150-61-8

Basic information

• Product Name: 1,2-DIANILINOETHANE
• Synonyms: n,n’-diphenyl-ethylenediamin;N,N'-Difenylethylendiamin;N,N'-Diphenyl-1,2-ethylenediamine;N,N'-Diphenyl-alpha,omega-diaminoethane;NODX;Stabilite;sym-Diphenylethylenediamine;N,N-Diphenylethylenediamine~Wanzlicks
• CAS NO: 150-61-8
• Molecular Formula: C₁₄H₁₆N₂
• Molecular Weight: 212.29
• EINECS: 205-765-6
• Mol File: 150-61-8.mol
• Article Data: 37

Chemical Properties

• Melting Point: 65-67 °C(lit.)
• Boiling Point: 228°C 12mm
• Flash Point: 228°C/12mm
• Appearance: /
• Density: 1.0799 (rough estimate)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• PKA: 4.67±0.50(Predicted)
• Water Solubility: Sparingly soluble in water 0.072 g/L @ 25°C.
• Merck: 14,2990
• BRN: 646740
• CAS DataBase Reference: 1,2-DIANILINOETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DIANILINOETHANE(150-61-8)
• EPA Substance Registry System: 1,2-DIANILINOETHANE(150-61-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: KV4800000
• F: 34
• TSCA: Yes
• Hazardous Substances Data: 150-61-8(Hazardous Substances Data)

Usage

Chemical Properties

BEIGE TO LIGHT BROWN CRYSTALLINE POWDER

Uses

1,2-Dianilinoethane can forms crystalline imidazolidines with aldehydes in the presence of AcOH. N-donating ligand. Can be used as a trapping agent for aldehydes.

Synthesis Reference(s)

Synthetic Communications, 22, p. 1081, 1992 DOI: 10.1080/00397919208019300

Purification Methods

Crystallise the reagent from aqueous EtOH or MeOH. [Beilstein 12 H 543, 12 IV 986.]

InChI:InChI=1/C14H16N2/c15-11-12-16(13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10H,11-12,15H2

Upstream product

• 107-06-2 1,2-dichloro-ethane 
• 62-53-3 aniline 
• 80-41-1 2-chloroethyl tosylate 
• 620-81-5 N,N'-Diphenyloxamid 
• 56018-54-3 2-styryl-N,N'-diphenyl-1,3-imidazolidine 
• 107-21-1 ethylene glycol 
• 56-23-5 tetrachloromethane 
• 4979-29-7 N,N'-dinitroso-N,N'-diphenyl-ethylenediamine 
• 762-50-5 1-chloro-2-fluoroethane 
• 7647-01-0 hydrogenchloride 
• 7025-95-8 N,N'-dimethyl-N,N'-diphenylethylenediamine 
• 2179-90-0 2-tert-butyl-1,3-diphenyl-[1,3,2]diazaborolidine 
• 2179-98-8 2-(1,1-dibutyl-pentyl)-1,3-diphenyl-[1,3,2]diazaborolidine 
• 2179-97-7 2-(1,1-dibenzyl-2-phenyl-ethyl)-1,3-diphenyl-[1,3,2]diazaborolidine 

Downstream Products

• 103158-67-4 N-[1-(1,3-diphenyl-imidazolidine-2-carbonyl)-propyl]-phthalimide 
• 118765-56-3 3-(1,3-diphenyl-imidazolidin-2-ylmethyl)-4-(2-methyl-[1,3]dioxolan-2-ylmethyl)-indole 
• 613-39-8 1,4-diphenyl-piperazine 
• 32411-73-7 N,N'-ethanediyl-bis-acetanilide 
• 59281-86-6 N-(2-anilino-ethyl)-acetanilide 
• 103-84-4 Acetanilid 
• 54172-96-2 N,N′-diphenyl-N,N′-bis(pyridin-2-ylmethyl)ethane-1,2-diamine 
• 56018-53-2 2-(4-methoxy-phenyl)-1,3-diphenyl-imidazolidine 
• 96618-38-1 4-(1,3-diphenyl-imidazolidin-2-yl)-2-methoxy-phenol 
• 2513-65-7 1,3-diphenyl-2-methylimidazolidine 
• 2513-66-8 2-ethyl-1,3-diphenyl-imidazolidine 
• 55320-82-6 1,3-diphenyl-2-propyl-imidazolidine 
• 28341-73-3 1,2,3-triphenyl-imidazolidine 
• 94262-35-8 2-isopropyl-1,3-diphenyl-imidazolidine 

Relevant articles and documents

Condensation of aniline and o-hydroxyaniline with 1,2-dibromoethane

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Visible-light-promoted decarboxylative addition cyclization of: N -aryl glycines and azobenzenes to access 1,2,4-triazolidines

Methods for the synthesis of 1,2,4-triazolidines are scarce. Herein, we report a visible-light-promoted decarboxylative addition cyclization of N-aryl glycines and azobenzenes to access such important compounds. Using commercially available methylene blue (MB) as an organic photocatalyst, the reaction proceeded smoothly in the absence of transition-metal catalysts at ambient temperature, affording the corresponding products, 1,2,4-triaryl 1,2,4-triazolidines, in good to excellent yields. This work demonstrates a new synthetic application of readily available azobenenes and provides a novel strategy for constructing 1,2,4-triazolidines.

Synthesis and antioxidant properties of a novel arylamine antioxidant

A novel oil-soluble arylamine antioxidant N1,N2-diphenylethane-1,2-diamine (ND) was successfully synthesized, and the potential antioxidant behavior of which had never been reported before. The structure of ND was characterized via nuclear magnetic resonance (1H NMR, 13C NMR) and electron ionization mass spectrometry. The antioxidant performance of ND and its synergistic effect with 2,6-di-tert-butyl-4-methylphenol (BHT) in di-2-ethylhexyl sebacate were evaluated by pressurized differential scanning calorimetry, thermogravimetry analysis, and hot oil oxidation test. All the results indicated that the synthesized antioxidant ND exhibited outstanding antioxidant performance and showed prominent synergistic effect with BHT in ester base oil. Furthermore, the probable synergistic anti-oxidative effect between ND and BHT was discussed, which was mainly induced by the formation of a fresh BHT radical and the regeneration of ND antioxidant.