4432-63-7

Basic information

• Product Name: Atropaldehyde
• Synonyms: Atropaldehyde;2-Phenyl-2-propene-1-al;2-Phenylacrylaldehyde;2-Phenylpropenal;Benzeneacetaldehyde, .alpha.-Methylene-
• CAS NO: 4432-63-7
• Molecular Formula: C₉H₈O
• Molecular Weight: 132.15922
• Mol File: 4432-63-7.mol
• Article Data: 50

Chemical Properties

• Boiling Point: 260 °C at 760 mmHg
• Flash Point: 86.5 °C
• Appearance: /
• Density: 0.996 g/cm³
• CAS DataBase Reference: Atropaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: Atropaldehyde(4432-63-7)
• EPA Substance Registry System: Atropaldehyde(4432-63-7)

Safety Data

• Hazardous Substances Data: 4432-63-7(Hazardous Substances Data)

Usage

General Description

Atropaldehyde is a chemical compound that is a precursor to atropine, a medication used to treat certain types of nerve agent and pesticide poisonings as well as some types of slow heart rate and to decrease secretions such as saliva and stomach acid. Atropaldehyde is also a breakdown product of acetylcholine, a neurotransmitter in the nervous system, and is involved in the regulation of various bodily functions. This chemical has been the subject of research in the medical and pharmaceutical fields for its potential therapeutic uses, particularly in the treatment of disorders related to the nervous system and muscle function. Additionally, atropaldehyde has also been studied for its potential role in the development of new drugs and treatments for various medical conditions.

Upstream product

• 100-42-5 styrene 
• 68-12-2 N,N-dimethyl-formamide 
• 122-78-1 phenylacetaldehyde 
• 201230-82-2 carbon monoxide 
• 536-74-3 phenylacetylene 
• 109141-70-0 1-(1-methoxyprop-1-en-2-yl)benzene 
• 51425-55-9 (E)-dihydrocinnamaldehyde trimethyl silyl enol ether 
• 3600-18-8 ethyl α-bromoacetoacetate 
• 80234-04-4 2-phenylacrylaldehyde diethyl acetal 
• 936474-98-5 tert-butyl-dimethyl-(2-phenyl-allyloxy)-silane 
• 103548-04-5 2-(tert-butyldimethylsilanyloxy)-1-phenylethan-1-one 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 33797-51-2 eschenmoser's salt 
• 108-86-1 bromobenzene 

Downstream Products

• 53847-12-4 2-phenyl-1,5-hexadien-3-ol 
• 149379-74-8 2-methoxy-5-phenylpyridine-3-carbonitrile 
• 149379-78-2 2-amino-5-phenylbenzene-1,3-dicarbonitrile 
• 78593-99-4 2-Phenyl-3-phenylsulfanyl-propionaldehyde 
• 6249-81-6 3-phenyl-but-3-en-2-ol 
• 492-38-6 2-phenylacrylic acid 
• 178817-64-6 [1-2H]-2-phenyl-2-propen-1-ol 

Relevant articles and documents

Synthesis of the cis diastereoisomer of 5-diethoxyphosphoryl-5-methyl-3- phenyl-1-pyrroline N-oxide (DEPMPPOc) and ESR study of its superoxide spin adduct

The cis and trans diastereoisomers of 5-diethoxyphosphoryl-5-methyl-3- phenyl-1-pyrroline N-oxide (DEPMPPO), the C(3)-phenyl analogue of DEPMPO, were prepared in three steps from phenylacetaldehyde and used in ESR-spin trapping of various carbon-, oxygen- and sulfur-centred radicals. In the case of the cis-isomer, the presence of the phenyl group cancels the alternating line width phenomenon observed for the DEPMPO-OOR (R = H, But) spin adducts. The ESR spectra of the DEPMPPOc-OOR spin adducts exhibit more straightforward patterns and are more easily assignable.

Two C=C Bond Participation in Annulation to Pyridines Based on DMF as the Nonadjacent N and C Atom Donors

Two C=C bond participation in annulation to pyridines using N,N-dimethylformamide (DMF) as the N1 and C4 synthons has been carried out. In this reaction, DMF contributed one N atom and one C atom to two disconnected positions of pyridine ring, with no need for an additional nitrogen source. Two C=C bonds in two molecules of substituted styrenes offered four carbon atoms in the presence of iodine and persulfate. With the optimized conditions in hand, both symmetric and unsymmetric diaryl-substituted pyridines were obtained in useful yields. On the basis of relevant literature and a series of control experimental results, a possible mechanism was proposed in this work, which may demonstrate how DMF provides both N1 and C4 sources.

Method for preparing olefine aldehyde through catalytic oxidation of enol ether

The invention relates to the technical field of olefine aldehyde preparation, and provides a method for preparing olefine aldehyde through catalytic oxidation of enol ether. According to the invention, a palladium catalyst, a copper salt, a solvent and enol ether are mixed and subjected to a catalytic oxidation reaction to obtain olefine aldehyde. According to the method, the copper salt is used as the oxidizing agent, the mixed solvent of water and acetonitrile is used as the reaction solvent, and the volume ratio of water to acetonitrile in the mixed solvent is controlled to be (3-7): (3-7), so that the catalytic oxidation reaction can be smoothly carried out in the mixed solvent with a specific ratio, and the generation of palladium black precipitate can be avoided. The method provided by the invention has the advantages of simple steps, low reagent cost, no need of dangerous reagents, wide substrate adaptability and small catalyst dosage. Furthermore, octadecane mercaptan is added to promote the catalytic oxidation reaction, and when the dosage of the palladium catalyst is extremely low, the olefine aldehyde yield can be greatly increased by adding octadecane mercaptan.

Selective Rhodium-Catalyzed Hydroformylation of Terminal Arylalkynes and Conjugated Enynes to (Poly)enals Enabled by a π-Acceptor Biphosphoramidite Ligand

The hydroformylation of terminal arylalkynes and enynes offers a straightforward synthetic route to the valuable (poly)enals. However, the hydroformylation of terminal alkynes has remained a long-standing challenge. Herein, an efficient and selective Rh-catalyzed hydroformylation of terminal arylalkynes and conjugated enynes has been achieved by using a new stable biphosphoramidite ligand with strong π-acceptor capacity, which affords various important E-(poly)enals in good yields with excellent chemo- and regioselectivity at low temperatures and low syngas pressures.