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TCI

CAS 24393-61-1

(E)-Ethyl 4-Nitrocinnamate TCI N0598

(E)-Ethyl 4-Nitrocinnamate TCI N0598

Chemical Identity

CAS No.
24393-61-1
PubChem
CID 95370·SID 87573916
Formula
C11H11NO4
Molecular weight
221.21 g/mol
Purity
>98.0%(GC)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
ethyl 3-(4-nitrophenyl)prop-2-enoate
SMILES
CCOC(=O)C=CC1=CC=C(C=C1)[N+](=O)[O-]
InChIKey
PFBQVGXIMLXCQB-UHFFFAOYSA-N
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(E)-Ethyl 4-Nitrocinnamate from TCI is the ethyl ester of cinnamic acid. It carries a nitro group at the para position of the benzene ring, and its carbon–carbon double bond has the trans (E) configuration. The compound is a non-heterocyclic building block that is widely used in organic synthesis. Each molecule has three reactive sites: the nitrated aromatic ring, the conjugated C=C double bond, and the ester group. This makes it a practical starting point for cinnamate derivatives, amino-aromatic compounds, and target molecules in pharmaceutical and materials research.

Chemists choose this material because its structure is clearly defined. The E geometry matters in reactions that are sensitive to stereochemistry. The nitro group strongly withdraws electrons, which makes the double bond more electrophilic. The nitro group can also be reduced to an amine, which opens further synthetic routes. The extended conjugated system absorbs UV light strongly, so reactions are easy to follow by thin-layer chromatography (TLC) or spectrophotometry. TCI's consistent quality also makes experimental results easier to reproduce from batch to batch.

In Indonesian laboratories, this compound is useful for synthetic organic chemistry and medicinal chemistry research. University research groups, postgraduate students, and industrial R&D teams can use it to prepare new cinnamate derivatives, study how conjugated systems react, and build intermediates for longer synthetic routes. Because it is easy to track by UV, it also works well in teaching laboratories and method-development work where clear monitoring of reaction progress matters.

  • Synthesis of cinnamate derivatives: the ester group and the conjugated double bond can each be modified, so researchers can build a wide range of substituted cinnamate analogues from one well-defined precursor.
  • Preparation of amino-aromatic compounds: the para-nitro group can be reduced to an amine, which gives access to aniline-type intermediates for further coupling, acylation, or ring-forming reactions.
  • Reactions at an electrophilic double bond: the strongly electron-withdrawing nitro group activates the C=C bond, making the compound suitable for studying conjugate additions and related reactions at electron-poor alkenes.
  • Stereochemistry-sensitive synthesis: the defined E (trans) geometry gives researchers a reliable stereochemical starting point, which is important when product configuration must be controlled and confirmed.
  • Reaction monitoring and method development: the extended conjugated system absorbs UV light clearly, so reactions can be followed easily by TLC under UV light or by UV spectrophotometry during optimisation work.

Brand TCI (product code N0598)
CAS number 24393-61-1
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes as listed on the product page for the variants currently offered
Physical form see the TCI product documentation and Certificate of Analysis
Storage keep tightly closed in a cool, dry place away from light, and follow the storage conditions on the label and in the SDS

Keep (E)-Ethyl 4-Nitrocinnamate in its original, tightly sealed container, or in a clean, well-labelled amber glass bottle. Store it in a cool, dry, well-ventilated area away from direct sunlight, heat, and sources of ignition. Keep it apart from strong oxidising agents, strong reducing agents, and strong bases. Handle it with standard laboratory protective equipment, including a lab coat, safety glasses, and chemical-resistant gloves. Weigh and transfer the material in a fume hood or a well-ventilated area, and avoid breathing in dust or vapour and getting it on your skin or in your eyes. Always read the TCI Safety Data Sheet before use, and dispose of waste according to your institution's rules and local regulations.

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