1-But-3-en-1-ynyl-4-fluoro-benzene

Base Information

• Chemical Name: 1-But-3-en-1-ynyl-4-fluoro-benzene
• CAS No.: 214552-85-9
• Molecular Formula: C₁₀H₇F
• Molecular Weight: 146.164
• DSSTox Substance ID: DTXSID50450354
• Nikkaji Number: J1.037.570C
• Wikidata: Q82270030
• Mol file: 214552-85-9.mol

Synonyms:214552-85-9;1-but-3-en-1-ynyl-4-fluoro-benzene;SCHEMBL18375968;DTXSID50450354;4-(4-Fluorophenyl)-1-butene-3-yne;1-(But-3-en-1-yn-1-yl)-4-fluorobenzene

Chemical Property of 1-But-3-en-1-ynyl-4-fluoro-benzene

Chemical Property:

• PSA: 0.00000
• LogP: 2.36320
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 146.053178385
• Heavy Atom Count: 11
• Complexity: 185

Purity/Quality:

99%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-But-3-en-1-ynyl-4-fluoro-benzene

There total 2 articles about 1-But-3-en-1-ynyl-4-fluoro-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-ethynyl-4-fluorobenzene (766-98-3) + Vinyl bromide (593-60-2,25951-54-6) → 1-(but-3-en-1-yn-1-yl)-4-fluorobenzene (214552-85-9)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diethylamine; In tetrahydrofuran; at 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.8b03847 DOI:10.1021/acs.orglett.8b03847

Reference yield:

cis/trans-4-(4-fluorophenyl)-1-phenyl-1-buten-3-yne → fluorobenzene (462-06-6) + naphthalene (91-20-3,71998-51-1,72931-45-4) + 1-(4-fluorophenyl)naphthalene (572-52-1) + 2-(4-fluorophenyl)naphthalene (28396-55-6) + 1-(but-3-en-1-yn-1-yl)-4-fluorobenzene (214552-85-9) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1)

Guidance literature:

With nitrogen; at 700 ℃; for 8.33333E-05h; Product distribution; Mechanism; thermal cycloisomerisation;

Reference yield: 92.0%

methyl 2-fluoro-2-(pyridin-2-yl)acetate + 1-(but-3-en-1-yn-1-yl)-4-fluorobenzene (214552-85-9) → C18H15F2NO2

Guidance literature:

methyl 2-fluoro-2-(pyridin-2-yl)acetate; With (+)-1,2-bis((2S,5S)-2,5-diphenylphospholanyl)ethane; tetrakis(actonitrile)copper(I) hexafluorophosphate; cyclopentyl methyl ether; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; at 20 ℃; for 0.0833333h; Inert atmosphere; Glovebox;

1-(but-3-en-1-yn-1-yl)-4-fluorobenzene; With (R)-3,5-di-tert-butyl-4-methoxyphenyl-(6,6’-dimethoxybiphenyl-2,2’-diyl)-bis(diphenylphosphine); bis(η3-allyl-μ-chloropalladium(II)); sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; at 20 ℃; for 17h; diastereoselective reaction; Inert atmosphere; Glovebox;

DOI:10.1021/jacs.1c03157

upstream raw materials:

1-ethynyl-4-fluorobenzene

Vinyl bromide