2-Methyltriphenylene

Base Information

• Chemical Name: 2-Methyltriphenylene
• CAS No.: 1705-84-6
• Molecular Formula: C19H14
• Molecular Weight: 242.32
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID90937775
• Nikkaji Number: J103.037J
• Wikidata: Q82913989
• Mol file: 1705-84-6.mol

Synonyms:2-Methyltriphenylene;1705-84-6;Triphenylene, 2-methyl-;TRIPHENYLENE,2-METHYL-;DTXSID90937775;1-Methyl-9,10-benzophenanthrene;AKOS004908297

Chemical Property of 2-Methyltriphenylene

Chemical Property:

• PSA: 0.00000
• LogP: 5.45460
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 242.109550447
• Heavy Atom Count: 19
• Complexity: 320

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)C3=CC=CC=C3C4=CC=CC=C42

Technology Process of 2-Methyltriphenylene

There total 14 articles about 2-Methyltriphenylene 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: 35.0%

2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → triphenylene (217-59-4) + 2-methyltriphenylene (1705-84-6)

Guidance literature:

With cesium fluoride; In toluene; acetonitrile; at 110 ℃;

DOI:10.1021/jo0619534

Reference yield: 23.0%

[1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate (189999-35-7) + toluene (108-88-3,15644-74-3,16713-13-6) → 2-methyltriphenylene (1705-84-6) + 1-methyltriphenylene (2871-91-2)

Guidance literature:

With silver hexafluoroantimonate; palladium(II) trifluoroacetate; trifluoroacetic acid; at 130 ℃; for 24h; Overall yield = 65percent; Overall yield = 31 mg; Molecular sieve; Sealed tube;

DOI:10.1021/acs.orglett.9b02583

Reference yield: 12.0%

2-iodo-4'-methylbiphenyl (14385-93-4) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → triphenylene (217-59-4) + 2-methyltriphenylene (1705-84-6)

Guidance literature:

With cesium fluoride; tris-(o-tolyl)phosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In acetonitrile; at 110 ℃; for 24h;

DOI:10.1021/jo0619534

upstream raw materials:

2-iodo-4'-methylbiphenyl

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

C₁₉H₁₅F

2-iodo-3’-methylbiphenyl

Refernces

• 1、 Lee, Jae Bin,Jeon, Min Ho,Seo, Jeong Kon,Von Helden, Gert,Rohde, Jan-Uwe,Zhao, Bum Suk,Seo, Jongcheol,Hong, Sung You. "Annulative π-Extension of Unactivated Benzene Derivatives through Nondirected C-H Arylation". . p. 7004 - 7008. Retrieved 2019.
• 2、 Iwasaki, Masayuki,Iino, Shohei,Nishihara, Yasushi. "Palladium-catalyzed annulation of o-iodobiphenyls with o-bromobenzyl alcohols: Synthesis of functionalized triphenylenes via C-C and C-H bond cleavages". . p. 5326 - 5329. Retrieved 2013.
• 3、 Gutiérrez-Ordaz, Rubén,García, Juventino J.. "Desulfurization of dibenzothiophene and dibenzothiophene sulfone via Suzuki–Miyaura type reaction: Direct access to o-terphenyls and polyphenyl derivatives". . p. 373 - 381. Retrieved 2018/08/31.