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Cinnamaldehyde

Base Information
  • Chemical Name:Cinnamaldehyde
  • CAS No.:14371-10-9
  • Molecular Formula:C9H8O
  • Molecular Weight:132.162
  • Hs Code.:29122990
  • European Community (EC) Number:203-213-9,604-377-8,946-230-3
  • NSC Number:40346,16935
  • UNII:SR60A3XG0F
  • DSSTox Substance ID:DTXSID6024834
  • Nikkaji Number:J2.850I,J43.393D
  • Wikipedia:Cinnamaldehyde
  • Wikidata:Q204036
  • NCI Thesaurus Code:C76703
  • RXCUI:1368153
  • Pharos Ligand ID:JFB6JYGKLS9F
  • Metabolomics Workbench ID:38332
  • ChEMBL ID:CHEMBL293492
  • Mol file:14371-10-9.mol
Cinnamaldehyde

Synonyms:3-phenyl-2-propenal;3-phenylprop-2-enaldehyde;beta-phenylacrolein;cinnamaldehyde;cinnamic aldehyde;cinnamic aldehyde, (E)-isomer;supercinnamaldehyde;trans-3-phenylprop-2-enaldehyde;trans-cinnamaldehyde

Suppliers and Price of Cinnamaldehyde
Supply Marketing:
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
  • trans-Cinnamaldehyde
  • 5g
  • $ 110.00
  • TCI Chemical
  • trans-Cinnamaldehyde >98.0%(GC)
  • 500mL
  • $ 38.00
  • TCI Chemical
  • trans-Cinnamaldehyde >98.0%(GC)
  • 25mL
  • $ 14.00
  • Sigma-Aldrich
  • trans-Cinnamaldehyde ≥98%, FCC, FG
  • 25kg-k
  • $ 349.00
  • Sigma-Aldrich
  • trans-Cinnamaldehyde FCC, FG
  • 25 kg
  • $ 378.00
  • Sigma-Aldrich
  • trans-Cinnamaldehyde for synthesis
  • 1 L
  • $ 183.15
  • Sigma-Aldrich
  • trans-Cinnamaldehyde FCC, FG
  • 10 kg
  • $ 219.00
  • Sigma-Aldrich
  • trans-Cinnamaldehyde ≥98%, FCC, FG
  • 10kg-k
  • $ 212.00
  • Sigma-Aldrich
  • trans-Cinnamaldehyde FCC,FG
  • 1 SAMPLE-K
  • $ 50.00
  • Sigma-Aldrich
  • trans-Cinnamaldehyde analytical standard
  • 50mg
  • $ 92.70
Total 128 raw suppliers
Chemical Property of Cinnamaldehyde
Chemical Property:
  • Appearance/Colour:Clear yellow liquid 
  • Vapor Pressure:0.0265mmHg at 25°C 
  • Melting Point:-9--4 °C(lit.) 
  • Refractive Index:n20/D 1.622(lit.)  
  • Boiling Point:246.841 °C at 760 mmHg 
  • Flash Point:71.111 °C 
  • PSA:17.07000 
  • Density:1.035 g/cm3 
  • LogP:1.89870 
  • Storage Temp.:0-6°C 
  • Sensitive.:Air Sensitive 
  • Solubility.:Chloroform (Slightly), DMSO (Sparingly), Methanol (Slightly) 
  • Water Solubility.:1.1 g/L (20 ºC) 
  • XLogP3:1.9
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:1
  • Rotatable Bond Count:2
  • Exact Mass:132.057514874
  • Heavy Atom Count:10
  • Complexity:121
Purity/Quality:

99%, *data from raw suppliers

trans-Cinnamaldehyde *data from reagent suppliers

Safty Information:
  • Pictogram(s): HarmfulXn, IrritantXi 
  • Hazard Codes:Xi,Xn 
  • Statements: 36/37/38-43-21 
  • Safety Statements: 26-36/37-37/39-24 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Other Classes -> Aldehydes
  • Canonical SMILES:C1=CC=C(C=C1)C=CC=O
  • Isomeric SMILES:C1=CC=C(C=C1)/C=C/C=O
  • Recent ClinicalTrials:Desensitization of Nociceptive Afferents by Application of Topical Capsaicin, Trans-cinnamaldehyde and L-menthol
  • Uses trans-Cinnamaldehyde is used in the flavor and perfume industry. It is also used in medicine. It reacts with glutathione to get an adduct 1'-(glutathion-S-yl)-dihydrocinnamaldehyde. It is used to prepare cinnamylidene-bisacetamide by reacting with acetamide. Further, it inhibits xanthine oxidase. Buildingblock - Cinnamaldehyde is an unsaturated aldehyde so it can easily react to many different compounds to be used in a wide range of fragrance compositions. It is also a building block for several agrochemicals (miticides) or for derivatives like cinnamic alcohol, 3-phenylpropanol, cinnamonitrile, 3-phenylpropionylaldehyde (fragrances and as an alternative to enalapril, lisinopril and ramipril).
Technology Process of Cinnamaldehyde

There total 468 articles about Cinnamaldehyde 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 potassium carbonate; In toluene; at 20 ℃; for 12h;
DOI:10.1002/adsc.201000591
Guidance literature:
With iron(III) sulfate hydrate; oxygen; In water; acetonitrile; at 45 ℃; for 24h; regioselective reaction;
DOI:10.1021/acs.orglett.9b03562
Guidance literature:
With 2-iodo-5-nitrothiophene; In acetonitrile; for 0.75h; Irradiation;
Refernces

Biosynthesis-Inspired Total Synthesis of Bioactive Styryllactones (+)-Goniodiol, (6S,7S,8S)-Goniodiol, (-)-Parvistone D, and (+)-Parvistone e

10.1021/acs.jnatprod.6b00386

The study presents a protecting-group-free total synthesis of bioactive styryllactones, including (+)-goniodiol (1), (6S,7S,8S)-goniodiol (2), (-)-parvistone D (4), and (+)-parvistone E (6), inspired by their proposed biosynthesis pathway. The synthesis starts from trans-cinnamaldehyde (10) and involves key steps such as stereoselective Maruoka allylation to obtain compound (S)-11, acrylation to form acrylate 12, ring-closing metathesis to produce a-pyrone 8, and stereoselective epoxidation to yield goniothalamin oxides 9a and 9b. The final products are obtained through regio- and stereoselective epoxide ring-opening reactions in aqueous media. The study achieves high overall yields (72-75%) in just five steps, supporting the proposed biosynthesis pathway and providing a concise and efficient route for synthesizing these natural products with potential biological activities.

Application of gallium nitride nanostructures and nitrogen doped carbon spheres as supports for the hydrogenation of cinnamaldehyde

10.1166/jnn.2013.7578

The study synthesizes gallium nitride (GaN) nanostructures via chemical vapor deposition (CVD) and nitrogen-doped carbon spheres (NCSs) through a single-stage CVD process, with TEM analysis revealing rod-like GaN NSs with average diameters of 200 nm and solid NCSs with diameters of 450 nm. Palladium (Pd) nanoparticles (1% and 3% loadings) are uniformly dispersed on acid-functionalized GaN NSs and NCSs. The catalysts are tested for the selective hydrogenation of cinnamaldehyde (CALD) in isopropanol at 40 and 60 °C under atmospheric pressure. Results show that the order of catalyst activity is 3% Pd/GaN > 3% Pd/NCSs > 1% Pd/NCSs > 1% Pd/GaN, with 1% Pd/GaN achieving 100% selectivity to hydrocinnamaldehyde (HCALD) at reasonable conversion rates. The study concludes that GaN NSs can be effectively used as support materials for Pd nanoparticles in hydrogenation reactions, offering better selectivity compared to NCSs.

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