75677-02-0

Basic information

• Product Name: 3-(4-CHLORO-PHENYL)-PROPIONALDEHYDE
• Synonyms: 3-(4-CHLORO-PHENYL)-PROPIONALDEHYDE;3-(4-Chloro-phenyl)-propionaldehyde ,97%;3-(4-Chloro-phenyl)-propionaldehyde ,98%;Benzenepropanal, 4-chloro-;3-(4-Chlorophenyl)propanal
• CAS NO: 75677-02-0
• Molecular Formula: C₉H₉ClO
• Molecular Weight: 168.62
• Mol File: 75677-02-0.mol
• Article Data: 92

Chemical Properties

• Boiling Point: 238.573°C at 760 mmHg
• Flash Point: 117.087°C
• Appearance: /
• Density: 1.139g/cm³
• Vapor Pressure: 0.042mmHg at 25°C
• Refractive Index: 1.527
• CAS DataBase Reference: 3-(4-CHLORO-PHENYL)-PROPIONALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-CHLORO-PHENYL)-PROPIONALDEHYDE(75677-02-0)
• EPA Substance Registry System: 3-(4-CHLORO-PHENYL)-PROPIONALDEHYDE(75677-02-0)

Safety Data

• Hazardous Substances Data: 75677-02-0(Hazardous Substances Data)

Usage

General Description

3-(4-Chloro-phenyl)-propionaldehyde, also known as para-chlorophenyl propionaldehyde, is a chemical compound that belongs to the aldehyde class. It is commonly used in the production of perfumes and fragrances due to its distinct and pleasant odor. Additionally, it is also utilized as a flavoring agent in food products. 3-(4-CHLORO-PHENYL)-PROPIONALDEHYDE is also employed as an intermediate in the synthesis of various pharmaceuticals and other organic compounds. It is important to handle this chemical with care, as it can cause irritation to the skin, eyes, and respiratory system, and may be harmful if ingested or inhaled in large quantities.

InChI:InChI=1/C9H9ClO/c10-9-5-3-8(4-6-9)2-1-7-11/h3-7H,1-2H2

Upstream product

• 637-87-6 1-Chloro-4-iodobenzene 
• 107-18-6 allyl alcohol 
• 17333-85-6 4-chlorophenyldiazonium salt 
• 107-02-8 acrolein 
• 1073-67-2 4-vinylbenzyl chloride 
• 64-18-6 formic acid 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 201230-82-2 carbon monoxide 
• 108-24-7 acetic anhydride 
• 24583-70-8 3-(4-chlorophenyl)-2-propene-1-ol 
• 1615-02-7 3-(4-chlorophenyl)prop-2-enoic acid 
• 873-73-4 4-n-chlorophenylacetylene 
• 98-95-3 nitrobenzene 
• 123-63-7 paracetaldehyde 

Downstream Products

• 1309444-74-3 3-(2-aminoethyl)-5-(3-(4-chlorophenyl)propylidene)thiazolidine-2,4-dione 
• 1394046-53-7 (R)-2-(4-chlorobenzyl)-5-oxohexanal 
• 917247-90-6 rac-2-hydroxy-4-(4-chlorophenyl)butanoic acid 
• 225233-78-3 rac-2-amino-4-(4-chlorophenyl)butanoic acid 
• 882151-98-6 (S)-3-(4-chlorophenyl)-1,2-propanediol 
• 371111-50-1 ethyl-5-(4-chlorophenyl)pent-2-enoate 
• 762285-94-9 [(S)-1-({(R)-1-[3-(4-Chloro-phenyl)-propyl]-pyrrolidin-3-yl}-methyl-carbamoyl)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl ester 

Relevant articles and documents

Nickel-Catalyzed Decarboxylative Coupling of Redox-Active Esters with Aliphatic Aldehydes

The addition of alkyl fragments to aliphatic aldehydes is a highly desirable transformation for fragment couplings, yet existing methods come with operational challenges related to the basicity and instability of the nucleophilic reagents commonly employed. We report herein that nickel catalysis using a readily available bioxazoline (BiOx) ligand can catalyze the reductive coupling of redox-active esters with aliphatic aldehydes using zinc metal as the reducing agent to deliver silyl-protected secondary alcohols. This protocol is operationally simple, proceeds under mild conditions, and tolerates a variety of functional groups. Initial mechanistic studies suggest a radical chain pathway. Additionally, alkyl tosylates and epoxides are suitable alkyl precursors to this transformation providing a versatile suite of catalytic reactions for the functionalization of aliphatic aldehydes.

Access to Trisubstituted Fluoroalkenes by Ruthenium-Catalyzed Cross-Metathesis

Although the olefin metathesis reaction is a well-known and powerful strategy to get alkenes, this reaction remained highly challenging with fluororalkenes, especially the Cross-Metathesis (CM) process. Our thought was to find an easy accessible, convenient, reactive and post-functionalizable source of fluoroalkene, that we found as the methyl 2-fluoroacrylate. We reported herein the efficient ruthenium-catalyzed CM reaction of various terminal and internal alkenes with methyl 2-fluoroacrylate giving access, for the first time, to trisubstituted fluoroalkenes stereoselectively. Unprecedent TON for CM involving fluoroalkene, up to 175, have been obtained and the reaction proved to be tolerant and effective with a large range of olefin partners giving fair to high yields in metathesis products. (Figure presented.).

Intermetallic Nanocatalyst for Highly Active Heterogeneous Hydroformylation

Hydroformylation is an imperative chemical process traditionally catalyzed by homogeneous catalysts. Designing a heterogeneous catalyst with high activity and selectivity in hydroformylation is challenging but essential to allow the convenient separation and recycling of precious catalysts. Here, we report the development of an outstanding catalyst for efficient heterogeneous hydroformylation, RhZn intermetallic nanoparticles. In the hydroformylation of styrene, it shows three times higher turnover frequency (3090 h-1) compared to the benchmark homogeneous Wilkinson's catalyst (966 h-1), as well as a high chemoselectivity toward aldehyde products. RhZn is active for a variety of olefin substrates and can be recycled without a significant loss of activity. Density functional theory calculations show that the RhZn surfaces reduce the binding strength of reaction intermediates and have lower hydroformylation activation energy barriers compared to pure Rh(111), leading to more favorable reaction energetics on RhZn. The calculations also predict potential catalyst design strategies to achieve high regioselectivity.