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4-Nitrocinnamaldehyde, predominantly trans, 98%
CAS: 1734-79-8 | C9H7NO3 | 177.159 g/mol
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Catalog number A11467.18
also known as A11467-18
Price (JPY)Request A Quote
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Quantity:
50 g
Chemical Identifiers
CAS1734-79-8
IUPAC Name(2E)-3-(4-nitrophenyl)prop-2-enal
Molecular FormulaC9H7NO3
InChI KeyALGQVMMYDWQDEC-OWOJBTEDSA-N
SMILES[O-][N+](=O)C1=CC=C(C=CC=O)C=C1
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Specifications
Specification Sheet
Specification SheetAssay (GC)≥97.5%
Appearance (Color)White to yellow to orange
FormPowder
Free acid (titration)≤1.5%
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.
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.
RUO – Research Use Only
General References:
- Graham J. Atwell,; Bruce C. Baguley,; William A. Denny. Potential antitumor agents. 57. 2-Phenylquinoline-8-carboxamides as minimal DNA-intercalating antitumor agents with in vivo solid tumor activity . J. Med. Chem. 1989, 32(2),396-401.
- Kengo Akagawa,; Takuhiro Yamashita,; Seiji Sakamoto,; Kazuaki Kudo. Friedel-Crafts-type alkylation in aqueous media using resin-supported peptide catalyst having polyleucine. Tetrahedron Letters. 2009, 50 (40) ,5602-5604.