61650-52-0

Basic information

• Product Name: 2-[(1E)-3-oxoprop-1-en-1-yl]benzaldehyde
• Synonyms: Benzaldehyde, 2-(3-oxo-1-propenyl)-, (E)-
• CAS NO: 61650-52-0
• Molecular Formula: C₁₀H₈O₂
• Molecular Weight: 160.1693
• Mol File: 61650-52-0.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 331.3°C at 760 mmHg
• Flash Point: 124.2°C
• Density: 1.149g/cm³
• Vapor Pressure: 0.000157mmHg at 25°C
• Refractive Index: 1.621
• CAS DataBase Reference: 2-[(1E)-3-oxoprop-1-en-1-yl]benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(1E)-3-oxoprop-1-en-1-yl]benzaldehyde(61650-52-0)
• EPA Substance Registry System: 2-[(1E)-3-oxoprop-1-en-1-yl]benzaldehyde(61650-52-0)

Safety Data

• Hazardous Substances Data: 61650-52-0(Hazardous Substances Data)

Usage

Appearance

Solid or liquid with a distinctive sweet, cinnamon-like aroma

Functional groups

Alpha, beta-unsaturated aldehyde (contains a carbon-carbon double bond and an aldehyde functional group)

Natural sources

Found in the bark of cinnamon trees and other plant species

Uses

Commonly used as a flavoring agent, fragrance, and in some traditional medicines

Health benefits

Potential antimicrobial, anti-inflammatory, and anti-cancer properties

Synthesis

Can be synthesized in the laboratory for various industrial and commercial applications.

Upstream product

• 91-20-3 naphthalene 
• 52509-14-5 (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide 
• 643-79-8 o-phthalic dicarboxaldehyde 
• 18454-54-1 2-Chlorocarbonyl-trans-cinnamoyl chloride 
• 3054-95-3 acrylaldehyde diethyl acetal 
• 6630-33-7 ortho-bromobenzaldehyde 
• 869997-75-1 2-((E)-3,3-Diethoxy-propenyl)-benzaldehyde 
• 18454-53-0 (E)-o-carboxycinnamic acid 
• 1151545-40-2 tris(ethoxyvinyl)borane 

Downstream Products

• 61650-53-1 (2E,4E)-5-[2-((E)-2-Ethoxycarbonyl-vinyl)-phenyl]-penta-2,4-dienoic acid ethyl ester 
• 85-44-9 phthalic anhydride 
• 131543-46-9 Glyoxal 
• 643-79-8 o-phthalic dicarboxaldehyde 
• 93273-84-8 2-Formyl-cis-cinnamaldehyde 

Relevant articles and documents

Synthesis of indenes by intramolecular morita-baylis-hillman reaction in aqueous media catalyzed by resin-supported proline

Novel synthesis of indene derivatives has been developed in an organocatalytic way. Although homogeneous proline showed low catalytic efficiency, resin-supported proline effectively catalyzed the intramolecular Morita-Baylis-Hillman reaction to afford the

Organocatalytic regiospecific synthesis of 1H-indene-2-carbaldehyde derivatives: suppression of cycloolefin isomerisation by employing sterically demanding catalysts

The regiospecific synthesis of 1H-indene-2-carbaldehyde derivatives was achieved through transition-metal-free, reductive cyclisation of ortho-formyl trans-cinnamaldehydes with Hantzsch ester in the presence of an aminocatalyst. In particular, cycloolefin isomerisation of the resulting products could be inhibited efficiently by the introduction of a sterically demanding stereo-defined aminocatalyst.

An efficient palladium-catalyzed synthesis of cinnamaldehydes from acrolein diethyl acetal and aryl iodides and bromides

(Matrix presented) The reaction of aryl iodides and bromides with acrolein diethyl acetal in the presence of Pd(OAc)2, nBu 4NOAc, K2CO3, KCl, and DMF, at 90°C until the disappearance of the acetal followed by the addition of 2 N HCl to the crude reaction mixture, affords cinnamaldehydes in good to high yields. A variety of functional groups are tolerated in the aryl halides, including ether, aldehyde, ketone, ester, dialkylamino, nitrile, and nitro groups. The presence of substituents close to the oxidative addition site does not hamper the reaction.