4-Fluorophenethylamine

Base Information

• Chemical Name: 4-Fluorophenethylamine
• CAS No.: 1583-88-6
• Molecular Formula: C8H10FN
• Molecular Weight: 139.173
• Hs Code.: 29214200
• European Community (EC) Number: 216-435-6
• UNII: S7W3CQD7N7
• DSSTox Substance ID: DTXSID70166400
• Nikkaji Number: J40.736D
• Wikidata: Q72475547
• ChEMBL ID: CHEMBL217315
• Mol file: 1583-88-6.mol

Synonyms:4-Fluorophenethylamine;1583-88-6;2-(4-Fluorophenyl)ethanamine;P-fluorophenethylamine;2-(4-fluoro-phenyl)-ethylamine;Benzeneethanamine, 4-fluoro-;2-(4-fluorophenyl)ethan-1-amine;2-(4-fluorophenyl)ethylamine;4-Fluorophenylethylamine;MFCD00134208;(p-fluorophenyl)ethylamine;S7W3CQD7N7;2-(4-fluorophenyl)-ethylamine;CHEMBL217315;EINECS 216-435-6;4-fluoro-phenethylamine;4-fluorophenethyl amine;4-fluorophenylethyl amine;Phenethylamine, p-fluoro-;UNII-S7W3CQD7N7;SCHEMBL5414;2-(p-fluorophenyl)ethylamine;4-Fluorophenethylamine, 99%;4-(2-aminoethyl)fluorobenzene;4-fluoro-beta-phenylethylamine;4-FLUOROBENZENEETHANAMINE;2-(4-Fluorophenyl)ethanamine #;DTXSID70166400;2-(4-fluoro-phenyl) ethyl amine;HMS1728I10;1-Amino-2-(4-fluorophenyl)ethane;BBL013000;BDBM50241087;GEO-01418;STL163864;AKOS000120310;AB03730;CS-W018312;TS-01809;A3488;AM20050132;F0829;FT-0645865;EN300-18739;W-107996;Z90122126;F2190-0530

Chemical Property of 4-Fluorophenethylamine

Chemical Property:

• Appearance/Colour: clear colorless to slightly yellow liquid
• Vapor Pressure: 0.0202mmHg at 25°C
• Refractive Index: n20/D 1.5072(lit.)
• Boiling Point: 251.7 °C at 760 mmHg
• PKA: 9.84±0.10(Predicted)
• Flash Point: 85.6 °C
• Density: 1.069 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 139.079727485
• Heavy Atom Count: 10
• Complexity: 87.3

Purity/Quality:

99% ^*data from raw suppliers

4-Fluorophenethylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, C
• Hazard Codes: T,C
• Statements: 23/24/25-34
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCN)F
• Uses: 4-Fluorophenethylamine may be employed as nucleophile in the synthesis of 2-amino-4-arylpyrimidine derivatives. It is suitable for use in the preparation of ortho-metalated primary phenethylamines having electron-releasing and electron-withdrawing groups on the aromatic ring, leading to complexes containing six membered palladacycles.

Technology Process of 4-Fluorophenethylamine

There total 16 articles about 4-Fluorophenethylamine 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%

4-fluorophenylacetonitrile (459-22-3) → 4-fluoro-2-phenethylamine (1583-88-6)

Guidance literature:

With sodium tetrahydroborate; nickel; sodium hydroxide; In methanol; water; at 30 - 60 ℃;

DOI:10.1039/c1ob06471a

Reference yield: 87.0%

1-fluoro-4-(2-nitroethyl)benzene → 4-fluoro-2-phenethylamine (1583-88-6)

Guidance literature:

With samarium diiodide; water; isopropylamine; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2007.05.105

Reference yield: 49.0%

4-Fluorophenylalanine (51-65-0) → 4-fluoro-2-phenethylamine (1583-88-6)

Guidance literature:

With pyridoxal 5'-phosphate; aromatic L-amino acid decarboxylase; In various solvent(s); at 30 ℃; for 48h;

upstream raw materials:

4-fluorophenylacetonitrile

(2-bromoethyl)-4-fluorobenzene

4-Fluorophenylalanine

2-(4-Fluorophenyl)ethanol

Downstream raw materials:

4-(4-fluoro-phenethyl)-thiomorpholine 1,1-dioxide

3,5-bis-(4-fluoro-phenethyl)-[1,3,5]thiadiazinane-2-thione

3-(4-fluoro-phenethyl)-5-(2-hydroxy-ethyl)-[1,3,5]thiadiazinane-2-thione

5-allyl-3-(4-fluoro-phenethyl)-[1,3,5]thiadiazinane-2-thione

Refernces

4-Isocyanopermethylbutane-1,1,3-triol (IPB): A convertible isonitrile for multicomponent reactions

10.1016/j.tetlet.2012.07.064

The research focuses on the synthesis and application of 4-isocyanopermethylbutane-1,1,3-triol (IPB), a new convertible isonitrile (isocyanide) for isocyanide-based multicomponent reactions (IMCRs) such as Ugi, Ugi-Smiles, and Passerini reactions. The purpose of this study is to develop a reagent that can generate highly activated N-acylpyrroles, which can then be transformed into various functionalities like carboxylic acids, esters, amides, alcohols, and olefins upon treatment with nucleophiles. The research concludes that IPB serves as a neutral carbanion equivalent to formate (HO2C) and carboxylates or carboxamides (RNu-CO), and it can be prepared in multigram scale from readily available starting materials with great stability in handling and storage. It shows good to excellent reactivity in different IMCRs and is compatible with numerous functionalities, making it applicable to many highly functionalized molecules. The generated N-acylpyrrole intermediates are stable and reactive, allowing for the transformation into other carbonyl functions in good yields. The research also demonstrates the utility of IPB in Ugi-Smiles and Passerini reactions, leading to the successful conversion of the IMCR products into the respective N-acylpyrroles and subsequently into carboxylic acids in good yield and chemoselectivity. Chemicals used in the process include IPB, various carboxylic acids, amines, aldehydes, and nucleophiles such as 4-fluorophenethylamine, piperidine, NH4OH, sodium methoxide, and lithium hydroxide. The study also involves the use of reagents like camphorsulfonic acid (CSA), quinoline, and trifluoroacetic acid (TFA) for the conversion of Ugi products into N-acylpyrroles.