CAS 1466-88-2

o-Nitrocinnamaldehyde

Description:

o-Nitrocinnamaldehyde, with the CAS number 1466-88-2, is an organic compound characterized by its aromatic structure, which includes a nitro group and an aldehyde functional group. It is a yellow crystalline solid that is soluble in organic solvents but has limited solubility in water. The compound features a conjugated system due to the presence of the double bond between the carbon atoms adjacent to the aldehyde group, which contributes to its reactivity and potential applications in organic synthesis. o-Nitrocinnamaldehyde is known for its use in various chemical reactions, including as a precursor in the synthesis of other organic compounds and as a fluorescent probe in biological studies. Its nitro group can participate in electrophilic aromatic substitution reactions, making it a valuable intermediate in the production of pharmaceuticals and agrochemicals. Additionally, the compound exhibits interesting optical properties, which can be exploited in materials science and photochemistry. Safety precautions should be taken when handling this compound, as it may pose health risks if ingested or inhaled.

Formula: C₉H₇NO₃

InChI: InChI=1/C9H7NO3/c11-7-3-5-8-4-1-2-6-9(8)10(12)13/h1-7H/b5-3+

InChI key: InChIKey=VMSMELHEXDVEDE-UHFFFAOYSA-N

SMILES: C(=CC=O)C1=C(N(=O)=O)C=CC=C1

Synonyms:

• (2E)-3-(2-nitrophenyl)prop-2-enal
• 2-Nitrocinnamaldehyde
• 2-Nitrocinnamic aldehyde
• 2-Propenal, 3-(2-nitrophenyl)-
• 3-(2-Nitrophenyl)-2-propenal
• 3-(2-Nitrophenyl)Prop-2-Enal
• 3-(2-Nitrophenyl)propenal
• Cinnamaldehyde, o-nitro-
• NSC 28458
• o-Nitrocinnamaldehyde
• 3-(2-NITROPHENYL)ACRYLALDEHYDE
• 2-NITROCINNAMALDEHYDE 98%
• AKOS BBS-00003259
• (E)-2-Nitrocinnamaldehyde
• 2-Nitro-trans-cinnamaldehyde
• TRANS-2-NITROCINNAMALDEHYDE
• 2-Nitrocinnamaldehyde, predominantly trans, 98%
• 2-NITROPHENYLACROLEIN
• 2''-NITROCINNAMALDEHYDE 98+%
• TRANS-3-(2-NITROPHENYL)-2-PROPENAL
• 2-Nitrobenzeneacrylaldehyde
• 2-NITROPHENYLACRYLALDEHYDE

2-Propenal, 3-(2-nitrophenyl)-

CAS: 1466-88-2

Formula: C₉H₇NO₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 177.1568

Ref: IN-DA001E6G

2-Nitrocinnamaldehyde

CAS: 1466-88-2

Formula: C₉H₇NO₃

Purity: >98.0%(GC)

Color and Shape: Light yellow to Brown to Dark green powder to crystal

Molecular weight: 177.16

Ref: 3B-N0611

2-Nitrocinnamaldehyde

CAS: 1466-88-2

2-Nitrocinnamaldehyde

Purity: 98%

Color and Shape: Pale Yellow To Pale Reddish Solid

Molecular weight: 177.16g/mol

Ref: 54-OR28735

3-(2-Nitrophenyl)acrylaldehyde

CAS: 1466-88-2

Formula: C₉H₇NO₃

Purity: 95.0%

Color and Shape: Solid

Molecular weight: 177.159

Ref: 10-F235833

o-Nitrocinnamaldehyde

CAS: 1466-88-2

o-Nitrocinnamaldehyde is an aldehyde that belongs to the group of β-unsaturated aldehydes. It has been shown to inhibit cancer cell growth in vitro and in vivo. o-Nitrocinnamaldehyde inhibits xanthine oxidase by preventing the oxidation of hypoxanthine to xanthine and xanthine to uric acid. This prevents the formation of superoxide radicals, which are known carcinogens. The compound also inhibits aldehyde dehydrogenase, which prevents the oxidation of nitro compounds that have been generated by nitrosation reactions. These reactions are catalyzed by nitric oxide synthases (NOS) and convert nitrate into nitrite and then into reactive nitrogen species such as peroxynitrites. o-Nitrocinnamaldehyde also inhibits uv absorption, which may be due to its ability to form supramolecular aggregates with other organic molecules or metal ions.

Formula: C₉H₇NO₃

Purity: Min. 95%

Molecular weight: 177.16 g/mol

Ref: 3D-FN31275