4,4'-Methylenebis(2-methylaniline)

Base Information

• Chemical Name: 4,4'-Methylenebis(2-methylaniline)
• CAS No.: 838-88-0
• Deprecated CAS: 54649-88-6
• Molecular Formula: C15H18N2
• Molecular Weight: 226.321
• Hs Code.: 29215900
• European Community (EC) Number: 212-658-8
• NSC Number: 37146
• UNII: OM5XWD3S2I
• DSSTox Substance ID: DTXSID5020867
• Nikkaji Number: J13.156C
• Wikidata: Q229843
• ChEMBL ID: CHEMBL313443
• Mol file: 838-88-0.mol

Synonyms:3,3'-dimethyl-4,4' diaminodiphenylmethane;4,4'-methylene bis(2-methylaniline);4,4'-methylene di-ortho-toluidine

Chemical Property of 4,4'-Methylenebis(2-methylaniline)

Chemical Property:

• Vapor Pressure: 1.8hPa at 205.5℃
• Melting Point: 155-157 °C
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 406.6 °C at 760 mmHg
• PKA: 5.18±0.25(Predicted)
• Flash Point: 238.9 °C
• PSA: 52.04000
• Density: 1.098 g/cm³
• LogP: 4.22100
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Insoluble in water
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 226.146998583
• Heavy Atom Count: 17
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

4,4''-Methylenedi-o-toluidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 45-22-43-50/53
• Safety Statements: 53-45-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)CC2=CC(=C(C=C2)N)C)N
• Uses: 4,4′-Methylene-bis(2-methylaniline) has been used as a reference standard for the determination of 4,4′-methylene-bis(2-methylaniline) in plastic multilayer food packaging materials by liquid chromatography (LC)-Orbitrap-full scan-high resolution mass spectrometry (HRMS). It may be used as a reference standard for the analysis of 4,4′-methylene-bis(2-methylaniline) in dyes, cosmetics, finger paints and inks for pens and tattoos by LC-MS. 4,4'-Diamino-3,3'-dimethyldiphenylmethane can be used for preparation polyimide and epoxy resin material.

Technology Process of 4,4'-Methylenebis(2-methylaniline)

There total 18 articles about 4,4'-Methylenebis(2-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: 86.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + o-toluidine (95-53-4) → 3,3'-dimethyl-4,4'-diaminodiphenylmethane (838-88-0)

Guidance literature:

o-toluidine; With hydrogenchloride; In water; for 0.5h; Microwave irradiation;

formaldehyd; In water; at 40 ℃; Reagent/catalyst; Concentration; Microwave irradiation;

Reference yield: 82.0%

Methoxymethyl-o-tolyl-amine (88919-92-0) + o-toluidine hydrochloride (636-21-5,22006-17-3) → 3,3'-dimethyl-4,4'-diaminodiphenylmethane (838-88-0)

Guidance literature:

In methanol; water; for 3h; Heating;

DOI:10.1039/P19880001631

Reference yield: 80.0%

C4H7ClHgO (71893-15-7) + o-toluidine (95-53-4) → 3,3'-dimethyl-4,4'-diaminodiphenylmethane (838-88-0) + acetone (67-64-1)

Guidance literature:

at 20 ℃; for 0.666667h;

upstream raw materials:

bis(2-methylphenylamino)methane

o-toluidine hydrochloride

formaldehyd

o-toluidine

Downstream raw materials:

bis-(4-diacetylamino-3-methyl-phenyl)-methane

4,4'-diamino-5,5'-dimethyl-2,2'-dinitrodiphenylmethane

4,4'-di(benzylthiocarbamoylamino)-3,3'-dimethyldiphenylmethane

4,4'-di(benzoylthiocarbamoylamino)-3,3'-dimethyldiphenylmethane

Refernces

• 1、 -. "By using micro-reactor preparation 4, 4' - diamino diphenylmethane derivatives (by machine translation)". Paragraph 0043-0055; 0057; 0059; 0061; 0063; 0065. . Retrieved 2017/08/31.
• 2、 Yang, Yingkuo,Zhao, Yingxian,Shao, Jianhua,Zhang, Shengjian,Yang, Rongqiang. "Insight into the mechanism of 3,3′-dimethyl-4,4′-diaminodiphenylmethane synthesis over Hβ zeolite". . p. 95 - 106. Retrieved 2015/02/18.