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  7. 4-Nitrocinnamaldehyde, predominantly trans, 98%

4-Nitrocinnamaldehyde, predominantly trans, 98%

Catalog No. p-7081471
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AAA1146706 5 g
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Catalog No. AAA1146706 Supplier Thermo Scientific Chemicals Supplier No. A1146706
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Description

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.

Chemical Identifiers

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-]

Specifications

Melting Point 138°C to 142°C
Odor Characteristic
Quantity 5 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

Safety and Handling

Hazard Category H315-H319-H335
Hazard Statement GHS H Statement
H315-H319-H335
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
Precautionary Statement P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P362-P501c
EINECSNumber 217-076-8
RTECSNumber GD6650000
TSCA Yes
Recommended Storage Ambient temperatures

RUO – Research Use Only