1-Cyclopropylnaphthalene

Base Information

• Chemical Name: 1-Cyclopropylnaphthalene
• CAS No.: 25033-19-6
• Molecular Formula: C13H12
• Molecular Weight: 168.238
• European Community (EC) Number: 690-694-7
• DSSTox Substance ID: DTXSID40562814
• Nikkaji Number: J814.451F
• Wikidata: Q72461040
• Mol file: 25033-19-6.mol

Synonyms:1-cyclopropylnaphthalene;25033-19-6;Naphthalene, 1-cyclopropyl-;1-naphthylcyclopropane;MFCD00760297;cyclopropylnaphthalene;1-cyclopropyl-naphthalene;AMY5836;DTXSID40562814;VZZBXOLWBXJHEK-UHFFFAOYSA-N;BCP18506;AKOS016014416;DS-6183;AC-31188;SY038338;CS-0020933;J-504575

Chemical Property of 1-Cyclopropylnaphthalene

Chemical Property:

• Boiling Point: 152-154 °C(Press: 18 Torr)
• PSA: 0.00000
• Density: 1.110
• LogP: 3.71720
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 168.093900383
• Heavy Atom Count: 13
• Complexity: 181

Purity/Quality:

98% ^*data from raw suppliers

1-Cyclopropylnaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1C2=CC=CC3=CC=CC=C32
• Uses: 1-Cyclopropylnaphthalene can be a starting material in the synthesis of 3-hydroxy-3-naphthyl-propyl nitrate. 1-Cyclopropylnaphthalene is a derivative of Naphthalene (N345600). Naphthalene is an abundant polycyclic aromatic hydrocarbon that is persistent, bioaccumulative, toxic and found in tobacco smoke and urban air.

Technology Process of 1-Cyclopropylnaphthalene

There total 21 articles about 1-Cyclopropylnaphthalene 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: 93.0%

1-Nitronaphthalene (86-57-7) + cyclopropylboronic acid (411235-57-9) → 1-cyclopropyl-naphthalene (25033-19-6)

Guidance literature:

With bis(acetylacetonato)palladium(II); 18-crown-6 ether; potassium phosphate tribasic trihydrate; 2-(2,6-dimethylphenyl)-5-(2,4,6-triisopropylphenyl)imidazo[1,5-a]pyridin-2-ium chloride; In 1,4-dioxane; at 130 ℃; for 48h; Sealed tube; Inert atmosphere;

Reference yield: 93.0%

1-Bromonaphthalene (90-11-9) + cyclopropylboronic acid (411235-57-9) → 1-cyclopropyl-naphthalene (25033-19-6)

Guidance literature:

With potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); cis,cis,cis-1,2,3,4-tetrakis (diphenylphosphinomethyl)cyclopentane; In xylene; at 130 ℃; for 20h;

DOI:10.1080/00397910500330833

Reference yield: 92.0%

1-Bromonaphthalene (90-11-9) + cyclopropyllithium (3002-94-6) → 1-cyclopropyl-naphthalene (25033-19-6)

Guidance literature:

With Pd-PEPPSI-IPent-Acenapht; In toluene; at -62 ℃; for 1h; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201901678

upstream raw materials:

3-naphthalen-1-yl-4,5-dihydro-1H-pyrazole

1-Bromonaphthalene

cyclopropylboronic acid

1-vinylnaphthalene

Refernces

• 1、 Dilchert, Katharina,Gessner, Viktoria H.,Gro?johann, Angela,Rodstein, Ilja,Scherpf, Thorsten,Steinert, Henning,Tappen, Jens. "Efficient Pd-Catalyzed Direct Coupling of Aryl Chlorides with Alkyllithium Reagents". supporting information. p. 20596 - 20603. Retrieved 2020/09/09.
• 2、 -. "Naphthyl thiocarbonyl compound as well as preparation method and application thereof". Paragraph 0100; 0101; 0102; 0103. . Retrieved 2019/04/13.