2-Benzylnaphthalene

Base Information

• Chemical Name: 2-Benzylnaphthalene
• CAS No.: 613-59-2
• Molecular Formula: C17H14
• Molecular Weight: 218.298
• NSC Number: 5191
• UNII: S1XGG3E2Z4
• DSSTox Substance ID: DTXSID20210200
• Nikkaji Number: J94.940J
• Wikidata: Q83084796
• Mol file: 613-59-2.mol

Synonyms:2-Benzylnaphthalene;613-59-2;Naphthalene, 2-benzyl-;Naphthalene, 2-(phenylmethyl)-;2-(PHENYLMETHYL)NAPHTHALENE;S1XGG3E2Z4;Naphthalene, 2-benzyl- (8CI);NSC 5191;NSC-5191;NSC5191;2-Benzyl-naphthalin;UNII-S1XGG3E2Z4;2-NAPHTHYLPHENYLMETHANE;.BETA.-BENZYLNAPHTHALENE;DTXSID20210200;JASHTKAXQWIZGF-UHFFFAOYSA-N;AKOS024321259

Chemical Property of 2-Benzylnaphthalene

Chemical Property:

• Vapor Pressure: 9.15E-05mmHg at 25°C
• Melting Point: 58°C
• Refractive Index: 1.5566 (estimate)
• Boiling Point: 350°C at 760 mmHg
• Flash Point: 163.8°C
• Density: 1.075g/cm³
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 218.109550447
• Heavy Atom Count: 17
• Complexity: 226

Purity/Quality:

98%min ^*data from raw suppliers

2-BENZYLNAPHTHALENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2=CC3=CC=CC=C3C=C2

Technology Process of 2-Benzylnaphthalene

There total 136 articles about 2-Benzylnaphthalene 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: 94.0%

phenyl trimethylsiloxane (2996-92-1,46143-12-8) + diethyl (naphthalen-2-ylmethyl) phosphate → 2-benzylnaphthalene (613-59-2)

Guidance literature:

With 1,3-bis-(diphenylphosphino)propane; tetrabutyl ammonium fluoride; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; at 100 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1055/s-0034-1379366

Reference yield: 92.0%

toluene-4-sulfonic acid phenyl ester (640-60-8) + 2-naphthylmethyl hydrazone (24091-03-0) → 2-benzylnaphthalene (613-59-2)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 1,8-diazabicyclo[5.4.0]undec-7-ene; trimethylphosphane; In tetrahydrofuran; at 110 ℃; for 12h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/acscatal.8b01224

Reference yield: 87.0%

(2-naphthyl)phenylmethanol (35060-38-9) → 2-benzylnaphthalene (613-59-2)

Guidance literature:

With isopropyl alcohol; at 400 ℃; for 5h; under 75245 - 83605.6 Torr;

DOI:10.1248/cpb.54.1304

upstream raw materials:

C₆H₅COC₁₀H₇

phenyl(5,6,7,8-tetrahydronaphthalen-2-yl)methanone

3-benzyl-1,2-dihydronaphthalene

naphthalene

Downstream raw materials:

C₆H₅COC₁₀H₇

1-(6-benzyl-[2]naphthyl)-ethanone

(6-benzyl-[2]naphthyl)-phenyl ketone

benzoic acid

Refernces

• 1、 Chan, Cheng-Lin,Hsu, Che-Ming,Lee, Shao-Chi,Li, Li-Yun,Liao, Hsuan-Hung,Mi?oza, Shinje,Tsai, Hao-En,Tsai, Zong-Nan,Tsao, Yong-Ting. "Desulfurative Ni-Catalyzed Reductive Cross-Coupling of Benzyl Mercaptans/Mercaptoacetates with Aryl Halides". . . Retrieved 2022/02/07.
• 2、 Luo, Jian,Hu, Bo,Wu, Wenda,Hu, Maowei,Liu, T. Leo. "Nickel-Catalyzed Electrochemical C(sp3)?C(sp2) Cross-Coupling Reactions of Benzyl Trifluoroborate and Organic Halides**". . p. 6107 - 6116. Retrieved 2021/02/01.