951-87-1

Basic information

• Product Name: meso-1,2-Diphenylethylenediamine
• Synonyms: MESO-1,2-DIPHENYLETHYLENEDIAMINE;meso-1,2-Diphenylethylenediamine 98%;meso-1,2-Diphenylethylenediamine
• CAS NO: 951-87-1
• Molecular Formula: C₁₄H₁₆N₂
• Molecular Weight: 212.29
• Product Categories: Nitrogen Compounds;Organic Building Blocks;Polyamines
• Mol File: 951-87-1.mol
• Article Data: 20

Chemical Properties

• Melting Point: 118-122°C
• Boiling Point: 353.9 °C at 760 mmHg
• Flash Point: 199.9 °C
• Appearance: /
• Density: 1.106 g/cm³
• Vapor Pressure: 3.48E-05mmHg at 25°C
• Refractive Index: 1.619
• PKA: 9.78±0.10(Predicted)
• CAS DataBase Reference: meso-1,2-Diphenylethylenediamine(CAS DataBase Reference)
• NIST Chemistry Reference: meso-1,2-Diphenylethylenediamine(951-87-1)
• EPA Substance Registry System: meso-1,2-Diphenylethylenediamine(951-87-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 951-87-1(Hazardous Substances Data)

Usage

General Description

Meso-1,2-Diphenylethylenediamine, also known as N,N'-Diphenylethane-1,2-diamine, is an organic compound with the chemical formula C14H16N2. It is a white to slightly yellow powder that is sparingly soluble in water and soluble in organic solvents. Meso-1,2-Diphenylethylenediamine is commonly used as a catalyst in the production of polyurethane foams, elastomers, and coatings. It is also utilized as a stabilizer for certain types of polymers and as an intermediate in the synthesis of pharmaceuticals and other organic compounds. The compound has potential health hazards and should be handled with care, as it can cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C14H16N2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13-14H,15-16H2/t13-,14+

Upstream product

• 572-45-2 benzil dioxime 
• 64-17-5 ethanol 
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• 33722-46-2 isoamarine 
• 588-59-0 stilbene 
• 861552-39-8 4,5-diphenyl-2,5-dihydro-1H-imidazole-2-thiol 
• 100-52-7 benzaldehyde 
• 951-87-1 rac-1,2-diphenylethylene-1,2-diamine 
• 591-51-5 phenyllithium 
• 108-94-1 cyclohexanone 
• 134-81-6 benzil 
• 90-02-8 salicylaldehyde 
• 41013-29-0 N,N'-disalicylidene-(R,S)(S,R)-1,2-diphenyl-1,2-ethanediamine 

Downstream Products

• 124932-30-5 2-(trans-4,5-diphenyl-4,5-dihydro-1H-imidazol-2-yl)-pyridine 
• 29841-69-8 (S,S)-1,2-diphenyl-1,2-diaminoethane 
• 35132-20-8 (R,R)-1,2-diphenylethylenediamine 
• 951-87-1 2-diphenyl-1,2-ethylenediamine 
• 642-04-6 2,3,5,6-tetraphenylpyrazine 
• 40208-71-7 2,3,5,6-tetraphenyl-2,3-dihydro-pyrazine 
• 40208-60-4 2r,3t,5,6-tetraphenyl-2,3-dihydro-pyrazine 
• 1250-20-0 N,N'-Bis-<2,2-dimethyl-butyliden-(3)>-meso-1,2-diamino-1,2-diphenyl-ethan 
• 3190-18-9 N_.N'-Bis-benzhydryliden-meso-1.2-diphenyl-aethylendiamin 
• 1261-93-4 N_.N'-Bis-diisopentylmethylen-meso-1.2-diphenyl-aethylendiamin 
• 1181-18-6 N_.N'-Bis-diisobutylmethylen-meso-1.2-diphenyl-aethylendiamin 
• 3239-07-4 N_.N'-Bis-cyclohexyliden-meso-1.2-diphenyl-aethylendiamin 
• 3190-01-0 meso-α.α'-bis-benzylidenamino-bibenzyl 
• 3190-19-0 N.N'-Bis-<2.2.2-trichlor-aethyliden>-meso-1.2-diphenyl-aethylendiamin 

Relevant articles and documents

A New, Short, and Stereocontrolled Synthesis of C2-Symmetric 1,2-Diamines

The previously unknown 5-spirocyclohexylisoimidazole has been made efficiently and simply by reaction of ammonia, glyoxal hydrate, and cyclohexanone. It is a very useful precursor for the diastereocontrolled synthesis of many C2-symmetric 1,2-diamines, a class which is important for the generation of a variety of C2-symmetric reagents and catalysts for enantioselective synthesis.

Enantio- and Diastereoselective Nitro-Mannich Reaction of α-Aryl Nitromethanes with Amidosulfones Catalyzed by Phase-Transfer Catalysts

A high-yield, highly diastereo- and enantioselective nitro-Mannich reaction of α-aryl nitromethanes with amidosulfones catalyzed by a novel chiral phase-transfer catalyst, bearing multiple H-bonding donors, derived from quinine was developed. A variety of α-aryl nitromethanes and amidosulfones were investigated; and the corresponding products were obtained in excellent yields with excellent diastereo- and enantioselectivities (up to 99% yield, > 99:1 dr and >99% ee). As a demonstration of synthetic utility, the resulting β-nitroamines could be converted to corresponding meso-symmetric and optically pure unsymmetric anti-1,2-diarylethylenediamines.

Enantioseparation of 1-arylethanols via a supramolecular chiral host consisting of N-(2-naphthoyl)-l-aspartic acid and an achiral diamine

A supramolecular chiral host consisting of N-(2-naphthoyl)-l-aspartic acid (L-1) and meso-1,2-diphenylethylenediamine (2) is effective in enantioseparation of 1-arylethanols (up to 96% ee with 100% inclusion ratio). Here we report three different methods to prepare the inclusion crystals and discuss the chiral recognition mechanism on the basis of X-ray crystallography results.