1-Cyclohexylnaphthalene

Base Information

• Chemical Name: 1-Cyclohexylnaphthalene
• CAS No.: 3042-69-1
• Molecular Formula: C16H18
• Molecular Weight: 210.319
• European Community (EC) Number: 221-247-2
• NSC Number: 131573
• UNII: RHX5NF3D2U
• DSSTox Substance ID: DTXSID00184511
• Nikkaji Number: J80.625K
• Wikidata: Q83055421
• Mol file: 3042-69-1.mol

Synonyms:1-Cyclohexylnaphthalene;3042-69-1;Naphthalene, 1-cyclohexyl-;RHX5NF3D2U;EINECS 221-247-2;NSC-131573;cyclohexylnaphthalene;NSC131573;NSC 131573;UNII-RHX5NF3D2U;I+/--cyclohexylnaphthalene;c1(cccc2c1cccc2)C3CCCCC3;DTXSID00184511;.ALPHA.-CYCLOHEXYLNAPHTHALENE;FT-0665360

Chemical Property of 1-Cyclohexylnaphthalene

Chemical Property:

• Vapor Pressure: 0.000113mmHg at 25°C
• Melting Point: 31 °C
• Refractive Index: 1.599
• Boiling Point: 346.7 °C at 760 mmHg
• Flash Point: 174.2 °C
• PSA: 0.00000
• Density: 1.027 g/cm³
• LogP: 4.88750
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 210.140850574
• Heavy Atom Count: 16
• Complexity: 214

Purity/Quality:

99%, ^*data from raw suppliers

1-Cyclohexylnaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C2=CC=CC3=CC=CC=C32
• Uses: An intermediate in the preparation of Vedaprofen

Technology Process of 1-Cyclohexylnaphthalene

There total 58 articles about 1-Cyclohexylnaphthalene 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: 85.0%

1-bromocyclohexane (108-85-0) + 1-Bromonaphthalene (90-11-9) → 1-cyclohexylnaphthalene (3042-69-1) + 1,1'-bisnaphthalene (604-53-5)

Guidance literature:

With N,N,N′,N′-tetramethylcyclohexane-1,2-diamine; magnesium; cobalt(II) chloride; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

DOI:10.1055/s-0029-1218012

Reference yield: 85.0%

1-bromocyclohexane (108-85-0) + 1-naphthylmagnesiumbromide (703-55-9) → 1-cyclohexylnaphthalene (3042-69-1) + 1,1'-bisnaphthalene (604-53-5)

Guidance literature:

With FeCl₂(N(C₂H₅)2CH₂CH₂NC(CH₃)CHC(CH₃)O); In diethyl ether; at 20 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1246/cl.2011.983

Reference yield: 85.0%

1-Bromonaphthalene (90-11-9) + cyclohexylmagnesium bromide (931-50-0) → 1-cyclohexylnaphthalene (3042-69-1)

Guidance literature:

cyclohexylmagnesium bromide; With zinc(II) chloride; In tetrahydrofuran; at 20 ℃; for 1h;

1-Bromonaphthalene; dichloro bis(acetonitrile) palladium(II); In toluene; at 60 ℃; for 3h; Further stages.;

DOI:10.1021/ol701995t

upstream raw materials:

naphthalene

Cyclohexyl benzenesulphonate

1-cyclohex-1-enyl-naphthalene

4-cyclohexyl-1,2-dihydronaphthalene

Downstream raw materials:

1-chloromethyl-4-cyclohexylnaphthalene

1-cyclohexyldecaline

1-bromo-4-cyclohexyl-naphthalene

Refernces

• 1、 Castro, Susana,Fernández, Juan J.,Fa?anás, Francisco J.,Vicente, Rubén,Rodríguez, Félix. "Manganese-Mediated C?H Alkylation of Unbiased Arenes Using Alkylboronic Acids". . p. 9068 - 9071. Retrieved 2016.
• 2、 Piontek, Aleksandra,Och?dzan-Siod?ak, Wioletta,Bisz, Elwira,Szostak, Michal. "Cobalt?NHC Catalyzed C(sp2)?C(sp3) and C(sp2)?C(sp2) Kumada Cross-Coupling of Aryl Tosylates with Alkyl and Aryl Grignard Reagents". . p. 202 - 206. Retrieved 2020/12/01.
• 3、 Wei, Xiao-Jing,Abdiaj, Irini,Sambiagio, Carlo,Li, Chenfei,Zysman-Colman, Eli,Alcázar, Jesús,No?l, Timothy. "Visible-Light-Promoted Iron-Catalyzed C(sp2)–C(sp3) Kumada Cross-Coupling in Flow". supporting information. p. 13030 - 13034. Retrieved 2019/07/18.