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CINNAMOYL CHLORIDE

Base Information
  • Chemical Name:CINNAMOYL CHLORIDE
  • CAS No.:17082-09-6
  • Deprecated CAS:919299-20-0
  • Molecular Formula:C9H7ClO
  • Molecular Weight:166.607
  • Hs Code.:2916 39 90
  • European Community (EC) Number:203-065-5,679-054-8
  • NSC Number:4683
  • UNII:04L46S032W
  • DSSTox Substance ID:DTXSID401312860
  • Nikkaji Number:J62.851D,J9.739J
  • Wikidata:Q204169
  • Mol file:17082-09-6.mol
CINNAMOYL CHLORIDE

Synonyms:2-Propenoylchloride, 3-phenyl-, (E)-; Cinnamoyl chloride, (E)- (8CI);(2E)-3-Phenylprop-2-enoyl chloride; (E)-3-Phenyl-2-propenoyl chloride;(E)-Cinnamoyl chloride; trans-3-Phenyl-2-propenoyl chloride; trans-Cinnamicacid chloride; trans-Cinnamoyl chloride

Suppliers and Price of CINNAMOYL CHLORIDE
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
  • (E)-CinnamoylChloride
  • 250g
  • $ 720.00
  • TCI Chemical
  • Cinnamoyl Chloride >97.0%(T)
  • 25g
  • $ 34.00
  • Sigma-Aldrich
  • Cinnamoyl chloride
  • 8002360100
  • $ 73.60
  • Sigma-Aldrich
  • Cinnamoyl chloride forsynthesis
  • 100 mL
  • $ 70.48
  • Oakwood
  • trans-Cinnamoyl chloride 98%
  • 1g
  • $ 10.00
  • Medical Isotopes, Inc.
  • (E)-CinnamoylChloride
  • 5 g
  • $ 625.00
  • Matrix Scientific
  • trans-Cinnamoyl chloride 95%+
  • 5g
  • $ 323.00
  • Crysdot
  • (E)-Cinnamoylchloride 95+%
  • 100g
  • $ 50.00
  • Ambeed
  • (E)-Cinnamoylchloride 95%
  • 25g
  • $ 22.00
  • Ambeed
  • (E)-Cinnamoylchloride 95%
  • 5g
  • $ 8.00
Total 17 raw suppliers
Chemical Property of CINNAMOYL CHLORIDE
Chemical Property:
  • Melting Point:35-37 °C(lit.) 
  • Refractive Index:1.5845 
  • Boiling Point:257.8 °C at 760 mmHg 
  • Flash Point:112.5 °C 
  • PSA:17.07000 
  • Density:1.199 g/cm3 
  • LogP:2.46520 
  • Storage Temp.:2-8°C 
  • Sensitive.:Moisture Sensitive 
  • Solubility.:dioxane: 0.1 g/mL, clear 
  • Water Solubility.:Reacts with water. 
  • XLogP3:3.1
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:1
  • Rotatable Bond Count:2
  • Exact Mass:166.0185425
  • Heavy Atom Count:11
  • Complexity:157
Purity/Quality:

97% *data from raw suppliers

(E)-CinnamoylChloride *data from reagent suppliers

Safty Information:
  • Pictogram(s): Corrosive
  • Hazard Codes:
  • Statements: 34 
  • Safety Statements: 26-36/37/39-45 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:C1=CC=C(C=C1)C=CC(=O)Cl
  • Isomeric SMILES:C1=CC=C(C=C1)/C=C/C(=O)Cl
  • Uses (E)-Cinnamoyl Chloride is used in the preparation of aminodihydroquinoline analogs displaying anticancer activity. It is also used in the preparation of lysergol and related derivatives for use as antibacterials.
Technology Process of CINNAMOYL CHLORIDE

There total 33 articles about CINNAMOYL CHLORIDE 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 phosphorus trichloride; In acetonitrile; at 80 ℃; for 3h; Schlenk technique;
DOI:10.1177/1747519819898142
Guidance literature:
at 600 ℃; for 0.000555556h; Further Variations:; Temperatures; Product distribution;
DOI:10.1002/kin.10083
Refernces

Branched supramolecular polymers formed by bifunctional cyclodextrin derivatives

10.1016/j.tet.2008.05.040

The study focuses on the synthesis and characterization of branched supramolecular polymers derived from bifunctional cyclodextrin (CD) derivatives. The researchers prepared these polymers by mixing 3-cinnamamide-α-CD (1) with 3-Na-cinnamamidehexancarbonyl-N3-cinnamamide-lysinamide-α-CD (3) and 3-cinnamamidehexanamide-α-CD (2) with 3. The study revealed that compounds 1 and 2 formed linear supramolecular polymers, while compound 3, featuring two guest moieties, resulted in hyperbranched supramolecular polymers. The physical properties of these polymers were examined through viscosity measurements in aqueous solutions, showing that the introduction of compound 3 as a branching unit significantly increased the viscosity. The supramolecular polymers did not exhibit a viscosity increase on their own, but their mixtures formed highly viscous solutions and fibers, attributed to branching of linear supramolecular polymers by compound 3 and interactions such as hydrophobic and hydrogen bonding between the polymers. The research provides insights into the formation and properties of supramolecular polymers with potential applications in material science.

Synthesis and in?vitro antitumour activity of crassalactone D, its stereoisomers and novel cinnamic ester derivatives

10.1016/j.ejmech.2017.03.088

The research presents a comprehensive study on the synthesis and in vitro antitumor activity of crassalactone D, its stereoisomers, and novel cinnamic ester derivatives. The purpose of the study was to develop a new one-pot synthesis method for these compounds starting from D-glucose and evaluate their cytotoxic effects against various human tumor cell lines. The conclusions drawn from the research indicate that many of the synthesized compounds exhibited potent cytotoxicities, with some showing higher potency than the commercial antitumor agent doxorubicin. The study also highlighted the importance of stereochemistry at the C-4 and C-7 positions, as well as the nature of the substituent at the C-4 position in the aromatic ring of the cinnamoate moiety, for biological activity. The chemicals used in the process included D-glucose, (methoxycarbonylmethylene)triphenylphosphorane (MCMP), (ethoxycarbonylmethylene)triphenylphosphorane (ECMP), cinnamoyl chloride, 4-nitrocinnamoyl chloride, 4-methoxycinnamic acid, and 4-fluorocinnamic acid, among others. The synthesized products were assessed for their in vitro antiproliferative activity, and the results were supported by flow cytometry and Western blot analysis, providing insights into the apoptotic mechanisms triggered by the compounds.

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