136415-83-3

Basic information

• Product Name: 3-(3-CHLORO-PHENYL)-PROPIONALDEHYDE
• Synonyms: 3-(3-CHLORO-PHENYL)-PROPIONALDEHYDE;3-(3-Chloro-phenyl)-propionaldehyde ,97%;3-(3-Chloro-phenyl)-propionaldehyde ,98%;Benzenepropanal, 3-chloro-;3-(3-Chlorophenyl)propionaldehyde 95%
• CAS NO: 136415-83-3
• Molecular Formula: C₉H₉ClO
• Molecular Weight: 168.62
• Mol File: 136415-83-3.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 238.6°Cat760mmHg
• Flash Point: >110℃
• Appearance: /
• Density: 1.145 g/mL at 25 °C
• Vapor Pressure: 0.042mmHg at 25°C
• Refractive Index: n20/D1.539
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: 3-(3-CHLORO-PHENYL)-PROPIONALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-CHLORO-PHENYL)-PROPIONALDEHYDE(136415-83-3)
• EPA Substance Registry System: 3-(3-CHLORO-PHENYL)-PROPIONALDEHYDE(136415-83-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39
• WGK Germany: 3
• Hazardous Substances Data: 136415-83-3(Hazardous Substances Data)

Usage

General Description

3-(3-Chloro-phenyl)-propionaldehyde, also known as CHPA, is an organic compound with the molecular formula C9H9ClO. It is a yellow liquid with a sweet, floral odor, and is commonly used as a fragrance and flavoring agent in the cosmetic and food industry. CHPA is also used as an intermediate in the synthesis of various organic compounds and is known for its role in the production of pharmaceuticals, agrochemicals, and dyes. It is important to handle CHPA with care as it is considered to be toxic if swallowed, and may cause skin irritation and respiratory issues if inhaled. Additionally, it is a flammable liquid and should be stored and handled in a well-ventilated area away from sources of ignition.

InChI:InChI=1/C9H9ClO/c10-9-5-1-3-8(7-9)4-2-6-11/h1,3,5-7H,2,4H2

Upstream product

• 64-18-6 formic acid 
• 2039-85-2 3-Chlorostyrene 
• 1866-38-2 m-Chlorocinnamic acid 
• 587-04-2 m-Chlorobenzaldehyde 
• 21640-48-2 3-chlorohydrocinnamic acid 
• 201230-82-2 carbon monoxide 
• 625-99-0 3-iodochlorobenzene 
• 1779-58-4 (methyloxycarbonylmethyl)triphenylphosphonium bromide 
• 103040-43-3 3-(3-chlorophenyl)propionic acid methyl ester 
• 82444-40-4 (E)-methyl 3-methylcinnamate 
• 2373-88-8 ethyl (E)-3-(3-chlorophenyl)prop-2-enoate 
• 107-18-6 allyl alcohol 
• 22991-03-3 3-(3-chlorophenyl)propanol 

Downstream Products

• 210114-98-0 5-(3-{[3-(3-Chloro-phenyl)-propyl]-amino}-propyl)-thiophene-2-carboxylic acid methyl ester 
• 851854-10-9 1-but-3-yn-1-yl-3-chlorobenzene 
• 91426-46-9 1-(but-3-en-1-yl)-3-chlorobenzene 

Relevant articles and documents

Bioactive derivatives of isopropylstilbene from mutasynthesis and chemical synthesis

Isopropylstilbene is a natural product from Photorhabdus lumi-nescens TT01, with multiple biological activities. A mutant deficient in the production of both anthraquinones and cinnamic acid was constructed, thus giving a clean background according to UV detection. This anthraquinone and stilbene deficient (ASD) mutant was used in mutasynthesis experiments to obtain new stilbene derivatives, which were detected by GC-MS. The structures of the new derivatives were confirmed by detailed MS analysis and then chemically synthesised; all of the natural and synthetic compounds were tested against protozoa that cause tropical diseases. Two compounds obtained by mutasynthesis showed the highest activity against Trypanosoma cruzi, the causative agent of Chagas disease, and Leishmania donovani, which causes leishmaniasis.

Insight into decomposition of formic acid to syngas required for Rh-catalyzed hydroformylation of olefins

Formic acid (FA) is one kind of important bulk chemicals, which is recognized as a sustainable and eco-friendly energy carrier to transport H2 via dehydrogenation or CO via decarbonylation. Expectantly, FA upon decomposition into H2 and CO could be used as the syngas alternative for hydroformylation. In this paper, the behaviors of FA to release H2 as well as CO following the distinct pathways were carefully investigated for the first time, and then established a new hydroformylation protocol free of syngas. It was found that the atmospheric hydroformylation of olefins with formic acid (FA) as syngas alternative was smoothly fulfilled over Xantphos (L1) modified Rh-catalyst under mild conditions (80 °C, Rh concentration 1 mol %, 14 h), resulting in >90% conversion of the olefins along with the high selectivity to the target aldehydes (>93%). By using FA as syngas source, the side-reaction of olefin-hydrogenation was greatly depressed. The in situ FT-IR and the high-pressure 1H NMR spectroscopic analyses were applied to reveal how FA behaves dually as CO surrogate and hydrogen source over L1-Rh(acac)(CO)2 catalytic system, based on which the deeply insight into the catalytic mechanism of hydroformylation of olefins with FA as syngas alternative was offered.

Synthesis of rac-ɑ-aryl propionaldehydes via branched-selective hydroformylation of terminal arylalkenes using water-soluble Rh-PNP catalyst

This work detailed the preparation of a class of water-soluble PNP ligands that differed by the nature of the substitute on phenyl ring of ligands. These ligands were incorporated into water-soluble rhodium-PNP complex catalysts that were used to regioselective hydroformylation of a series of terminal arylalkenes, providing efficient access to rac-α-aryl propionaldehydes in good to excellent yield (up to 97%) and branched-regioselectivity (up to 40:1 b/l ratio). Furthermore, gram-scale and diverse synthetic transformation demonstrated synthetic application of this methodology for non-steroidal antiinflammatory drugs.