1-Fluoro-4-prop-2-ynyl-benzene

Base Information

• Chemical Name: 1-Fluoro-4-prop-2-ynyl-benzene
• CAS No.: 70090-68-5
• Molecular Formula: C9H7F
• Molecular Weight: 134.153
• DSSTox Substance ID: DTXSID10441642
• Wikidata: Q82258498
• Mol file: 70090-68-5.mol

Synonyms:70090-68-5;1-fluoro-4-prop-2-ynyl-benzene;1-FLUORO-4-(PROP-2-YN-1-YL)BENZENE;1-fluoro-4-prop-2-yn-1-ylbenzene;1-fluoro-4-prop-2-ynylbenzene;Benzene, 1-fluoro-4-(2-propynyl)-;SCHEMBL186500;1-Fluoro-4prop-2-ynyl-benzene;DTXSID10441642;XWRLOPARWUOGSM-UHFFFAOYSA-N;AKOS006303187;AB61384;1-FLUORO-4-(PROP-2-YNYL)BENZENE;CS-0266239;FT-0768310;EN300-1869303;A1-15199

Chemical Property of 1-Fluoro-4-prop-2-ynyl-benzene

Chemical Property:

• Boiling Point: 95.5 °C(Press: 52 Torr)
• PSA: 0.00000
• Density: 1.058±0.06 g/cm3(Predicted)
• LogP: 2.00140
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 134.053178385
• Heavy Atom Count: 10
• Complexity: 134

Purity/Quality:

98%min ^*data from raw suppliers

1-Fluoro-4-prop-2-yn-1-ylbenzene 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCC1=CC=C(C=C1)F

Technology Process of 1-Fluoro-4-prop-2-ynyl-benzene

There total 8 articles about 1-Fluoro-4-prop-2-ynyl-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: 96.0%

4-fluoro-1-[3-(trimethylsilyl)prop-2-yn-1-yl]benzene (133218-06-1) → 1-fluoro-4-(prop-2-yn-1-yl)benzene (70090-68-5)

Guidance literature:

With tetramethylammonium fluoride; acetic acid; In N,N-dimethyl-formamide; at 0 - 5 ℃;

DOI:10.1021/acs.oprd.1c00128

Reference yield: 73.0%

propargyl bromide (106-96-7) + 4-flourophenylmagnesium bromide (352-13-6) → 1-fluoro-4-(prop-2-yn-1-yl)benzene (70090-68-5) + 1-fluoro-4-(propa-1,2-dien-1-yl)benzene (70090-77-6)

Guidance literature:

With bis(acetylacetonate)nickel(II); triphenylphosphine; In tetrahydrofuran; at 20 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1055/s-0031-1290365

Reference yield:

1-chloromethyl-4-fluorobenzene (352-11-4) → 1-fluoro-4-(prop-2-yn-1-yl)benzene (70090-68-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / CuBr / tetrahydrofuran / 38 h / 65 °C

2: 90 percent / KF*2H₂O / dimethylformamide / 5 h / Ambient temperature

With potassium fluoride; copper(I) bromide; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

4-fluoro-1-[3-(trimethylsilyl)prop-2-yn-1-yl]benzene

propargyl bromide

4-flourophenylmagnesium bromide

1-chloromethyl-4-fluorobenzene

Downstream raw materials:

4-(5-{3-[3-(4-fluorophenyl)prop-1-ynyl]phenyl}tetrazol-2-ylmethyl)benzene-sulfonic acid

3-(3,4-difluoro-benzyl)-6-[3-(4-fluoro-phenyl)-prop-1-ynyl]-1-methyl-1H-quinazoline-2,4-dione

tert-butyl 4-{6-[3-(4-fluoro-phenyl)-prop-1-ynyl]-1-methyl-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-ylmethyl}-benzoate

1-(but-2-yn-1-yl)-4-fluorobenzene