2,2'-methylenedianiline
- Product Name
- 2,2'-methylenedianiline
- CAS No.
- 6582-52-1
- Chemical Name
- 2,2'-methylenedianiline
- Synonyms
- Einecs 229-512-4;2,2'-methylenedianiline;Aniline, 2,2'-methylenedi-;2,2'-Diaminodiphenylmethane;Benzenamine, 2,2'-methylenebis-;2,2'-Methylenebis(benzeneamine);2-[(2-aminophenyl)methyl]aniline
- CBNumber
- CB9912001
- Molecular Formula
- C13H14N2
- Formula Weight
- 198.26
- MOL File
- 6582-52-1.mol
2,2'-methylenedianiline Property
- Melting point:
- 134-135 °C
- Boiling point:
- 153-155 °C(Press: 3 Torr)
- Density
- 0.9877 g/cm3
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- Acetonitrile (Slightly), Chloroform (Slightly)
- form
- Solid
- pka
- 4.27±0.10(Predicted)
- color
- Light Brown to Brown
- EPA Substance Registry System
- Benzenamine, 2,2'-methylenebis- (6582-52-1)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 2796BA
- Product name
- 2,2'-Methylenedianiline
- Packaging
- 500mg
- Price
- $873
- Updated
- 2021/12/16
- Product number
- 6582521
- Product name
- 2,2'-Methylenedianiline
- Packaging
- 1g
- Price
- $915.2
- Updated
- 2021/12/16
- Product number
- A875278
- Product name
- 2,2'-Methylenedianiline
- Purity
- 95%
- Packaging
- 100mg
- Price
- $58
- Updated
- 2021/12/16
- Product number
- A875278
- Product name
- 2,2'-Methylenedianiline
- Purity
- 95%
- Packaging
- 250mg
- Price
- $85
- Updated
- 2021/12/16
- Product number
- A875278
- Product name
- 2,2'-Methylenedianiline
- Purity
- 95%
- Packaging
- 1g
- Price
- $216
- Updated
- 2021/12/16
2,2'-methylenedianiline Chemical Properties,Usage,Production
Uses
2,2''-Methylenedianiline is used in the production of rigid polyurethane foams.
Synthesis
50-00-0
142-04-1
1208-52-2
6582-52-1
101-77-9
The general procedure for the synthesis of 2-(4-aminobenzyl)aniline, 2,2'-methylenedianiline and 4,4'-diaminodiphenylmethane from formaldehyde and aniline hydrochloride is as follows: 1. hydrochloric acid from tank 2 (at a concentration of 30.8 wt%, which is a by-product of the MDI unit) and aniline from tank 3 are transported via pump 6 in a ratio of hydrochloric acid to aniline at a molar ratio of 0.36:1 to a venturi mixer 5, wherein mixing is carried out and reaction is carried out to generate aniline hydrochloride. Subsequently, the generated aniline hydrochloride is pumped into a recirculation tube and mixed with the recirculating solution from the condensing mixing vessel 1 to form a mixed solution. 2. The mixed solution is introduced into a heat exchanger 7, where the heat of reaction is removed, cooled to 38°C, and then conveyed to the inlet of a high gravity rotary bed reactor 8. 3. at the same time, the formaldehyde solution (with a concentration of 37 wt%) from the storage tank 4 was fed through the other feed port of the high gravity rotary bed reactor 8, controlling the molar ratio of formaldehyde to aniline to be 0.40:1. in the high gravity rotary bed reactor 8, the formaldehyde solution was fully mixed with the premixed solution and underwent a pre-condensation reaction under the following reaction conditions: temperature 35°C, reaction time 0.5 sec, rotor speed 1000 rpm. 4. The mixed solution after reaction flows into the condensation reactor 1 for further pre-condensation reaction under the following conditions: temperature 42°C, stirring speed 110 rpm, reaction residence time 20 minutes. 5. Subsequently, the temperature of the reaction solution was raised to above 90 °C for a molecular rearrangement reaction with a reaction residence time of about 2 h. A solution of diphenylmethylene diamine hydrochloride and polymethylene polyphenylene polyamine hydrochloride was finally obtained. 6. Of the reaction mixture from the condensing reactor 1, 92 vol% was returned to the recirculation tubes as a recirculating solution and flowed through the heat exchanger 7, while the remaining 8 vol% was discharged and neutralized with a sodium hydroxide solution at a concentration of 42 wt%. 7. The brine phase was separated from the polyamine organic phase, the polyamine organic phase was washed with water and purified to give a final mixture of diphenylmethylene diamine and polymethylene polyphenylene polyamine. The product composition is detailed in Table 2.
References
[1] Patent: EP2145874, 2010, A1. Location in patent: Page/Page column 6
2,2'-methylenedianiline Preparation Products And Raw materials
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