4,4'-Methylenebis(2,6-diisopropylaniline)

Base Information

• Chemical Name: 4,4'-Methylenebis(2,6-diisopropylaniline)
• CAS No.: 19900-69-7
• Deprecated CAS: 66526-20-3,127738-97-0
• Molecular Formula: C25H38 N2
• Molecular Weight: 366.59
• Hs Code.: H2[C6H2[CH(CH3)2]2NH2]2 MOL WT. 366.60
• European Community (EC) Number: 243-421-7
• UNII: 8SEG5U60DC
• DSSTox Substance ID: DTXSID9066544
• Nikkaji Number: J195.926C
• Wikidata: Q27270958
• Mol file: 19900-69-7.mol

Synonyms:4,4'-MBDA;4,4'-methylenebis(2,6-diisopropylaniline)

Chemical Property of 4,4'-Methylenebis(2,6-diisopropylaniline)

Chemical Property:

• Appearance/Colour: Brownish molten
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 10-30 °C
• Refractive Index: 1.7620 (estimate)
• Boiling Point: 215-218 °C (0.5 mmHg) ,481 °C at 760 mmHg
• PKA: 4.99±0.25(Predicted)
• Flash Point: 294 °C
• PSA: 52.04000
• Density: 0.98 g/cm³
• LogP: 8.09780
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: 488ng/L at 23℃
• XLogP3: 7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 366.303499221
• Heavy Atom Count: 27
• Complexity: 366

Purity/Quality:

99.9% ^*data from raw suppliers

4,4''-Methylenebis(2,6-diisopropylaniline) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): UN NO.
• Hazard Codes: Xn
• Statements: 36/38-20/21/22-36/37/38
• Safety Statements: 36/37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CC(=CC(=C1N)C(C)C)CC2=CC(=C(C(=C2)C(C)C)N)C(C)C
• Uses: 4,4'-METHYLENEBIS(2,6-DIISOPROPYLANILINE) is an excellent chain extender for elastomeric polyurethanes (PU) especially useful in systems cured at room temperature. It is also a curing agent for epoxides (EP) and an intermediate for organic syntheses.

Technology Process of 4,4'-Methylenebis(2,6-diisopropylaniline)

There total 3 articles about 4,4'-Methylenebis(2,6-diisopropylaniline) 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: 40.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2,6-diisopropylbenzenamine (24544-04-5) → 4,4'-methylenebis(N-salicylidene-2,6-diisopropylaniline) (19900-69-7)

Guidance literature:

formaldehyd; 2,6-diisopropylbenzenamine; With hydrogenchloride; In water; at 110 ℃;

With hydrogenchloride; In dichloromethane; water; at 20 ℃; for 2h;

With sodium hydroxide; In diethyl ether; water;

Reference yield: 31.0%

2,6-diisopropylbenzenamine (24544-04-5) + dimethyl sulfoxide (67-68-5,8070-53-9) → 2,6-diisopropyl-4-(methylthio)aniline + 4,4'-methylenebis(N-salicylidene-2,6-diisopropylaniline) (19900-69-7)

Guidance literature:

With ammonium iodide; In water; at 140 ℃; for 16h; regioselective reaction; Sealed tube;

DOI:10.1039/c5ob01679g

Reference yield:

→ 4,4'-methylenebis(N-salicylidene-2,6-diisopropylaniline) (19900-69-7)

Guidance literature:

2,6-Diisopropylanilin, H2CO/H+;

upstream raw materials:

formaldehyd

2,6-diisopropylbenzenamine

dimethyl sulfoxide

Downstream raw materials:

[(HO-(3-tert-butyl)C₆H₃-o-C(H)=N-2,6-(iso-propyl)2C₆H₂)2-4-CH₂]

CH₂[C₆H₂(CH(CH₃)2)2NCHC₃N₂(CH₃)2(C₆H₅)O]2

C₄₆H₆₂N₄

4-((4E)-4-(1-(6-((E)-1-(2,6-diisopropylphenylimino)ethyl)pyridine-2-yl)ethyldeneamino)-3,5-diisopropylbenzyl)-2,6-diisopropylbenzenamine