4,4'-Ethylenedianiline

Base Information

• Chemical Name: 4,4'-Ethylenedianiline
• CAS No.: 621-95-4
• Deprecated CAS: 35860-42-5
• Molecular Formula: C14H16N2
• Molecular Weight: 212.294
• Hs Code.: 2921590090
• European Community (EC) Number: 210-716-7
• NSC Number: 60033,44062,580
• DSSTox Substance ID: DTXSID3060742
• Nikkaji Number: J47.721D
• Wikidata: Q72474724
• ChEMBL ID: CHEMBL1704183
• Mol file: 621-95-4.mol

Synonyms:1,2-bis(4-aminophenyl)ethane;4,4'-diaminodibenzyl;4,4'-diaminodibenzyl monohydrochloride

Chemical Property of 4,4'-Ethylenedianiline

Chemical Property:

• Appearance/Colour: Beige powder
• Vapor Pressure: 0.001Pa at 20℃
• Melting Point: 133-137 °C(lit.)
• Refractive Index: 1.4400 (estimate)
• Boiling Point: 381.9 °C at 760 mmHg
• PKA: 5.17±0.10(Predicted)
• Flash Point: 220.6 °C
• PSA: 52.04000
• Density: 1.132 g/cm³
• LogP: 3.79860
• Storage Temp.: room temp
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 212.131348519
• Heavy Atom Count: 16
• Complexity: 167

Purity/Quality:

99.9% ^*data from raw suppliers

4,4''-Ethylenedianiline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCC2=CC=C(C=C2)N)N
• Uses: 4,4'-Ethylenedianiline is used as a reagent in the synthesis of new substituted Bis[2-Imino-3(substituted)-4-phenyl-3H-thiazole] derivativatives and in evaluation of their antibacterial activity. 4,4''-Ethylenedianiline is used as a reagent in the synthesis of new substituted Bis[2-Imino-3(substituted)-4-phenyl-3H-thiazole] derivativatives and in evaluation of their antibacterial activity. 4,4′-Ethylenedianiline may be used as an internal standard for the determination of 4,4′-methylenedianiline in urine samples using gas chromatography coupled with mass spectrometry (GC-MS).

Technology Process of 4,4'-Ethylenedianiline

There total 27 articles about 4,4'-Ethylenedianiline 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: 99.0%

4,4'-diaminostilbene (621-96-5) → 4,4'-diaminodihydrostilbene (621-95-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 5h;

DOI:10.1016/j.polymer.2015.12.008

Reference yield: 95.0%

1,2-bis(4-nitrophenyl)ethane (736-30-1) → 4,4'-diaminodihydrostilbene (621-95-4)

Guidance literature:

With formic acid; zinc; palladium on activated charcoal;

DOI:10.1021/jf0342324

Reference yield: 86.9%

4,4'-dinitrobenzil (6067-45-4) → 4,4'-diaminodihydrostilbene (621-95-4)

Guidance literature:

With Raney Ni-Al alloy; water; potassium hydroxide; at 90 ℃; for 9h;

DOI:10.3184/030823409X12506792542783

upstream raw materials:

1,2-bis(4-nitrophenyl)ethane

p-toluidine

1,1'-(1,2-ethanediyl)bisbenzene

ethanol

Downstream raw materials:

N,N'-bibenzyl-4,4'-diyl-bis-benzenesulfonamide

4,4'-ethylenediphenol

4,4'-ethanediyl-bis-cyclohexylamine

N-(4-{2-[4-(Ethoxyoxalyl-amino)-phenyl]-ethyl}-phenyl)-oxalamic acid ethyl ester

Refernces

Dimeric and trimeric molybdenum( II) complexes containing 2-substituted η³-bonded butadienyl bridging ligands

10.1016/s0022-328x(97)00456-7

The study investigates the formation of dimeric and trimeric molybdenum(II) complexes containing 2-substituted 3-bonded butadienyl bridging ligands. The starting material used is [MoCI(CO)2(@-CH2(COCI)C=CH2)phen] (phen = 1,10-phenanthroline) (1). When 1 reacts with 1,2-ethanediol or N,N'-diethylethylenediamine in a 2:1 mole ratio, dimeric complexes [MoCI(CO)2(@-CH/(COACH2)C=CH2)phen]2 are formed, where A represents the substituent group (A = O for ester, A = NEt for amide). Reactions with hydroquinone or 1,4-phenylenediamine yield monomeric complexes [MoCI(CO)2(@-CH2(COA)C=CH2)phen], while dimeric complexes are isolated from reactions involving 4,4'-ethylenedianiline or p-xylylenediamine. Attempts to prepare a novel complex bridged by three linked amide substituted butadienyl groups using diethylenetriamine were unsuccessful. However, reaction of 1 with triethanolamine or tris(2-aminoethyl)amine in a 3:1 mole ratio gives trimeric complexes [MoCI(CO)2(~/a-CH2(COACH2CH2)C=CH2)phen]3 N (A = O, NH) in good yield. The study establishes conditions for the formation of these complexes and examines the boundaries of dimer and trimer formation using various bifunctional and trifunctional reagents.