1-Fluoro-4-(pent-1-yn-1-yl)benzene

Base Information

• Chemical Name: 1-Fluoro-4-(pent-1-yn-1-yl)benzene
• CAS No.: 445424-02-2
• Molecular Formula: C11H11 F
• Molecular Weight: 162.207
• DSSTox Substance ID: DTXSID40446342
• Nikkaji Number: J1.710.793C
• Wikidata: Q82264964
• Mol file: 445424-02-2.mol

Synonyms:445424-02-2;1-fluoro-4-pent-1-ynyl-benzene;1-Fluoro-4-(pent-1-yn-1-yl)benzene;DTXSID40446342;1-Fluoro-4-(1-pentynyl)benzene;1-fluoro-4-(pent-1-ynyl)benzene

Chemical Property of 1-Fluoro-4-(pent-1-yn-1-yl)benzene

Chemical Property:

• PSA: 0.00000
• LogP: 2.97730
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 162.084478513
• Heavy Atom Count: 12
• Complexity: 176

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC#CC1=CC=C(C=C1)F

Technology Process of 1-Fluoro-4-(pent-1-yn-1-yl)benzene

There total 1 articles about 1-Fluoro-4-(pent-1-yn-1-yl)benzene 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: 92.0%

1-Pentyne (627-19-0) + 4-fluoro-1-iodobenzene (352-34-1) → 1-fluoro-4-(pent-1-yn-1-yl)benzene (445424-02-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20 ℃; for 12h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/jacs.6b00869

Reference yield: 75.0%

N-fluorobis(benzenesulfon)imide (133745-75-2) + 1-fluoro-4-(pent-1-yn-1-yl)benzene (445424-02-2) → N-(1-azido-1-(4-fluorophenyl)-1-phenylpentan-2-ylidene)benzenesulfonamide

Guidance literature:

With 1,10-Phenanthroline; trimethylsilylazide; copper(l) chloride; In 1,2-dichloro-ethane; at 70 ℃; for 6h; regioselective reaction; Sealed tube; Inert atmosphere; Glovebox;

DOI:10.1021/acs.joc.7b02148

Reference yield: 75.0%

N-[(diethylphosphonodifluoromethyl)sulfanyl]-2,4,6-trimethylaniline + 1-fluoro-4-(pent-1-yn-1-yl)benzene (445424-02-2) → (E)-1-chloro-1-(4-fluorophenyl)-2-[(diethylphosphonodifluoromethyl)sulfanyl]pentene

Guidance literature:

With bismuth(III) chloride; water; In 1,2-dichloro-ethane; at 45 ℃; for 40h; diastereoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1039/c9cc01851d

upstream raw materials:

1-Pentyne

4-fluoro-1-iodobenzene

Downstream raw materials:

1-(4-fluorophenyl)-2-propylnaphthalene

Refernces

• 1、 Siebeneicher, Holger,Doye, Sven. "Highly flexible synthesis of 2-arylethylamine derivatives". . p. 1213 - 1220. Retrieved 2007/10/03.