1-Vinylpyrene

Base Information

• Chemical Name: 1-Vinylpyrene
• CAS No.: 17088-21-0
• Molecular Formula: C18H12
• Molecular Weight: 228.293
• Hs Code.: 2902909090
• UNII: B8HS8V7NH6
• DSSTox Substance ID: DTXSID90168961
• Nikkaji Number: J78.799J
• Wikidata: Q83038582
• Mol file: 17088-21-0.mol

Synonyms:1-ethenylpyrene;1-vinylpyrene

Chemical Property of 1-Vinylpyrene

Chemical Property:

• Vapor Pressure: 1.5E-06mmHg at 25°C
• Melting Point: 87-89 °C
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 409.8°Cat760mmHg
• Flash Point: 193°C
• PSA: 0.00000
• Density: 1.214g/cm³
• LogP: 5.22700
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 228.093900383
• Heavy Atom Count: 18
• Complexity: 331

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC1=C2C=CC3=CC=CC4=C3C2=C(C=C4)C=C1

Technology Process of 1-Vinylpyrene

There total 15 articles about 1-Vinylpyrene 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: 95.0%

1-methyl-2-(methylsulfonyl)-1H-benzo[d]imidazole (61078-14-6) + pyrene-1-aldehyde (3029-19-4) → 1-vinylpyrene (17088-21-0)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.joc.0c01227

Reference yield: 82.0%

pyrene-1-aldehyde (3029-19-4) + Methyltriphenylphosphonium bromide (1779-49-3) → 1-vinylpyrene (17088-21-0)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 0.166667h; Inert atmosphere;

pyrene-1-aldehyde; In tetrahydrofuran; hexane; at 20 ℃; Inert atmosphere;

DOI:10.1039/c2cc36107h

Reference yield: 70.0%

pyrene-1-aldehyde (3029-19-4) + methyl-triphenylphosphonium iodide (2065-66-9) → 1-vinylpyrene (17088-21-0)

Guidance literature:

methyl-triphenylphosphonium iodide; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

pyrene-1-aldehyde; In tetrahydrofuran; at 0 - 20 ℃; for 4h; Inert atmosphere;

DOI:10.1039/d0nj03228j

upstream raw materials:

alpha-Methyl-1-pyrenemethanol

pyrene-1-aldehyde

methyl-triphenylphosphonium iodide

Methyltriphenylphosphonium bromide

Downstream raw materials:

pyrene-1-aldehyde

1-ethylpyrene

4-(2-pyren-1-yl-ethyl)-benzonitrile

Refernces

• 1、 Sun, Mingtai,Yang, Xin,Zhang, Yuannian,Wang, Suhua,Wong, Ming Wah,Ni, Runyan,Huang, Dejian. "Rapid and Visual Detection and Quantitation of Ethylene Released from Ripening Fruits: The New Use of Grubbs Catalyst". . p. 507 - 513. Retrieved 2019.
• 2、 Unny, Divya,Kandregula, Ganapathi Rao,Sivanadanam, Jagadeeswari,Ramanujam, Kothandaraman. "Molecular engineering of pyrene carbazole dyes with a single bond and double bond as the mode of linkage". . p. 16511 - 16525. Retrieved 2020.
• 3、 Rajakumar, Perumal,Visalakshi, Kathiresan,Ganesan, Shanmugam,Maruthamuthu, Pichai,Suthanthiraraj, Samuel Austin. "Synthesis and dye-sensitized solar cell application of polyolefinic aromatic molecules with pyrene as surface group". . p. 951 - 956. Retrieved 2011.
• 4、 Tsuchida, Akira,Yamamoto, Masahide,Nishijima, Yasunori. "Laser Photolysis Studies on -Photocycloreversion and Phtoisomerization Reactions of trans- and cis-1,2-Di(1-pyrenyl)cyclobutane Dimers through Radical Ion Intermediates". . p. 3402 - 3410. Retrieved 1991.
• 5、 Ando, Kaori,Oguchi, Mai,Kobayashi, Takahisa,Asano, Haruka,Uchida, Nariaki. "Methylenation for Aldehydes and Ketones Using 1-Methylbenzimidazol-2-yl Methyl Sulfone". . p. 9936 - 9943. Retrieved 2020/09/04.