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4-Nitrocinnamaldehyde, predominantly trans, 98%

Product Code. 11420353
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Product Code. 11420353 Supplier Thermo Scientific Alfa Aesar Supplier No. A11467.14
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Estimated Shipment: 19-10-2026
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CAS: 1734-79-8 | C9H7NO3 | 177.159 g/mol

Doebner-Miller reaction the 4- nitrocinnamaldehyde and 2-methylaniline in concentrated HC1 give the corresponding 8-methyl-2-phenylquinoline (3: R = 4'-N02) directly. The asymmetric Friedel-Crafts-type alkylation in aqueous media reaction of 4-Nitrocinnamaldehydr with N-methyl indole using trifluoroacetic acid (TFA) salt of the PEG-PS-supported prolyl peptide having the polyleucine tether as a catalyst. 4-Nitrocinnamaldehyde has been used in the preparation of 2, 2?-[(E)-3-(4-nitrophenyl) prop-2-ene-1,1-diyl] bis(3-hydroxy-5, 5-dimethylcyclohex-2-en-1-one).

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Doebner-Miller reaction the 4- nitrocinnamaldehyde and 2-methylaniline in concentrated HC1 give the corresponding 8-methyl-2-phenylquinoline (3: R = 4′-N02) directly. The asymmetric Friedel-Crafts-type alkylation in aqueous media reaction of 4-Nitrocinnamaldehydr with N-methyl indole using trifluoroacetic acid (TFA) salt of the PEG-PS-supported prolyl peptide having the polyleucine tether as a catalyst. 4-Nitrocinnamaldehyde has been used in the preparation of 2, 2′-[(E)-3-(4-nitrophenyl) prop-2-ene-1,1-diyl] bis(3-hydroxy-5, 5-dimethylcyclohex-2-en-1-one).

Solubility
Insoluble in water.

Notes
Air Sensitive. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents, air.
TRUSTED_SUSTAINABILITY

Chemische Identifikatoren

CAS 1734-79-8
Molecular Formula C9H7NO3
Molecular Weight (g/mol) 177.159
MDL Number MFCD00007379
InChI Key ALGQVMMYDWQDEC-OWOJBTEDSA-N
Synonym 4-nitrocinnamaldehyde, 3-4-nitrophenyl acrylaldehyde, p-nitrocinnamaldehyde, 2-propenal, 3-4-nitrophenyl, cinnamaldehyde, p-nitro, trans-4-nitrocinnamaldehyde, e-3-4-nitrophenyl acrylaldehyde, 3-4-nitrophenyl-2-propenal, unii-48r8lam7yx, 2e-3-4-nitrophenyl prop-2-enal
PubChem CID 5354135
IUPAC Name (E)-3-(4-nitrophenyl)prop-2-enal
SMILES C1=CC(=CC=C1C=CC=O)[N+](=O)[O-]

Spezifikation

Melting Point 138°C to 142°C
Odor Characteristic
Quantity 25 g
Beilstein 1565424
Sensitivity Air Sensitive
Solubility Information Insoluble in water.
Formula Weight 177.16
Percent Purity 98%
Chemical Name or Material 4-Nitrocinnamaldehyde, predominantly trans

RUO – Research Use Only

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