1,2,3-Triphenylcyclopropene

Base Information

• Chemical Name: 1,2,3-Triphenylcyclopropene
• CAS No.: 16510-49-9
• Molecular Formula: C21H16
• Molecular Weight: 268.358
• Hs Code.: 2902909090
• European Community (EC) Number: 240-579-9
• NSC Number: 122605
• DSSTox Substance ID: DTXSID60167845
• Nikkaji Number: J318.225H
• Mol file: 16510-49-9.mol

Synonyms:1,2,3-TRIPHENYLCYCLOPROPENE;16510-49-9;(2,3-diphenylcyclopropen-1-yl)benzene;TRIPHENYLCYCLOPROPENE;EINECS 240-579-9;1,1',1''-(1-Cyclopropene-1,2,3-triyl)trisbenzene;NSC122605;DTXSID60167845;Cyclopropene, 1,2,3-triphenyl-;cyclopropene-1,2,3-triyltribenzene;AKOS003671010;NSC 122605;NSC-122605;cycloprop-1-ene-1,2,3-triyltribenzene;(2,3-diphenyl-1-cyclopropenyl)-benzene;(2,3-diphenyl-2-cyclopropen-1-yl)benzene;FT-0606234;Benzene, 1,1',1''-(1-cyclopropene-1,2,3-triyl)tris-

Chemical Property of 1,2,3-Triphenylcyclopropene

Chemical Property:

• Vapor Pressure: 4.93E-05mmHg at 25°C
• Melting Point: 112 °C(Solv: ethanol (64-17-5))
• Boiling Point: 359.4°Cat760mmHg
• Flash Point: 165.9°C
• PSA: 0.00000
• Density: 1.141g/cm³
• LogP: 5.39480
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 268.125200510
• Heavy Atom Count: 21
• Complexity: 345

Purity/Quality:

98%min ^*data from raw suppliers

1,2,3-TRIPHENYL-1-CYCLOPROPENE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2C(=C2C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of 1,2,3-Triphenylcyclopropene

There total 22 articles about 1,2,3-Triphenylcyclopropene 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%

triphenylcyclopropenylium hydrogen dichloride → 1,2,3-triphenylcyclopropene (16510-49-9)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 20 ℃;

DOI:10.1021/jacs.7b08570

Reference yield: 74.0%

1,2,3-triphenyl-3-(trimethylsilyl)cyclopropene (87189-99-9) → 1,2,3-triphenylcyclopropene (16510-49-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 65 ℃; for 48h;

DOI:10.1021/ja00358a054

Reference yield: 43.0%

N'-benzylidene-2-nitrobenzenesulfonohydrazide (97025-65-5) + diphenyl acetylene (501-65-5) → 1,2,3-triphenylcyclopropene (16510-49-9)

Guidance literature:

N'-benzylidene-2-nitrobenzenesulfonohydrazide; With sodium hydride; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere; Sealed tube;

diphenyl acetylene; With silver trifluoroacetate; In dichloromethane; at 40 ℃; for 18h; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.201605335

upstream raw materials:

tert-butyl(1,2,3-triphenyl-1-cyclopropen-3-yl)ether

1,2,3-triphenylpropenone tosylhydrazone

<3-(1,2,3-triphenylcyclopropenyl)>(4'-cyanophenyl)malonitrile

<3-(1,2,3-triphenylcyclopropenyl)>(3'-nitrophenyl)malonitrile

Downstream raw materials:

<3-(1,2,3-triphenylcyclopropenyl)>(4'-nitrophenyl)malonitrile

<3-(1,2,3-triphenylcyclopropenyl)>(4'-cyanophenyl)malonitrile

1,2,3-triphenylindolizine

3,4,5,7-Tetraphenyl-4H-azepine-2-carboxylic acid methyl ester

Refernces

• 1、 Bartmess, John E.,Kester, John,Borden, Weston T.,Koeser, Hans Guenther. "Triphenylcyclopropenide Anion in the Gas Phase". . p. 5931 - 5934. Retrieved 1986.
• 2、 Kudryavtseva, G. A.,Nesmeyanova, O. A.. "REACTION OF 1,2,3-TRIPHENYLCYCLOPROPENE WITH FREE BROMINE IN SOLVENTS OF VARIABLE POLARITY". . p. 1783 - 1785. Retrieved 1980.
• 3、 Arnett, Edward M.,Molter, Kent. "Termodynamics and Kinetics of Carbon-Carbon Bond Formation and Heterolysis Through Reactions of Carbocations with Carbanions in Solution". . p. 383 - 389. Retrieved 2007/10/02.