2439-43-2

Basic information

• Product Name: 2-Phenylbutyraldehyde
• Synonyms: 2-Phenylbutanal;2-Phenylbutyraldehyde;a-Ethylbenzeneacetaldehyde;NSC 37492;α-Ethylbenzeneacetaldehyde;2-Phenyl-3-methylpropanal;2-Phenylbutyraldehyde DISCONTINUED
• CAS NO: 2439-43-2
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.2
• Product Categories: Aromatics Compounds;Aromatics
• Mol File: 2439-43-2.mol
• Article Data: 53

Chemical Properties

• Boiling Point: 222.1°Cat760mmHg
• Flash Point: 96.7°C
• Appearance: /
• Density: 0.966g/cm³
• Vapor Pressure: 0.104mmHg at 25°C
• Refractive Index: 1.502
• Solubility: Dichloromethane, Ether, Ethyl Acetate, Methanol
• CAS DataBase Reference: 2-Phenylbutyraldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Phenylbutyraldehyde(2439-43-2)
• EPA Substance Registry System: 2-Phenylbutyraldehyde(2439-43-2)

Safety Data

• Hazardous Substances Data: 2439-43-2(Hazardous Substances Data)

Usage

Description

2-Phenylbutyraldehyde, with the CAS number 2439-43-2, is a colorless oil compound that is useful in organic synthesis. It is an organic compound derived from butyraldehyde with a phenyl group attached to the second carbon atom, which gives it unique chemical properties and potential applications in various industries.

Uses

Used in Organic Synthesis:
2-Phenylbutyraldehyde is used as an intermediate in the synthesis of various organic compounds. Its unique structure allows it to be a valuable building block for the creation of more complex molecules, which can be utilized in different fields such as pharmaceuticals, agrochemicals, and materials science.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Phenylbutyraldehyde is used as a starting material for the synthesis of various drugs and drug candidates. Its reactivity and structural features make it a suitable candidate for the development of new therapeutic agents with potential applications in treating various diseases and medical conditions.
Used in Flavor and Fragrance Industry:
2-Phenylbutyraldehyde is also used in the flavor and fragrance industry due to its unique aroma and flavor profile. It can be used to create a wide range of scents and flavors, adding depth and complexity to perfumes, colognes, and other fragrance products, as well as enhancing the taste and aroma of various food and beverage items.
Used in Chemical Research:
As a colorless oil with distinct chemical properties, 2-Phenylbutyraldehyde is also used in chemical research for studying various reaction mechanisms and exploring new synthetic pathways. Researchers can use this compound to gain insights into the behavior of similar molecules and develop new strategies for organic synthesis and compound design.

InChI:InChI=1/C10H12O/c1-2-9(8-11)10-6-4-3-5-7-10/h3-9H,2H2,1H3

Upstream product

• 10467-10-4 ethylmagnesium iodide 
• 582-24-1 1-phenyl-2-hydroxyethanone 
• 108-86-1 bromobenzene 
• 3400-56-4 α-bromobutyraldehyde diethyl acetal 
• 2035-94-1 2-phenylbutan-1-ol 
• 53516-61-3 β-(n-Butyl-isobutylamino)-styrol 
• 75-03-6 ethyl iodide 
• 65439-59-0 3-(2-phenyl-butyryl)-thiazolidine-2-thione 
• 60860-46-0 trans-3-ethyl-3-phenyloxiranecarboxylic acid ethyl ester 
• 36854-57-6 2-Phenylbutyryl chloride 
• 1519-21-7 2-phenylbutyric anhydride 
• 75-24-1 trimethylaluminum 
• 78571-81-0 (3-benzyloxiran-2-yl)methanol 
• 75591-38-7 t-butyl β-ethyl-β-phenylglycidate 

Downstream Products

• 97234-84-9 3-phenyl-4-octanone 
• 4564-82-3 erythro-3-phenylpentan-2-ol 
• 4564-82-3 threo-3-phenylpentan-2-ol 
• 58343-21-8 3-phenylheptan-4-one 
• 138841-48-2 2-Methyl-4-phenyl-hexan-3-ol 
• 6006-69-5 4-phenylhexan-3-ol 
• 107847-29-0 (5RS,6RS)-5-hydroxy-2,2-dimethyl-6-phenyloctan-3-one 
• 107847-29-0 (5SR,6RS)-5-hydroxy-2,2-dimethyl-6-phenyloctan-3-one 
• 132278-77-4 (3,3-Dibromo-1-ethyl-allyl)-benzene 
• 106268-77-3 (4S,5S)-5-phenyl-1-hepten-4-ol 
• 106268-80-8 (4R,5R)-5-phenyl-1-hepten-4-ol 
• 106268-79-5 (4S,5R)-5-phenyl-1-hepten-4-ol 
• 106268-77-3 (4RS,5SR)-5-phenyl-1-hepten-4-ol 
• 106268-77-3 (4RS,5RS)-5-phenyl-1-hepten-4-ol 

Relevant articles and documents

Palladium-Catalyzed Allenamide Carbopalladation/Allylation with Active Methine Compounds

A palladium-catalyzed allenamide carbopalladation/allylation with active methine compounds has been developed. Various indoles and isoquinolinones bearing a quaternary carbon center were achieved with good efficiency, a broad substrate scope and good functional group tolerance. This reaction underwent cascade oxidative addition, carbopalladation, and allylic alkylation, and two new C-C bonds were formed in one pot.

A Bifunctional Copper Catalyst Enables Ester Reduction with H2: Expanding the Reactivity Space of Nucleophilic Copper Hydrides

Employing a bifunctional catalyst based on a copper(I)/NHC complex and a guanidine organocatalyst, catalytic ester reductions to alcohols with H2 as terminal reducing agent are facilitated. The approach taken here enables the simultaneous activation of esters through hydrogen bonding and formation of nucleophilic copper(I) hydrides from H2, resulting in a catalytic hydride transfer to esters. The reduction step is further facilitated by a proton shuttle mediated by the guanidinium subunit. This bifunctional approach to ester reductions for the first time shifts the reactivity of generally considered "soft"copper(I) hydrides to previously unreactive "hard"ester electrophiles and paves the way for a replacement of stoichiometric reducing agents by a catalyst and H2.

Binuclear Pd(I)-Pd(I) Catalysis Assisted by Iodide Ligands for Selective Hydroformylation of Alkenes and Alkynes

Since its discovery in 1938, hydroformylation has been thoroughly investigated and broadly applied in industry (>107 metric ton yearly). However, the ability to precisely control its regioselectivity with well-established Rh- or Co-catalysts has thus far proven elusive, thereby limiting access to many synthetically valuable aldehydes. Pd-catalysts represent an appealing alternative, yet their use remains sparse due to undesired side-processes. Here, we report a highly selective and exceptionally active catalyst system that is driven by a novel activation strategy and features a unique Pd(I)-Pd(I) mechanism, involving an iodide-assisted binuclear step to release the product. This method enables β-selective hydroformylation of a large range of alkenes and alkynes, including sensitive starting materials. Its utility is demonstrated in the synthesis of antiobesity drug Rimonabant and anti-HIV agent PNU-32945. In a broader context, the new mechanistic understanding enables the development of other carbonylation reactions of high importance to chemical industry.