meso-1,2-Diphenylethylenediamine

Base Information

• Chemical Name: meso-1,2-Diphenylethylenediamine
• CAS No.: 951-87-1
• Molecular Formula: C₁₄H₁₆N₂
• Molecular Weight: 212.294
• Hs Code.: 2921590090
• European Community (EC) Number: 605-438-1,628-390-3
• UNII: SLY76BC5ZF
• DSSTox Substance ID: DTXSID90915119
• Wikidata: Q72473191
• ChEMBL ID: CHEMBL206743
• Mol file: 951-87-1.mol

Synonyms:1,2-diamino-1,2-diphenylethane;meso-1,2-diphenylethylenediamine;meso-1,2-diphenylethylenediamine, ((R*,R*)-(+-))-isomer;meso-1,2-diphenylethylenediamine, (R*,S*)-isomer;meso-1,2-diphenylethylenediamine, (R-(R*,S*))-isomer;meso-1,2-diphenylethylenediamine, (S-(R*,R*))-isomer

Chemical Property of meso-1,2-Diphenylethylenediamine

Chemical Property:

• Vapor Pressure: 3.48E-05mmHg at 25°C
• Melting Point: 118-122°C
• Refractive Index: 1.619
• Boiling Point: 353.9 °C at 760 mmHg
• PKA: 9.78±0.10(Predicted)
• Flash Point: 199.9 °C
• PSA: 52.04000
• Density: 1.106 g/cm³
• LogP: 3.78700
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 212.131348519
• Heavy Atom Count: 16
• Complexity: 171

Purity/Quality:

98%,99%, ^*data from raw suppliers

meso-1,2-Diphenylethylenediamine >97.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C(C2=CC=CC=C2)N)N
• Isomeric SMILES: C1=CC=C(C=C1)[C@H]([C@H](C2=CC=CC=C2)N)N

Technology Process of meso-1,2-Diphenylethylenediamine

There total 89 articles about meso-1,2-Diphenylethylenediamine 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: 97.0%

tert-butyl [(1S,2R)-2-amino-1,2-diphenylethyl]carbamate → meso-1,2-diphenyl-1,2-diaminoethane (951-87-1,5700-60-7,16635-95-3,29841-69-8,35132-20-8,107133-00-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/acs.joc.7b00306

Reference yield: 78.0%

piperidine (110-89-4) + cis-2,3-Dihydro-2,3-diphenyl-1H-1,4-diazepine (731-65-7,3187-86-8,65424-85-3) → meso-1,2-diphenyl-1,2-diaminoethane (951-87-1,5700-60-7,16635-95-3,29841-69-8,35132-20-8,107133-00-6) + 1,3-Dipiperidinopropenylium-perchlorat

Guidance literature:

With perchloric acid; In methanol; for 4h; Heating;

Reference yield: 77.0%

cis-2,3-Dihydro-2,3-diphenyl-1H-1,4-diazepine (731-65-7,3187-86-8,65424-85-3) → meso-1,2-diphenyl-1,2-diaminoethane (951-87-1,5700-60-7,16635-95-3,29841-69-8,35132-20-8,107133-00-6) + 1,3-Dipiperidinopropenylium-perchlorat

Guidance literature:

With piperidine; perchloric acid; In methanol; for 4h; Heating;

upstream raw materials:

Diphenylglyoxime

4,5-diphenyl-2,5-dihydro-1H-imidazole-2-thiol

benzil dioxime

erythro-N-benzoyl-N'-phenylmethylidene-1,2-diamino-1,2-diphenylethane

Downstream raw materials:

cis-5,6-diphenyl-piperazin-2-one

(S,S)-1,2-diphenyl-1,2-diaminoethane

(R,R)-1,2-diphenylethylenediamine

2-diphenyl-1,2-ethylenediamine

Refernces

• 1、 Vemula, Rajender,Wilde, Nathan C.,Goreti, Rajendar,Corey. "A New, Short, and Stereocontrolled Synthesis of C2-Symmetric 1,2-Diamines". supporting information. p. 3883 - 3886. Retrieved 2017/07/26.
• 2、 Mendez-Sanchez, Daniel,Rios-Lombardia, Nicolas,Garcia-Granda, Santiago,Montejo-Bernardo, Jose,Fernandez-Gonzalez, Alfonso,Gotor, Vicente,Gotor-Fernandez, Vicente. "Lipase-catalyzed desymmetrization of meso-1,2-diaryl-1,2-diaminoethanes". . p. 381 - 386. Retrieved 2014/04/03.