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

• 75700-24-2 3-phenyloxete 
• 98-83-9 isopropenylbenzene 
• 33797-51-2 eschenmoser's salt 
• 122-78-1 phenylacetaldehyde 
• 109141-70-0 1-(1-methoxyprop-1-en-2-yl)benzene 
• 201230-82-2 carbon monoxide 
• 536-74-3 phenylacetylene 
• 100-42-5 styrene 
• 68-12-2 N,N-dimethyl-formamide 
• 51425-55-9 (E)-dihydrocinnamaldehyde trimethyl silyl enol ether 
• 3600-18-8 ethyl α-bromoacetoacetate 
• 80234-04-4 2-phenylacrylaldehyde diethyl acetal 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 108-86-1 bromobenzene 

Downstream Products

• 1125-70-8 2-phenylpropanamide 
• 132356-38-8 3,4-dihydro-2-hydroxy-3-phenyl-2H,5H-pyrano<3,2-c><1>benzopyran-5-one 
• 53847-12-4 2-phenyl-1,5-hexadien-3-ol 
• 178817-64-6 [1-2H]-2-phenyl-2-propen-1-ol 
• 492-38-6 2-phenylacrylic acid 
• 677325-07-4 dihydro-3-(1-oxo-2-phenyl-2-propenyl)furan-2-one 
• 677325-09-6 3,5,6,7-tetrahydro-7-phenylfuro[3,2-c]pyridin-4-one 
• 115972-62-8 5-(1-phenyl-vinyl)-2-oxazoline-4-carboxylic acid methyl ester 
• 1609556-40-2 dimethyl (2-phenylprop-2-en-1-ylidene)malonate 
• 162660-52-8 4-methyl-4-nitro-2-phenylvaleraldehyde 
• 6006-81-1 3-hydroxy-2-phenylpropene 

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.

Rhodium-Catalyzed Regio- And Enantioselective Allylic Amination of Racemic 1,2-Disubstituted Allylic Phosphates

Alkynylphosphines are rarely used as ligands in asymmetric metal catalysis. We synthesized a series of chiral bis(oxazoline)alkynylphosphine ligands and used them in Rh-catalyzed highly regio- and enantioselective allylic amination reactions of 1,2-disubstituted allylic phosphates. Chiral 1,2-disubstituted allylic amines were synthesized in up to 95% yield with >20:1 branched/linear (b/l) ratio and 99% ee from racemic 1,2-disubstituted allylic precursors. The sterically smaller linear alkynyl group on the P atom in the bis(oxazoline)alkynylphosphine ligands was the key to fit the new requirements of the introduction of bulky 2-R′ groups.

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.

Saegusa Oxidation of Enol Ethers at Extremely Low Pd-Catalyst Loadings under Ligand-free and Aqueous Conditions: Insight into the Pd(II)/Cu(II)-Catalyst System

A highly efficient and practical Pd(II)/Cu(OAc)2-catalyst system of Saegusa oxidation, which converts enol ethers to the corresponding enals with a number of diverse substrates at extremely low catalyst loadings (500 mol ppm) under ligand-free and aqueous conditions, is described. Its synthetic utility was demonstrated by large-scale applications of the catalyst system to important nature molecules. This work allows Saegusa oxidation to become a highly practical approach to preparing enals and also suggests new insight into the Pd(II)/Cu(II)-catalyst system for dehydrogenation of carbonyl compounds and decreasing Pd-catalyst loadings.