-67-1) + 4,4'-methylene-bis(N,N-dimethylaniline) (101-61-1)

Guidance literature:

With NaY Zeolite; at 150 ℃; for 6h;

DOI:10.1155/2018/4627903

upstream raw materials:

diazomethane

4-methylaminophenylmercury chloride

aniline

4-[(benzotriazol-1-yl)methyl]phenylamine

Downstream raw materials:

2,4'-methylene-dicyclohexyldiamine

N-methyl-4,4'-diaminodicyclohexylmethane

4,4'-diaminodicyclohexylmethane

2,2'-methylene-dicyclohexyl-diamine

Refernces

• 1、 -. "SILICA-BASED ZINC CATALYSTS. THEIR PREPARATION AND USE IN THE ALKOXYCARBONYLATION OF AMINES". Page/Page column 22-28. . Retrieved 2018/12/13.
• 2、 Falke, P.,Tenner, R.,Knopp, H.. "On the Quantitative Determination of Some Different Condensation Products of Aniline and Formaldehyd by Different Chromatographic Methods". . p. 142 - 148. Retrieved 2007/10/02.