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HYDROCINNAMALDEHYDE

HYDROCINNAMALDEHYDE

CAS NO.: 104-53-0 
EC/LIST NO.: 203-211-8

Hydrocinnamaldehyde is the organic compound with the formula C6H5CH2CH2CHO. 
Hydrocinnamaldehyde is produced by the hydrogenation of cinnamaldehyde. 
The compound is used in many mechanistic studies.
Hydrocinnamaldehyde is a common substrate in organic synthesis

Hydrocinnamaldehyde is C=C double bond hydrogenated cinnamaldehyde. 
Hydrocinnamaldehyde has been synthesized by the selective hydrogenation of C=C double bond of cinnamaldehyde by various methods. 
Hydrocinnamaldehyde and nitromethane undergoes Henry reaction to form nitroaldols. 
The C1 and C3 position labelled with 13C of hydrocinnamaldehyde was subjected to mass spectrometry and the fragmentation pattern was elucidated.

Hydrocinnamaldehyde is used as a flavoring agent. 
Hydrocinnamaldehyde is also used in the preparation of cinnamaldehyde, 2-chloro hydrocinnamaldehyde by alfa chlorination and mixture of homopropargyl alcohols. 
Hydrocinnamaldehyde serves as a precursor for the synthesis of mixture of syn- and anti-beta-hydroxyallylsilanes by hydroboration of allenylsilane. 
Hydrocinnamaldehyde is also involved in the catalytic asymmetric cyanosilylation to prepare (2S)-2-hydroxy-4-phenylbutanenitrile. 
Further, Hydrocinnamaldehyde undergoes Henry reaction to form nitroaldols by reacting with nitromethane.

Hydrogenation of cinnamaldehyde yields hydrocinnamaldehyde, cinnamyl alcohol, and hydrocinnamyl alcohol, all having important applications in different industries. 
The selective synthesis of hydrocinnamaldehyde, which is a perfumery compound, from cinnamaldehyde is challenging. 
In the current work, bimetallic nanocatalyst Ni–Cu supported on reduced graphene oxide (RGO) was prepared via the solvothermal method. 
Different combinations of Ni–Cuwere used for the hydrogenation of cinnamaldehyde in methanol as a solvent at 20 bar and 150 °C. 
Ni–Cu ratio was altered to understand its influence on the selectivity of the desired product hydrocinnamaldehyde. 
Hydrogenation of C═C bond over the C═O bond was favored over 5% Ni–Cu catalyst in the optimized ratio of Ni:Cu (1:1). 
Optimization of process parameters and characterization of fresh and reused catalyst was performed. 
The Langmuir–Hinshelwood–Hougen–Watson model was used to fit the reaction data. 
The catalyst is robust and reusable, and the process is green.

Hydrocinnamaldehyde is the organic compound with the formula C6H5CH2CH2CHO. 
A white solid, Hydrocinnamaldehyde is produced by the hydrogenation of cinnamaldehyde. 
The compound is used in many mechanistic studies. 
Hydrocinnamaldehyde is a common substrate in organic synthesis.

Hydrocinnamaldehyde , also known as benzenepropanal or benzylacetaldehyde, belongs to the class of organic compounds known as benzene and substituted derivatives. 
These are aromatic compounds containing one monocyclic ring system consisting of benzene. 
Hydrocinnamaldehyde  is a balsam, chocolate, and cinnamon tasting compound. 
Hydrocinnamaldehyde  is found, on average, in the highest concentration within ceylon cinnamons. 
Hydrocinnamaldehyde  has also been detected, but not quantified, in several different foods, such as chinese cinnamons, garden tomato (var.), cherry tomato, herbs and spices, and garden tomato.

Hydrocinnamaldehyde , also known as benzenepropanal or benzylacetaldehyde, belongs to the class of organic compounds known as benzene and substituted derivatives. 
These are aromatic compounds containing one monocyclic ring system consisting of benzene. 
Hydrocinnamaldehyde  is a balsam, chocolate, and cinnamon tasting compound. 
Hydrocinnamaldehyde  is found, on average, in the highest concentration within ceylon cinnamons (Cinnamomum verum). 
Hydrocinnamaldehyde  has also been detected, but not quantified in, several different foods, such as cherry tomatoes (Solanum lycopersicum var. cerasiforme), herbs and spices, fruits, garden tomato (var.), and alcoholic beverages. 
This could make Hydrocinnamaldehyde  a potential biomarker for the consumption of these foods. 
Based on a literature review a significant number of articles have been published on 3-Phenylpropanal.

Phenylpropyl aldehyde occurs in Sri Lanka cinnamon bark oil, among others. 
The aldehyde is a colorless liquid with a strong, floral, slightly balsamic, heavy hyacinth-like odor. 
Hydrocinnamaldehyde tends to undergo self-condensation.
Dihydrocinnamaldehyde can be obtained with scarcely any byproducts by selective hydrogenation of cinnamaldehyde. 
Hydrocinnamaldehyde is used in perfumery for hyacinth and lilac compositions.


Hydrocinnamaldehyde may be used in the synthesis of the following:
Hydrocinnamaldehyde  by α-chlorination.
Mixture of homopropargyl alcohols by kinetic resolution-allenylboration reactions.
Mixture of syn- and anti-β-hydroxyallylsilanes by hydroboration of allenylsilane.
Hydrocinnamaldehyde  by catalytic asymmetric cyanosilylation.
Cinnamaldehyde by dehydrogenation reaction using Pd(TFA)2/4,5-diazafluorenone catalyst.

Boiling point    :222 °C
Density     : 1.01 g/cm3 (20 °C)
Flash point    :95 °C DIN 51758
Ignition temperature    :245 °C DIN 51794
Melting Point    :-42 °C
Vapor pressure    :15 hPa (98 °C)
Solubility    :0.74 mg/l

Assay (GC, area%)    : ≥ 95.0 % (a/a)
Density (d 20 °C/ 4 °C)    : 1.010 - 1.018
Identity (IR)    : passes test

Hydrocinnamaldehyde  is used as a flavoring agent. 
Hydrocinnamaldehyde is also used in the preparation of cinnamaldehyde, 2-chloro hydrocinnamaldehyde by alfa chlorination and mixture of homopropargyl alcohols. 
Hydrocinnamaldehyde  serves as a precursor for the synthesis of mixture of syn- and anti-beta-hydroxyallylsilanes by hydroboration of allenylsilane. 
Hydrocinnamaldehyde  is also involved in the catalytic asymmetric cyanosilylation to prepare (2S)-2-hydroxy-4-phenylbutanenitrile. 
Further, Hydrocinnamaldehyde  undergoes Henry reaction to form nitroaldols by reacting with nitromethane.

IUPAC NAME :

3-phenylpropanal
 
3-Phenylpropionaldehyde
 
3-phenylpropionaldehyde
 
BENZENEPROPANAL
 

SYNONYMS:

104-53-0  
203-211-8  
3-Phenylpropanal  
3-Phenylpropanal  
3-Phénylpropanal  
3-Phenylpropionaldehyde
3-Phenylpropyl aldehyde
3-Phenylpropylaldehyde
Benzenepropanal  
dihydrocinnamaldehyde
 

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