2-Phenylnaphthalene

Base Information

• Chemical Name: 2-Phenylnaphthalene
• CAS No.: 612-94-2
• Molecular Formula: C16H12
• Molecular Weight: 204.271
• Hs Code.: 29334990
• European Community (EC) Number: 210-324-6
• NSC Number: 407592
• UNII: 949VN5DH7A
• DSSTox Substance ID: DTXSID8060614
• Nikkaji Number: J117.144E
• Wikidata: Q27271663
• Mol file: 612-94-2.mol

Synonyms:2-PHENYLNAPHTHALENE;612-94-2;Naphthalene, 2-phenyl-;.beta.-Phenylnaphthalene;Naphthalene, phenyl-;beta-Phenylnaphthalene;NSC 407592;UNII-949VN5DH7A;949VN5DH7A;EINECS 210-324-6;NSC-407592;35465-71-5;2-Phenylnaphthalene 10 microg/mL in Cyclohexane;2-Phenylnaphthalin;6-phenylnaphthalene;2-phenyl-naphthalene;c1(ccc2ccccc2c1)c3ccccc3;DTXSID8060614;MFCD00039601;NSC407592;AKOS016015924;SS-4770;CS-0269833;FT-0632555;P0679;T72706;A868752;Q27271663;Z1723549920

Chemical Property of 2-Phenylnaphthalene

Chemical Property:

• Vapor Pressure: 0.000122mmHg at 25°C
• Melting Point: 105 °C
• Refractive Index: 1.6664 (estimate)
• Boiling Point: 358 °C
• Flash Point: 155.9°C
• PSA: 0.00000
• Density: 1.081g/cm³
• LogP: 4.50680
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 204.093900383
• Heavy Atom Count: 16
• Complexity: 214

Purity/Quality:

99% ^*data from raw suppliers

2-Phenylnaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC3=CC=CC=C3C=C2

Technology Process of 2-Phenylnaphthalene

There total 582 articles about 2-Phenylnaphthalene 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: 80.0%

iodobenzene (591-50-4) + naphthalene-2-boronic acid (32316-92-0) → 2-phenylnaphthalene (612-94-2) + 2,2'-binaphthalene (612-78-2)

Guidance literature:

With trans-1,2-Diaminocyclohexane; potassium tert-butylate; silver(I) acetate; In dimethyl sulfoxide; at 150 ℃; for 10h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.09.127

Reference yield: 80.0%

naphthalene-2-boronic acid (32316-92-0) + phenylboronic acid (98-80-6) → 2-phenylnaphthalene (612-94-2) + 2,2'-binaphthalene (612-78-2)

Guidance literature:

With potassium carbonate; In water; acetonitrile; at 70 ℃; chemoselective reaction; Schlenk technique;

DOI:10.1002/asia.201800358

Reference yield: 73.0%

1-(2-((4-methoxyphenyl)ethynyl)phenyl)-3-phenylprop-2-yn-1-ol → (4-methoxyphenyl)(2-phenylnaphthalen-1-yl)methanone + 2-phenylnaphthalene (612-94-2) + 4-methoxybenzoic acid (100-09-4)

Guidance literature:

(triphenylphosphine)gold(I) chloride; silver trifluoromethanesulfonate; In dichloromethane; at 23 ℃; for 3h;

DOI:10.1039/b618291g

upstream raw materials:

pyrrolidine

diethyl ether

phenyllithium

1-Chloronaphthalene

Downstream raw materials:

acetylene

2-phenyl-1-naphthonitrile

11-phenyl-11H-dibenzo[b,h]phosphindole

diacetoxy-(2-phenyl-naphthalen-1-yl)-λ³-iodane

Refernces

• 1、 Hancock,Taber. "". . p. 132,135, 137. Retrieved 1958.
• 2、 Samuels et al.. "". . p. C9,C11. Retrieved 1979.
• 3、 Spence, John D.,Hargrove, Amanda E.,Crampton, Hannah L.,Thomas, David W.. "Porphyrenediynes: synthesis and cyclization of meso-enediynylporphyrins". . p. 725 - 728. Retrieved 2007.
• 4、 Ding, Chengrong,Guan, Chenfei,Miao, Huihui,Zhang, Guofu,Zhao, Yiyong. "'Awaken' aryl sulfonyl fluoride: a new partner in the Suzuki-Miyaura coupling reaction". supporting information. p. 3560 - 3564. Retrieved 2022/03/07.
• 5、 de Lambert de Boisjan, Alexandre,Allemann, Christophe,Fadini, Luca. "Impact of Solvent and Their Contaminants on Pd/C Catalyzed Suzuki-Miyaura Cross-Coupling Reactions". . . Retrieved 2021/05/17.