393193
Hydrocinnamaldehyde
technical grade, 90%
Synonym(s):
3-Phenylpropionaldehyde
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About This Item
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grade
technical grade
Assay
90%
form
liquid
impurities
<5% 3-phenyl-1-propanol
refractive index
n20/D 1.523 (lit.)
bp
97-98 °C/12 mmHg (lit.)
density
1.019 g/mL at 25 °C (lit.)
functional group
aldehyde
phenyl
SMILES string
[H]C(=O)CCc1ccccc1
InChI
1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-3,5-6,8H,4,7H2
InChI key
YGCZTXZTJXYWCO-UHFFFAOYSA-N
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General description
Hydrocinnamaldehyde is C=C double bond hydrogenated cinnamaldehyde. It 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.
Application
Hydrocinnamaldehyde may be used in the synthesis of the following:
- 2-Chloro hydrocinnamaldehyde by α-chlorination.
- Mixture of homopropargyl alcohols by kinetic resolution-allenylboration reactions.
- Mixture of syn- and anti-β-hydroxyallylsilanes by hydroboration of allenylsilane.
- (2S)-2-Hydroxy-4-phenylbutanenitrile by catalytic asymmetric cyanosilylation.
- Cinnamaldehyde by dehydrogenation reaction using Pd(TFA)2/4,5-diazafluorenone catalyst.
Storage Class Code
10 - Combustible liquids
WGK
WGK 2
Flash Point(F)
203.0 °F - closed cup
Flash Point(C)
95 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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The kinetic hydroboration of allenylsilane 5 with ((d)Ipc)(2)BH at -40 °C provides allylborane 9Z with ≥12:1 selectivity. When the hydroboration is performed at temperatures above -40 °C, 9Z isomerizes to the thermodynamically more stable allylborane 9E with >20:1 selectivity. Subsequent
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