1504-76-3

Basic information

• Product Name: (2E)-3-(3-nitrophenyl)prop-2-enal
• Synonyms: (2E)-3-(3-Nitrophenyl)acrylaldehyde; 2-propenal, 3-(3-nitrophenyl)-, (2E)-; Cinnamaldehyde, m-nitro-
• CAS NO: 1504-76-3
• Molecular Formula: C₉H₇NO₃
• Molecular Weight: 177.1568
• Mol File: 1504-76-3.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 337.1°C at 760 mmHg
• Flash Point: 170.2°C
• Density: 1.269g/cm³
• Vapor Pressure: 0.000107mmHg at 25°C
• Refractive Index: 1.617
• CAS DataBase Reference: (2E)-3-(3-nitrophenyl)prop-2-enal(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-3-(3-nitrophenyl)prop-2-enal(1504-76-3)
• EPA Substance Registry System: (2E)-3-(3-nitrophenyl)prop-2-enal(1504-76-3)

Safety Data

• Hazardous Substances Data: 1504-76-3(Hazardous Substances Data)

Usage

General Description

(2E)-3-(3-nitrophenyl)prop-2-enal, also known as nitrocinnamaldehyde, is a chemical compound with a molecular formula of C9H7NO3. It is a yellow crystalline solid and is commonly used as a flavor and fragrance ingredient in the food and cosmetic industries. Nitrocinnamaldehyde has a sweet, floral odor and is often used in perfumes, soaps, and other personal care products. It is also used in organic synthesis as a building block for other compounds. Nitrocinnamaldehyde is known to be toxic if ingested or inhaled, and proper precautions should be taken when handling this chemical.

Upstream product

• 99-61-6 3-nitro-benzaldehyde 
• 75-07-0 acetaldehyde 
• 1664-57-9 3-(3-nitrophenyl)propanoic acid 
• 1664-59-1 3-(3-nitrophenyl)acrylic acid methyl ester 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 1504-64-9 3-(3-nitrophenyl)prop-2-en-1-ol 
• 603-35-0 triphenylphosphine 
• 7732-18-5 water 
• 108-24-7 acetic anhydride 
• 2136-75-6 (triphenylphosphoranylidene)acetaldehyde 
• 1504-64-9 (E)-3-(3-nitrophenyl)prop-2-en-1-ol 
• 107-02-8 acrolein 
• 63307-44-8 3-(3-nitrophenyl)-1-propanol 
• 645-00-1 m-iodonitrobenzene 

Downstream Products

• 6183-41-1 1-<3-Nitro-phenyl>-3,3-diacetylamino-propen-1 
• 31368-38-4 2-Chloro-5-[(1E,3E)-4-(3-nitro-phenyl)-buta-1,3-dienyl]-benzenesulfonyl fluoride 
• 31368-36-2 2-Chloro-4-[(1E,3E)-4-(3-nitro-phenyl)-buta-1,3-dienyl]-benzenesulfonyl fluoride 
• 31368-35-1 3-Chloro-4-[(1E,3E)-4-(3-nitro-phenyl)-buta-1,3-dienyl]-benzenesulfonyl fluoride 
• 31368-37-3 4-Chloro-2-[(1E,3E)-4-(3-nitro-phenyl)-buta-1,3-dienyl]-benzenesulfonyl fluoride 
• 13463-40-6 iron pentacarbonyl 
• 1219138-72-3 (R)-dimethyl 2-(3-nitrophenyl)-3-formyl-4-methyl-cyclopent-3-ene-1,1-dicarboxylate 
• 1263097-05-7 (R)-4-methyl-2-(3-nitrophenyl)-2,5-dihydrofuran-3-carbaldehyde 
• 1431734-91-6 (1R,2R)-methyl 1-cyano-3-formyl-4-methyl-2-(3-nitrophenyl)cyclopent-3-enecarboxylate 

Relevant articles and documents

Asymmetric Organocatalytic Stepwise [2+2] Entry to Tetra-Substituted Heterodimeric and Homochiral Cyclobutanes

An asymmetric synthesis of tetra-substituted cyclobutanes involving an organocatalytic, stepwise [2+2]-cycloaddition is described. The secondary-amine-catalyzed method allows for the hetero-dimerization of two different cinnamic-acid-derived sub-units, opening a novel one-step assembly to densely functionalized, head-to-tail coupled dimeric cyclobutanes in high enantiomeric excess. A series of selective synthetic interconversions in these sensitive cycloadducts is also described.

NOVEL COMPOUNDS USEFUL AS NEAR-INFRARED FLUORESCENT PROBES SELECTIVELY BINDING TO TAU AGGREGATES AND METHOD OF PREPARING THE SAME

Disclosed are a compound with near-infrared fluorescence that selectively binds to tau aggregates, a method for preparing the same, a tau-targeting near-infrared fluorescent probe including the compound, a composition for detecting a tau fiber protein containing the near-infrared fluorescent probe as an active ingredient, and the use of the composition for the diagnosis of tauopathy. In particular, the compound does not bind to an amyloid beta protein and has high selectivity to a tau aggregate, specifically reported as an etiology of the initial state of tauopathy, thus being useful as a near-infrared fluorescent detector for detecting a tau fiber protein for early diagnosis of a tauopathy including Alzheimer's disease.

Highly Regio- A nd Enantioselective Hydrogenation of Conjugated α-Substituted Dienoic Acids

Highly regio- A nd enantioselective hydrogenation of conjugated α-substituted dienoic acids was realized for the first time using Trifer-Rh complex, providing a straightforward method for the synthesis of chiral α-substituted ?,?′-unsaturated acids. DFT calculations revealed N+H-O hydrogen bonding interaction is formed to stabilize the transition state and the coordination of 4,5-double bond to Rh(III) center would facilitate the reductive elimination process. This hydrogenation provided a gram-scale synthesis of the precursor of sacubitril.