1-Fluoro-3-pentylbenzene

Base Information

• Chemical Name: 1-Fluoro-3-pentylbenzene
• CAS No.: 28593-13-7
• Molecular Formula: C11H15F
• Molecular Weight: 166.239
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID50597334
• Nikkaji Number: J3.642.925I
• Wikidata: Q82492863
• Mol file: 28593-13-7.mol

Synonyms:1-Fluoro-3-pentylbenzene;28593-13-7;Benzene, 1-fluoro-3-pentyl-;C11H15F;SCHEMBL12693653;DTXSID50597334;MFCD22376645;AKOS016012280;AS-59215;DA-18195;CS-0199075;A876688

Chemical Property of 1-Fluoro-3-pentylbenzene

Chemical Property:

• PSA: 0.00000
• LogP: 3.55840
• Storage Temp.: 2-8°C
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 166.115778641
• Heavy Atom Count: 12
• Complexity: 112

Purity/Quality:

97% ^*data from raw suppliers

1-Fluoro-3-pentylbenzene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC1=CC(=CC=C1)F

Technology Process of 1-Fluoro-3-pentylbenzene

There total 8 articles about 1-Fluoro-3-pentylbenzene 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: 91.0%

1-Bromopentane (110-53-2) + 3-fluorobromobenzene (1073-06-9) → 1-fluoro-3-pentylbenzene (28593-13-7)

Guidance literature:

3-fluorobromobenzene; With magnesium; In tetrahydrofuran; for 1h; Inert atmosphere; Reflux;

1-Bromopentane; With dilithium tetrachlorocuprate; In tetrahydrofuran; for 48h; Reflux; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.04.118

Reference yield: 71.0%

3-bromopentane (1809-10-5) + m-fluorophenyl trifluoromethanesulfonate (57606-65-2) → 1-fluoro-3-pentylbenzene (28593-13-7) + C11H15F

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2-(dibutylphosphanyl)-1-phenylpyrrole; magnesium; lithium chloride; zinc(II) chloride; In tetrahydrofuran; at 60 ℃; for 16h; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1002/anie.201608535

Reference yield:

3-fluorobromobenzene (1073-06-9) → 1-fluoro-3-pentylbenzene (28593-13-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: iodine; magnesium / tetrahydrofuran / 2 h / Inert atmosphere; Reflux

1.2: -78 - 20 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / toluene / Reflux

3.1: palladium 10% on activated carbon; hydrogen; acetic acid / ethyl acetate

With palladium 10% on activated carbon; hydrogen; iodine; toluene-4-sulfonic acid; magnesium; acetic acid; In tetrahydrofuran; ethyl acetate; toluene;

DOI:10.1039/c3tc31461h

upstream raw materials:

1-Bromopentane

3-fluorobromobenzene

1-(3-fluorophenyl)-pentan-1-ol

pentanal

Downstream raw materials:

2-fluoro-4-pentylphenylmethanol

4'S-[2-fluoro-4-pentylphenyl]ethynyl-4'-(2-methyl-1-butyl)biphenyl

(2-fluoro-4-pentylphenyl)boronic acid

2-(2-fluoro-4-pentylphenyl)-1,3-propanediol