Welcome to LookChem.com Sign In|Join Free
  • or

Encyclopedia

3-Phenyl-propenal

Base Information Edit
  • Chemical Name:3-Phenyl-propenal
  • CAS No.:104-55-2
  • Molecular Formula:C9H8O
  • Molecular Weight:132.162
  • Hs Code.:2912.29
  • DSSTox Substance ID:DTXSID1024835
  • Wikidata:Q60041699
  • Metabolomics Workbench ID:130686
  • ChEMBL ID:CHEMBL3187944
  • Mol file:104-55-2.mol
3-Phenyl-propenal

Synonyms:3-phenyl-propenal;DTXSID1024835;formylstyrene;3-phenyl-prop-2-enal;Propenaldehyde, 3-phenyl-;3-phenyl-2-propen-1-one;2-Propenaldehyde, 3-phenyl-;SCHEMBL5817749;CHEMBL3187944;AKOS025243266;FT-0631572;FT-0696806;FT-0697676

Suppliers and Price of 3-Phenyl-propenal
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
  • Cinnamaldehyde
  • 50g
  • $ 235.00
  • Sigma-Aldrich
  • Cinnamaldehyde solution certifiedreferencematerial,2000?μg/mLinmethanol,ampuleof1?mL
  • 1 mL
  • $ 112.00
  • Sigma-Aldrich
  • Cinnamaldehyde solution certified reference material, 2000 μg/mL in methanol, ampule of 1 mL
  • crm40392
  • $ 109.00
  • Sigma-Aldrich
  • trans-Cinnamaldehyde for synthesis. CAS 104-55-2, EC Number 203-213-9, chemical formula C H CH=CHCHO., for synthesis
  • 8025051000
  • $ 191.00
  • Sigma-Aldrich
  • trans-Cinnamaldehyde forsynthesis
  • 1 L
  • $ 183.15
  • Sigma-Aldrich
  • Cinnamaldehyde natural, ≥95%, FG
  • 1 kg
  • $ 167.00
  • Sigma-Aldrich
  • Cinnamaldehyde natural, ≥95%, FG
  • 1kg-k
  • $ 162.00
  • Sigma-Aldrich
  • Cinnamaldehyde natural, ≥95%, FG
  • 5 kg
  • $ 613.00
  • Sigma-Aldrich
  • Cinnamaldehyde natural, ≥95%, FG
  • 5kg-k
  • $ 594.00
  • Sigma-Aldrich
  • Cinnamaldehyde natural, ≥95%, FG
  • 100 g
  • $ 70.00
Total 276 raw suppliers
Chemical Property of 3-Phenyl-propenal Edit
Chemical Property:
  • Appearance/Colour:yellow liquid with an odour of cinnamon 
  • Vapor Pressure:0.0265mmHg at 25°C 
  • Melting Point:-9 - -4 °C(lit.) 
  • Refractive Index:1.6210 
  • Boiling Point:246.8 °C at 760 mmHg 
  • PKA:0[at 20 ℃] 
  • Flash Point:71.1 °C 
  • PSA:17.07000 
  • Density:1.034 g/cm3 
  • LogP:1.89870 
  • Storage Temp.:Store below +30°C. 
  • Solubility.:1g/l soluble 
  • Water Solubility.:Slightly soluble 
  • 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

Cinnamaldehyde *data from reagent suppliers

Safty Information:
  • Pictogram(s): IrritantXi 
  • Hazard Codes:Xi 
  • Statements: 36/37/38-43 
  • Safety Statements: 26-36/37 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Canonical SMILES:C1=CC=C(C=C1)C=CC=O
  • Description Cinnamic aldehyde is used as a flavoring agent, ingredient of fragrance in soft drinks, ice creams, dentifrices, pastries, chewing-gum, etc. It can induce both contact urticaria and delayed-type reactions. It can be implicated in contact dermatitis in those who work in the perfume industry or food handlers. Cinnamic aldehyde is contained in the "fragrance mix".
  • Uses Cinnamaldehyde is used in flavor and perfumes.It occurs in cinnamon oils. In the flavor and perfume industry. Cinnamic aldehyde is a common ingredient in perfumes for household products like deodorizers, detergents, and soap; flavor in toothpaste, sweets, ice cream, soft drinks, chewing gums, and cakes; in balsam of Tolu and Peru, hyacinth plant, spices, cinnamon, Ceylon and cassia oil; some perfumery uses (Canoe; hyacinth; bubblegum; Balsam; Cassia); natural occurrence (cinnamon).
Technology Process of 3-Phenyl-propenal

There total 348 articles about 3-Phenyl-propenal 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 silica gel supported bis(trimethylsilyl) chromate; In dichloromethane; at 25 ℃; for 0.333333h;
DOI:10.1080/00397919608003647
Guidance literature:
With bis(1,5-cyclooctadiene)nickel (0); triphenylphosphine; In tetrahydrofuran; at 30 ℃; for 48h; Product distribution;
DOI:10.1021/ja00413a014
Guidance literature:
With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrachloromethane; for 3h; Ambient temperature;
Refernces Edit

Nhc-catalyzed michael addition to α,β-unsaturated aldehydes by redox activation

10.1002/anie.201004593

The study presents an innovative approach to C-C bond formation through NHC-catalyzed Michael addition to α,β-unsaturated aldehydes, utilizing redox activation. The researchers, Suman De Sarkar and Armido Studer, explore the use of N-heterocyclic carbenes (NHCs) to activate α,β-unsaturated aldehydes, which then react with various 1,3-dicarbonyl compounds to form dihydropyranones. They demonstrate that this method is effective with different nucleophiles and enals, achieving high yields and selectivity under mild conditions. The process involves a two-step umpolung reaction at the β-position of the α,β-unsaturated aldehyde, followed by a redox-type activation. The study also includes control experiments to rule out alternative mechanisms, such as kinetic O-acylation, and provides a proposed catalytic cycle for the process. This work contributes to the field of organocatalysis by offering a new strategy for conjugate addition reactions using soft C-nucleophiles and showcases the potential of NHCs in redox activation.

Diphenylprolinol silyl ether catalysis in an asymmetric formal carbo [3 + 3] cycloaddition reaction via a domino michael/knoevenagel condensation

10.1021/ol802330h

The research focuses on the development of an asymmetric formal carbo [3 + 3] cycloaddition reaction using diphenylprolinol silyl ether as an organocatalyst. The reaction proceeds through a domino Michael/Knoevenagel condensation process, starting from R,?-unsaturated aldehydes and dimethyl 3-oxopentanedioate. The study investigates the influence of various reaction parameters, including the molar ratio of reagents, solvent, catalyst choice, and additives. The main reactants are cinnamaldehyde (R,?-unsaturated aldehyde) and dimethyl 3-oxopentanedioate. The reaction's success is highly dependent on the stoichiometry of the reactants, with optimal results achieved using equimolar amounts. The reaction's efficiency and enantioselectivity are influenced by the catalyst, with diphenylprolinol trimethylsilyl ether and its derivatives being tested. The addition of benzoic acid as an additive enhances the reaction yield and enantioselectivity. The analysis of the reaction products is performed using HPLC on a chiral phase to determine the enantiomeric excess (ee), and the structures of the synthesized compounds are confirmed by spectroscopic techniques such as 1H NMR, 13C NMR, and IR. The research demonstrates the synthesis of cyclohexenone derivatives with excellent enantioselectivity and further explores one-pot transformations to more complex cyclohexane derivatives, showcasing the synthetic utility of the developed method.

Post RFQ for Price