57194-69-1

Basic information

• Product Name: TRANS-CINNAMALDEHYDE
• Synonyms: cis-3-phenyl-propenal;(Z)-forM;cis-Cinnamaldehyde;(Z)-3-Phenyl-2-propenal;(2Z)-3-phenylprop-2-enal
• CAS NO: 57194-69-1
• Molecular Formula: C₉H₈O
• Molecular Weight: 132.15922
• Mol File: 57194-69-1.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 246.8°Cat760mmHg
• Flash Point: 71.1°C
• Appearance: /
• Density: 1.034g/cm³
• Storage Temp.: Amber Vial, -86°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly)
• Stability: Air Sensitive, Light Sensitive, Temperature Sensitive
• CAS DataBase Reference: TRANS-CINNAMALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS-CINNAMALDEHYDE(57194-69-1)
• EPA Substance Registry System: TRANS-CINNAMALDEHYDE(57194-69-1)

Safety Data

• Hazardous Substances Data: 57194-69-1(Hazardous Substances Data)

Usage

Description

TRANS-CINNAMALDEHYDE, also known as trans-cinnamaldehyde or cinnamaldehyde, is an organic compound with the chemical formula C9H8O. It is a colorless to yellow oily liquid with a strong, sweet, and pungent odor. It is a naturally occurring constituent of the bark of cinnamon trees and is widely used in the flavor and fragrance industry due to its characteristic aroma.

Uses

Used in Flavor and Fragrance Industry:
TRANS-CINNAMALDEHYDE is used as a key ingredient in the flavor and fragrance industry for its strong, sweet, and pungent odor. It is widely used in the production of perfumes, colognes, and other scented products due to its characteristic aroma.
Used in Antimicrobial Applications:
TRANS-CINNAMALDEHYDE is used as an antibacterial agent against Escherichia Coli and Salmonella in vitro. It causes cell structural damage, resulting in leakage of cellular content, making it an effective agent in combating bacterial infections.
Used in Synthesis of Nanomaterials:
TRANS-CINNAMALDEHYDE is derived from (Z)-Cinnamyl Alcohol (C442105), a useful synthetic intermediate. It is also used as a reagent in the synthesis of one-dimensional ZnO nanorods with well-defined morphology, which serve as highly selective photocatalysts in various applications.

Upstream product

• 2579-22-8 Phenylpropargyl aldehyde 
• 6142-95-6 phenylpropargyl aldehyde diethyl acetal 
• 33603-90-6 (2Z)-2-bromo-3-phenyl-2-propenal 
• 64-18-6 formic acid 
• 588-73-8 (Z)-β-bromostyrene 
• 1504-58-1 3-Phenyl-2-propyn-1-ol 
• 4510-34-3 (Z)-cinnamyl alcohol 
• 33603-89-3 (Z)-2-chloro-3-phenyl-2-propenal 
• 7148-78-9 3,3-diethoxyl-1-phenylprop-1-ene 
• 81149-95-3 cis-cinnamaldehyde diethyl acetal 
• 127896-07-5 α,α-bis(trimethylsilyl)-tert-butylacetaldehyde imine 
• 100-52-7 benzaldehyde 
• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 145091-91-4 3-hydroxy-5-phenyl-1H-pyrazole 

Downstream Products

• 30204-42-3 7-hydroxy-5-phenyl-5H-2,3,6,7-tetrahydrothiazolo[2,3-a]pyrimidine 
• 112403-22-2 2,2'-(3-phenylprop-2-ene-1,1-diyl)bis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) 
• 139483-97-9 (2R,4R)-4-(2-Hydroxy-4,4-dimethyl-6-oxo-cyclohex-1-enyl)-7,7-dimethyl-2-phenyl-2,3,4,6,7,8-hexahydro-chromen-5-one 
• 78830-74-7 2-styryl-4-methacryloyloxymethyl-1,3-dioxolane 
• 36004-04-3 ethyl (E)-1-phenylbut-1-en-3-ol 
• 79866-71-0 1-Phenyl-5-((1Z,3Z)-4-phenyl-buta-1,3-dienyl)-1H-tetrazole 
• 71154-14-8 (E)-3-hydroxy-5-phenylpent-4-enenitrile 
• 14371-10-9 (E)-3-phenylpropenal 
• 4510-34-3 (Z)-cinnamyl alcohol 
• 41109-94-8 (2E,4E)-2-cyano-5-phenyl-2,4-pentadienoic acid methyl ester 
• 372076-36-3 6-phenyl-3(Z),5(Z)-hexadien-1-ol 

Relevant articles and documents

Gold(I)-catalyzed intermolecular cycloaddition of allenamides with α,β-unsaturated hydrazones: Efficient access to highly substituted cyclobutanes

α,β-Unsaturated N,N-dialkyl hydrazones undergo a mild [2 + 2] cycloaddition to allenamides when treated with a suitable gold catalyst. The method, which represents the first application of N,N-dialkyl hydrazones in gold catalysis, is compatible with a wide variety of substituents at the alkenyl moiety of the hydrazone component, proceeds with excellent levels of regio- and diastereoselectivity, and provides densely substituted cyclobutanes with good to excellent yields.

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8π Electrocyclic Reaction of Phosphonate Derivatives: Access to Seven-Membered Cross-Conjugated Cyclic Trienes

An anionic 8π electrocyclic reaction of 4-(diethoxyphosphoryl)-1,3,6-heptatriene derivatives was developed. Under the influence of a base, the substrate underwent deprotonation at the C5 position followed by the 8π electrocyclization of the resulting hept

Tandem oxidation-dehydrogenation of (hetero)arylated primary alcohols via perruthenate catalysis

Tandem oxidative-dehydrogenation of primary alcohols to give a,b-unsaturated aldehydes in one pot are rare transformations in organic synthesis, with only two methods currently available. Reported herein is a novel method using the bench-stable salt methyltriphenylphosphonium perruthenate (MTP3), and a new co-oxidant NEMO&middoPF6 (NEMO = N-ethyl-N-hydroxymorpholinium) which provides unsaturated aldehydes in low to moderate yields. The Ley-Griffith oxidation of (hetero)arylated primary alcohols with N-oxide co-oxidants NMO (NMO = N-methylmorpholine N-oxide)/NEMO, is expanded by addition of the N-oxide salt NEMO&middoPF6 to convert the intermediate saturated aldehyde into its unsaturated counterpart. The discovery, method development, reaction scope, and associated challenges of this method are highlighted. The conceptual value of late-stage dehydrogenation in natural product synthesis is demonstrated via the synthesis of a polyene scaffold related to auxarconjugatin B.