3491-63-2

Basic information

• Product Name: 2-PHENYL-2-PENTENAL
• Synonyms: alpha-propylidene-benzeneacetaldehyd;2-PHENYL-2-PENTENAL;Benzeneacetaldehyde, .alpha.-propylidene-;2-PHENYL-2-PENTENAL: TECH., 90%;2-Phenyl-2-pentenal, (E)+(Z), 90+%;2-Phenyl-2-pentenal, (E)+(Z)
• CAS NO: 3491-63-2
• Molecular Formula: C₁₁H₁₂O
• Molecular Weight: 160.21
• EINECS: -0
• Mol File: 3491-63-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 124-126°C 14mm
• Flash Point: >100°C
• Appearance: /
• Density: 1,005 g/cm3
• Vapor Pressure: 0.0026mmHg at 25°C
• Refractive Index: 1.5510
• Sensitive: Air Sensitive
• BRN: 1859032
• CAS DataBase Reference: 2-PHENYL-2-PENTENAL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PHENYL-2-PENTENAL(3491-63-2)
• EPA Substance Registry System: 2-PHENYL-2-PENTENAL(3491-63-2)

Safety Data

• Hazard Codes: N
• Statements: 36/37/38-50
• Safety Statements: 26-36/37/39-61
• Hazardous Substances Data: 3491-63-2(Hazardous Substances Data)

Usage

General Description

2-Phenyl-2-pentenal is a chemical compound with the molecular formula C11H12O. It is an aldehyde with a distinctive aroma that is often described as floral, woody, and slightly citrusy. 2-PHENYL-2-PENTENAL is commonly used in the fragrance and flavoring industries, where it is utilized to add a sweet and floral note to perfumes, soaps, and other cosmetic products. It is also found naturally in some essential oils, such as ylang-ylang and jasmine. Additionally, 2-Phenyl-2-pentenal has been studied for its potential antimicrobial and antioxidant properties, as well as its potential use in pharmaceutical applications. Overall, this compound plays a significant role in the creation of pleasant scents and flavors in various consumer products and has potential applications in other industries as well.

InChI:InChI=1/C11H12O/c1-2-6-11(9-12)10-7-4-3-5-8-10/h3-9H,2H2,1H3/b11-6-

Upstream product

• 6704-77-4 2-phenyl-3-(1-propenyl)oxirane 
• 1608-27-1 1-phenylpenta-1,3-diene 
• 34485-87-5 C₁₁H₁₂O 
• 21663-35-4 1-phenyl-pent-3-ene-1,2-diol 
• 33078-07-8 Phenyl-(triphenyl-λ⁵-phosphanylidene)-acetaldehyde 
• 123-38-6 propionaldehyde 
• 536-74-3 phenylacetylene 
• 201230-82-2 carbon monoxide 
• 622-76-4 1-phenyl-1-butyne 

Downstream Products

• 3491-64-3 2-phenyl-pent-2-enal-(2,4-dinitro-phenylhydrazone) 
• 1334593-86-0 2-((2'S,3'R,4'S,5'R)-5'-methyl-3'-nitro-2',3',4',5'-tetrahydro-[1,1':4',1''-terphenyl]-2'-yl)acetaldehyde 

Relevant articles and documents

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.