9-(2-Methylphenyl)anthracene

Base Information

• Chemical Name: 9-(2-Methylphenyl)anthracene
• CAS No.: 23674-13-7
• Molecular Formula: C21H16
• Molecular Weight: 268.358
• NSC Number: 99480
• DSSTox Substance ID: DTXSID30295068
• Nikkaji Number: J2.645.581B
• Wikidata: Q82034755
• Mol file: 23674-13-7.mol

Synonyms:23674-13-7;9-(2-methylphenyl)anthracene;NSC99480;DTXSID30295068;YAA79039;NSC-99480

Chemical Property of 9-(2-Methylphenyl)anthracene

Chemical Property:

• Vapor Pressure: 2.53E-06mmHg at 25°C
• Boiling Point: 402.6°Cat760mmHg
• Flash Point: 191.7°C
• Density: 1.121g/cm³
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 268.125200510
• Heavy Atom Count: 21
• Complexity: 324

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C2=C3C=CC=CC3=CC4=CC=CC=C42

Technology Process of 9-(2-Methylphenyl)anthracene

There total 14 articles about 9-(2-Methylphenyl)anthracene 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: 99.0%

9-Bromoanthracene (1564-64-3) + 2-Methylphenylboronic acid (16419-60-6) → 9-(2-methylphenyl)anthracene (23674-13-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium phosphate monohydrate; C₃₀H₂₅FeP; In toluene; at 100 ℃; for 24h; Sealed tube;

DOI:10.1002/ejoc.201402861

Reference yield: 97.0%

9-chloroanthracene (716-53-0) + 2-Methylphenylboronic acid (16419-60-6) → 9-(2-methylphenyl)anthracene (23674-13-7)

Guidance literature:

With potassium phosphate monohydrate; 9-(2-(dicyclohexylphosphino)phenyl)-9H-carbazole; palladium diacetate; phenylboronic acid; In 1,4-dioxane; at 110 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c1cc10708a

Reference yield: 94.0%

anthracen-9-yl pivalate + 2-Methylphenylboronic acid (16419-60-6) → 9-(2-methylphenyl)anthracene (23674-13-7)

Guidance literature:

With potassium phosphate monohydrate; (NC₅H₃(N₂C₇H₄(CH₂)3CH₃)2)NiBr⁽¹⁺⁾*Br^(1-)=Ni(NC₅H₃(N₂C₇H₄(CH₂)3CH₃)2)Br₂; tricyclohexylphosphine; In toluene; at 120 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c3cc46663a

upstream raw materials:

ortho-tolylmagnesium bromide

anthracen-9(10H)-one

toluene

9-anthracene aldehyde

Downstream raw materials:

C₂₇H₁₆F₄

C₂₇H₁₆Cl₄

9-Chlor-10-(o-tolyl)-anthracen

C₂₇H₂₀

Refernces

• 1、 Han, Bo,Ma, Pengchen,Cong, Xuefeng,Chen, Hui,Zeng, Xiaoming. "Chromium- and Cobalt-Catalyzed, Regiocontrolled Hydrogenation of Polycyclic Aromatic Hydrocarbons: A Combined Experimental and Theoretical Study". supporting information. p. 9018 - 9026. Retrieved 2019/06/13.
• 2、 Korb, Marcus,Mahrholdt, Julia,Lang, Heinrich. "(Planar-Chiral) Ferrocenylmethanols: From Anionic Homo Phospho-Fries Rearrangements to α-Ferrocenyl Carbenium Ions". supporting information. p. 4028 - 4048. Retrieved 2017/09/20.