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4,4'-Methylenebis(N,N-diglycidylaniline)
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Name

4,4'-Methylenebis(N,N-diglycidylaniline)

 EINECS 249-204-3
CAS No. 28768-32-3 Density 1.15 g/cm3
PSA 56.60000 LogP 2.48540
Solubility 9.2mg/L at 20℃ Melting Point N/A
Formula C25H30N2O4 Boiling Point 619.3 °C at 760 mmHg
Molecular Weight 422.524 Flash Point 113 °C
Transport Information N/A Appearance N/A
Safety 36/37 Risk Codes 43
Molecular Structure Molecular Structure of 28768-32-3 (4,4'-Methylenebis(N,N-diglycidylaniline)) Hazard Symbols IrritantXi
Synonyms

Aniline,4,4'-methylenebis[N,N-bis(2,3-epoxypropyl)- (6CI,8CI);Oxiranemethanamine,N,N'-(methylenedi-4,1-phenylene)bis[N-(oxiranylmethyl)- (9CI);4,4'-Methylenebis[N,N-diglycidylaniline];Bis[4-(diglycidylamino)phenyl]methane;N,N,N',N'-Tetraglycidyl-4,4'-diaminodiphenylmethane;N,N,N',N'-Tetraglycidyl-4,4'-methylenebisbenzenamine;N,N,N',N'-Tetraglycidylbis(p-aminophenyl)methane;Tetraglycidyl 4,4'-diaminodiphenylmethane;Tetraglycidyl methylenedianiline;

Article Data 6

4,4'-Methylenebis(N,N-diglycidylaniline) Synthetic route

C25H34Cl4N2O4

28768-32-3

N,N,Ν',N'-tetraglycidyl-4,4'-diaminodiphenylmethane

Conditions
ConditionsYield
With sodium hydroxide In water at 50℃; for 1.5h; Temperature;96%
With sodium hydroxide at 45℃; under 760.051 Torr; for 2.5h; Temperature;91%
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In water at 30℃; for 2h; Flow reactor;88.4%
101-77-9

4,4'-diamino diphenyl methane

106-89-8

epichlorohydrin

28768-32-3

N,N,Ν',N'-tetraglycidyl-4,4'-diaminodiphenylmethane

Conditions
ConditionsYield
Stage #1: 4,4'-diamino diphenyl methane; epichlorohydrin With lanthanum nitrate In toluene at 60 - 85℃; under 150.015 - 300.03 Torr;
Stage #2: With benzyltrimethylammonium chloride; sodium hydroxide In water; toluene at 60 - 70℃; under 150.015 - 375.038 Torr; Pressure; Reagent/catalyst;		91%
101-77-9

4,4'-diamino diphenyl methane

28768-32-3

N,N,Ν',N'-tetraglycidyl-4,4'-diaminodiphenylmethane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid / 80 °C / Flow reactor
2: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / water / 2 h / 30 °C / Flow reactor
View Scheme
110-85-0

piperazine

28768-32-3

N,N,Ν',N'-tetraglycidyl-4,4'-diaminodiphenylmethane

4,4'-methylene-bis(N,N-di-2-hydroxypropyl-3-piperazinylaniline)

Conditions
ConditionsYield
In methanol; diethylene glycol dimethyl ether at 60℃; for 65h;94%
28768-32-3

N,N,Ν',N'-tetraglycidyl-4,4'-diaminodiphenylmethane

6290-05-7

Diethyl iminodiacetate

C57H90N6O20

Conditions
ConditionsYield
In methanol; dichloromethane at 20 - 40℃; for 130.5h;78%
28768-32-3

N,N,Ν',N'-tetraglycidyl-4,4'-diaminodiphenylmethane

100-61-8

N-methylaniline

C53H66N6O4

Conditions
ConditionsYield
at 110℃; for 24h; Inert atmosphere;52%
28768-32-3

N,N,Ν',N'-tetraglycidyl-4,4'-diaminodiphenylmethane

13676-54-5

1,1'-(methylenedi-4,1-phenylene)bismaleimide

80-08-0

dapsone

polymer; monomer(s): N,N,N\,,N\-tetraglycidyl-4,4\-diaminodiphenylmethane; 4,4\-diaminodiphenyl sulfone; 4,4\-bis(maleimido)diphenylmethane

polymer; monomer(s): N,N,N\,,N\-tetraglycidyl-4,4\-diaminodiphenylmethane; 4,4\-diaminodiphenyl sulfone; 4,4\-bis(maleimido)diphenylmethane

Conditions
ConditionsYield
Stage #1: N,N,Ν',N'-tetraglycidyl-4,4'-diaminodiphenylmethane; 1,1'-(methylenedi-4,1-phenylene)bismaleimide; dapsone at 140℃; for 16h;
Stage #2: at 200℃; for 4h;
28768-32-3

N,N,Ν',N'-tetraglycidyl-4,4'-diaminodiphenylmethane

80-08-0

dapsone

polymer; monomer(s): N,N,N\,,N\-tetraglycidyl-4,4\-diaminodiphenylmethane; 4,4\-diaminodiphenyl sulfone

polymer; monomer(s): N,N,N\,,N\-tetraglycidyl-4,4\-diaminodiphenylmethane; 4,4\-diaminodiphenyl sulfone

Conditions
ConditionsYield
Stage #1: N,N,Ν',N'-tetraglycidyl-4,4'-diaminodiphenylmethane; dapsone at 140℃; for 16h;
Stage #2: at 200℃; for 4h;
292638-84-7

styrene

28768-32-3

N,N,Ν',N'-tetraglycidyl-4,4'-diaminodiphenylmethane

polymer, Mw/Mn = 1.27; monomer(s): styrene; 4,4\-methylene-bis(N,N\-diglycidylaniline)

polymer, Mw/Mn = 1.27; monomer(s): styrene; 4,4\-methylene-bis(N,N\-diglycidylaniline)

Conditions
ConditionsYield
With bis(cyclopentadienyl)titanium (III) chloride In 1,4-dioxane at 90℃; Kinetics;
With bis(cyclopentadienyl)titanium (III) chloride In 1,4-dioxane at 90℃;
292638-84-7

styrene

28768-32-3

N,N,Ν',N'-tetraglycidyl-4,4'-diaminodiphenylmethane

polymer, Mn,GPC = 7496, Mw/Mn = 1.09; monomer(s): styrene; 4,4\-methylene-bis(N,N\-diglycidylaniline)

polymer, Mn,GPC = 7496, Mw/Mn = 1.09; monomer(s): styrene; 4,4\-methylene-bis(N,N\-diglycidylaniline)

Conditions
ConditionsYield
With bis(cyclopentadienyl)titanium (III) chloride In 1,4-dioxane at 90℃; for 7h;

4,4'-Methylenebis(N,N-diglycidylaniline) Specification

The 4,4'-Methylenebis(N,N-diglycidylaniline), with the CAS registry number 28768-32-3, is also known as 4,4'-Methylenebis[N,N-bis(2,3-epoxypropyl)aniline]. It belongs to the product categories of Organics; Epoxide Monomers; Monomers; Polymer Science. Its EINECS number is 249-204-3. This chemical's molecular formula is C25H30N2O4 and formula weight is 422.52. What's more, its IUPAC name and systematic name are the same which is called 4-[[4-[bis(oxiran-2-ylmethyl)amino]phenyl]methyl]-N,N-bis(oxiran-2-ylmethyl)aniline.

Physical properties of 4,4'-Methylenebis(N,N-diglycidylaniline): (1)ACD/LogP: 3.92; (2)ACD/LogD (pH 5.5): 3.87; (3)ACD/LogD (pH 7.4): 3.92; (4)ACD/BCF (pH 5.5): 502.87; (5)ACD/BCF (pH 7.4): 564.01; (6)ACD/KOC (pH 5.5): 2890.35; (7)ACD/KOC (pH 7.4): 3241.82; (8)#H bond acceptors: 6; (9)#Freely Rotating Bonds: 12; (10)Index of Refraction: 1.654; (11)Molar Refractivity: 119.55 cm3; (12)Molar Volume: 326 cm3; (13)Surface Tension: 66.4 dyne/cm; (14)Density: 1.295 g/cm3; (15)Flash Point: 177.1 °C; (16)Enthalpy of Vaporization: 91.8 kJ/mol; (17)Boiling Point: 619.3 °C at 760 mmHg; (18)Vapour Pressure: 2.9E-15 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. In addition, it may cause sensitisation by skin contact. Wheneve you will contact it, please wear suitable protective clothing and gloves.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1C(O1)CN(CC2CO2)C3=CC=C(C=C3)CC4=CC=C(C=C4)N(CC5CO5)CC6CO6
(2)InChI: InChI=1S/C25H30N2O4/c1-5-20(26(10-22-14-28-22)11-23-15-29-23)6-2-18(1)9-19-3-7-21(8-4-19)27(12-24-16-30-24)13-25-17-31-25/h1-8,22-25H,9-17H2
(3)InChIKey: FAUAZXVRLVIARB-UHFFFAOYSA-N

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