1208-52-2

Basic information

• Product Name: 2,4'-DIAMINODIPHENYLMETHANE
• Synonyms: 2-[(4-aminophenyl)methyl]aniline;2-[(4-azanylphenyl)methyl]aniline;2-(4-AMinobenzyl)aniline;2,4'-DIAMINODIPHENYLMETHANE;2-((4-aminophenyl)methyl)benzenamine;2,4'-diphenylmethanediamine;2,4'-methylenebis(aniline);2,4'-methylenedianiline
• CAS NO: 1208-52-2
• Molecular Formula: C₁₃H₁₄N₂
• Molecular Weight: 198.26
• EINECS: 214-900-8
• Product Categories: Acetophenone Series
• Mol File: 1208-52-2.mol
• Article Data: 31

Chemical Properties

• Melting Point: 88.5°C
• Boiling Point: 325.59°C (rough estimate)
• Flash Point: 226.6°C
• Appearance: /
• Density: 0.9827 (rough estimate)
• Refractive Index: 1.4400 (estimate)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 4.79±0.10(Predicted)
• Stability: Stable. Combustible. Incompatible with oxidizing agents.
• CAS DataBase Reference: 2,4'-DIAMINODIPHENYLMETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4'-DIAMINODIPHENYLMETHANE(1208-52-2)
• EPA Substance Registry System: 2,4'-DIAMINODIPHENYLMETHANE(1208-52-2)

Safety Data

• Hazardous Substances Data: 1208-52-2(Hazardous Substances Data)

Usage

Chemical Properties

crystalline solid

General Description

Leaflets.

Reactivity Profile

2,4'-DIAMINODIPHENYLMETHANE is readily oxidzable. Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Health Hazard

ACUTE/CHRONIC HAZARDS: 2,4'-DIAMINODIPHENYLMETHANE emits toxic fumes when heated to decomposition. It may be toxic upon inhalation or skin contact.

Fire Hazard

Flash point data for 2,4'-DIAMINODIPHENYLMETHANE are not available. 2,4'-DIAMINODIPHENYLMETHANE is probably combustible.

Safety Profile

Suspected carcinogen. Moderately toxic by subcutaneous route. When heated to decomposition it emits toxic fumes of NOx.

Upstream product

• 535992-80-4 4-(5-chloro-benz[c]isoxazol-3-yl)-N,N-dimethyl-aniline 
• 10034-85-2 hydrogen iodide 
• 7732-18-5 water 
• 142-04-1 aniline hydrochloride 
• 62-53-3 aniline 
• 91-78-1 1,3,5-triphenylhexahydro-1,3,5-triazine 
• 50-00-0 formaldehyd 
• 622-14-0 N,N'-diphenylmethylenediamine 
• 1817-75-0 2,4'-dinitrodiphenylmethane 
• 98-95-3 nitrobenzene 
• 67-56-1 methanol 
• 5873-54-1 2,4'-diisocyanatodiphenylmethane 
• 130820-32-5 ethyl 3-(4-oxo-1-(2-phenylethyl)-3-piperidinyl)propionate hydrochloride 
• 83215-16-1 4-(4-anilinomethylanilinomethyl)aniline 

Downstream Products

• 6582-52-1 2,2'-methylenedianiline 
• 101-77-9 4,4'-diamino diphenyl methane 
• 24650-10-0 2,4'-methylene-dicyclohexyldiamine 
• 648900-91-8 N-methyl-4,4'-diaminodicyclohexylmethane 
• 1761-71-3 4,4'-diaminodicyclohexylmethane 
• 70906-77-3 2,2'-methylene-dicyclohexyl-diamine 
• 2536-05-2 4,4′-methylenebis(phenylisocyanate) 
• 5873-54-1 2,4'-diisocyanatodiphenylmethane 
• 101-68-8 di(4-isocyanatophenyl)methane 
• 2467-03-0 2-[(4-hydroxyphenyl)methyl]phenol 
• 33451-13-7 (2-ethoxy-phenyl)-(4-ethoxy-phenyl)methane 
• 959033-36-4 (2-acetoxy-phenyl)-(4-acetoxy-phenyl)-methane 

Relevant articles and documents

HETEROGENEOUS SYNTHESIS OF METHYLENE DIANILINE

The present invention relates to a catalytic material for the preparation of one or more of 4,4'- methylenedianiline, 2,2'-methylenedianiline, 2,4'-methylenedianiline, and oligomers of two or more thereof, the catalytic material comprising an oxidic support, wherein the oxidic support comprises an element EOS1 selected from the group consisting of Ti, Zr, Al, Si, and mixtures of two or more thereof, and further comprising a supported material supported on the oxidic support, wherein the supported material comprises an element ESM1 selected from the group consisting of Ti, Zr, V, Nb, Ta, Mo, W, Ge, Sn, Sc, Y, La, Ce, Nd, Pr, Hf, Cr, Fe, Co, Ni, Cu, Zn, Pb, and mixtures of two or more thereof. Further, the present invention relates in particular to a process for the preparation of a catalytic material and to a process for the preparation of one or more of 4,4'-methylenedianiline, 2,2'-methylenedianiline, 2,4'-methylenedianiline and oligomers of two or more thereof.

METHOD OF PRODUCING DIAMINES AND POLYAMINES OF THE DIPHENYLMETHANE SERIES

The invention relates to a method for producing diamines and polyamines of the diphenylmethane series, by condensing aniline and formaldehyde followed by an acid-catalysed rearrangement at different production capacities with alteration of the isomer composition in the resulting diamines of the diphenylmethane series (altering the 2,4′-MDA content). Adapting the molar ratios of the total used aniline to the total used formaldehyde and of the total used acid catalyst to the total used aniline, and adapting the reaction temperature, allows the rearrangement reaction to be fully completed despite the change in dwell time inevitably associated with a change in production capacity, and allows the formation of undesired by-products to be avoided as far as possible; the intended modification to binuclear content is likewise achieved.

For the preparation of diamino diphenyl alkane method

The invention relates to a method for producing diaminodiphenyl alkanes, wherein an aromatic amine, which can be substituted or unsubstituted, is reacted with a C1-C3 aldehyde in the presence of a heterogeneous catalyst, said catalyst being a mesoporous acidic ion exchanger based on a divinylbenzene/styrene copolymer and the catalyst having acid centers in a concentration of 2 to 6 eq/kg measured according to DIN 54403 and the average pore diameter of the catalyst particles being 10 to 32 nm measured according to ASTM D 4222, and the content of polynuclear compounds in the reaction mixture being >10 and ?15% by weight.