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3-Phenylpropionic acid

Base Information Edit
  • Chemical Name:3-Phenylpropionic acid
  • CAS No.:501-52-0
  • Molecular Formula:C9H10O2
  • Molecular Weight:150.177
  • Hs Code.:29163900
  • European Community (EC) Number:207-924-5
  • NSC Number:9272
  • UNII:5Q445IN5CU
  • DSSTox Substance ID:DTXSID2047064
  • Nikkaji Number:J2.601H
  • Wikipedia:Phenylpropanoic_acid
  • Wikidata:Q4358522
  • Metabolomics Workbench ID:37413
  • ChEMBL ID:CHEMBL851
  • Mol file:501-52-0.mol
3-Phenylpropionic acid

Synonyms:3-phenyl propionic acid;3-phenylpropanoic acid;3-phenylpropionate;3-phenylpropionic acid;3-phenylpropionic acid, sodium salt;beta-phenylpropionate;dihydrocinnamic acid;hydrocinnamic acid

Suppliers and Price of 3-Phenylpropionic acid
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • Hydrocinnamic acid
  • 1g
  • $ 135.00
  • TCI Chemical
  • 3-Phenylpropionic Acid >98.0%(GC)(T)
  • 500g
  • $ 110.00
  • TCI Chemical
  • 3-Phenylpropionic Acid >98.0%(GC)(T)
  • 25g
  • $ 19.00
  • TCI Chemical
  • 3-Phenylpropionic Acid >98.0%(GC)(T)
  • 100g
  • $ 39.00
  • SynQuest Laboratories
  • 3-Phenylpropionic acid
  • 100 g
  • $ 39.00
  • SynQuest Laboratories
  • 3-Phenylpropionic acid
  • 500 g
  • $ 132.00
  • Sigma-Aldrich
  • 3-Phenylpropionic Acid 99%, FG
  • 10 kg
  • $ 1380.00
  • Sigma-Aldrich
  • 3-Phenylpropionic Acid 99%, FG
  • 10kg-k
  • $ 1340.00
  • Sigma-Aldrich
  • 3-Phenylpropionic Acid 99%, FG
  • 1 kg
  • $ 170.00
  • Sigma-Aldrich
  • 3-Phenylpropionic Acid 99%, FG
  • 1kg-k
  • $ 165.00
Total 189 raw suppliers
Chemical Property of 3-Phenylpropionic acid Edit
Chemical Property:
  • Appearance/Colour:white to off-white crystalline mass, powder or crystals and/or chunk 
  • Vapor Pressure:0.002mmHg at 25°C 
  • Melting Point:45-48 °C(lit.) 
  • Refractive Index:1.542 
  • Boiling Point:279.999 °C at 760 mmHg 
  • PKA:4.66(at 25℃) 
  • Flash Point:170.045 °C 
  • PSA:37.30000 
  • Density:1.126 g/cm3 
  • LogP:1.70380 
  • Storage Temp.:2-8°C 
  • Solubility.:ethanol: soluble50mg/mL, clear, colorless to faintly yellow 
  • Water Solubility.:Soluble in water 
  • XLogP3:1.8
  • Hydrogen Bond Donor Count:1
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:3
  • Exact Mass:150.068079557
  • Heavy Atom Count:11
  • Complexity:126
Purity/Quality:

99% *data from raw suppliers

Hydrocinnamic acid *data from reagent suppliers

Safty Information:
  • Pictogram(s): IrritantXi 
  • Hazard Codes:Xi 
  • Statements: 36/37/38 
  • Safety Statements: 22-24/25-37/39-26 
MSDS Files:

SDS file from LookChem

Useful:
  • Chemical Classes:Other Classes -> Organic Acids
  • Canonical SMILES:C1=CC=C(C=C1)CCC(=O)O
  • General Description 3-Phenylpropionic acid (also known as hydrocinnamic acid) is a carboxylic acid used in the synthesis of medium-chain acyl-CoAs, particularly 3-phenylpropionyl-CoA, as demonstrated in studies focusing on enzymatic activities related to fatty acid oxidation. It serves as a substrate in biochemical assays, such as measuring acyl-CoA dehydrogenase activities in mitochondria. Additionally, it has been employed in organic synthesis as a model carboxylic acid for exploring protecting group strategies, such as π-deficient 2-(arylsulfonyl)ethyl esters, due to its reactivity and utility in protection-deprotection schemes under mild conditions.
Technology Process of 3-Phenylpropionic acid

There total 504 articles about 3-Phenylpropionic acid 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:
Guidance literature:
With Cyclohexanethiol; 1,3-dicyano-2,4,5,6-tetrakis(N,N-diphenylamino)-benzene; In dimethyl sulfoxide; for 20h; Irradiation; Inert atmosphere; Sealed tube;
DOI:10.1021/jacs.1c07562
Guidance literature:
With sodium tetrahydroborate; 1% Pd/C; water; oxygen; potassium carbonate; In methanol; at 20 ℃; for 12h;
DOI:10.1055/s-0029-1217115
Guidance literature:
With triethanolamine; tetraethylammonium iodide; In N,N-dimethyl-formamide; at 20 ℃; for 3.5h; under 760.051 Torr; Reagent/catalyst; regioselective reaction; Electrochemical reaction;
DOI:10.1021/jacs.9b13305
Refernces Edit

Synthesis and characterization of cis-4-decenoyl-CoA, 3-phenylpropionyl-CoA, and 2,6-dimethylheptanoyl-CoA

10.1016/j.ab.2010.02.026

The research focuses on the development of a method for synthesizing three medium-chain acyl-CoAs from unsaturated and less common fatty acids that are not commercially available. The key chemicals involved in this research include cis-4-decen-1-al, hydrocinnamic acid (3-phenylpropionic acid), anhydrous ethylchloroformate, ammonium formate, silver nitrate, thionyl chloride, 6-methyl-2-heptanol, p-toluenesulfonyl chloride, potassium phosphate, cytochrome c, potassium cyanide, phenazine ethosulfate, N-ethylmaleimide, rotenone, and CoASH (coenzyme A trilithium salt). These chemicals play crucial roles in the synthesis of the fatty acids and the subsequent formation of the acyl-CoAs. For instance, ethylchloroformate is used to form mixed anhydrides of the fatty acids, which are then reacted with CoASH to produce the desired acyl-CoAs. The study also employs various solvents such as methanol, acetonitrile, and tetrahydrofuran, as well as reagents for purification and characterization processes like 2-(2-pyridyl)ethyl-functionalized silica gel for solid-phase extraction and ammonium formate for HPLC elution. The synthesized acyl-CoAs are characterized using techniques such as gas chromatography/mass spectrometry (GC/MS), nuclear magnetic resonance (NMR), and high-performance liquid chromatography with ultraviolet detection and tandem mass spectrometry (HPLC–UV–MS–MS/MS). The purified acyl-CoAs are then used as substrates for measuring acyl-CoA dehydrogenase activities in rat skeletal muscle mitochondria, providing valuable insights into the enzymatic activities related to fatty acid oxidation.

π-deficient 2-(arylsulfonyl)ethyl esters as protecting groups for carboxylic acids

10.1055/s-2003-36844

The research investigates π-deficient 2-(arylsulfonyl)ethyl esters as protecting groups for carboxylic acids. The study explores the synthesis, protection, and deprotection processes of various π-deficient 2-(arylsulfonyl)ethyl groups. Key chemicals involved include thiophenols, 2-bromoethanol, H2O2, NaHCO3, MnSO4·H2O, EDC (1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride), DMAP (4-dimethylaminopyridine), and various carboxylic acids such as hydrocinnamic acid and trans-cinnamic acid. The researchers optimized the reaction conditions for both the protection and deprotection steps, finding that the 2-[3,5-bis(trifluoromethyl)phenylsulfonyl]ethyl group is particularly effective and easily removed under mild basic conditions using aqueous NaHCO3. The study highlights the efficiency, high yields, and mild reaction conditions of this new protecting group, making it a promising alternative to existing carboxylic acid protecting agents.

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