Hydrocinnamaldehyde

Hydrocinnamaldehyde
Names
	Preferred IUPAC name 3-Phenylpropanal
	Other names 3-Phenylpropional; 3-Phenylpropionaldehyde; β-Phenylpropionaldehyde
Identifiers
CAS Number	104-53-0;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:39940;
ChEMBL	ChEMBL440161;
ChemSpider	7421;
ECHA InfoCard	100.002.920
EC Number	203-211-8;
PubChem CID	7707;
UNII	LP1E86N30T;
CompTox Dashboard (EPA)	DTXSID0047610 ;
	InChI InChI=1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-3,5-6,8H,4,7H2 Key: YGCZTXZTJXYWCO-UHFFFAOYSA-N;
	SMILES C1=CC=C(C=C1)CCC=O;
Properties
Chemical formula	C9H10O
Molar mass	134.178 g·mol−1
Appearance	colorless liquid
Density	1.018 g/cm3
Melting point	−42 °C (−44 °F; 231 K)
Boiling point	224 °C (435 °F; 497 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319
Precautionary statements	P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Hydrocinnamaldehyde is the organic compound with the formula C₆H₅CH₂CH₂CHO. It is produced by the hydrogenation of cinnamaldehyde. The compound is used in many mechanistic studies.^[1] It is a common substrate in organic synthesis.^[2]^[3]

References

^ Enache, Dan I.; Edwards, Jennifer K.; Landon, Philip; Solsona-Espriu, Benjamin; Carley, Albert F.; Herzing, Andrew A.; Watanabe, Masashi; Kiely, Christopher J.; Knight, David W.; Hutchings, Graham J. (2006). "Solvent-Free Oxidation of Primary Alcohols to Aldehydes Using Au-Pd/TiO2 Catalysts". Science. 311 (5759): 362–365. Bibcode:2006Sci...311..362E. doi:10.1126/science.1120560. PMID 16424335. S2CID 92890.
^ Sasai, Hiroaki; Watanabe, Shizue; Suzuki, Takeyuki; Shibasaki, Masakatsu (2002). "Catalytic Asymmetric Synthesis of Nitroaldols Using a Lanthanum-Lithium-Binol Complex: (2S,3S)-2-Nitro-5-Phenyl-1,3-Pentanediol". Organic Syntheses. 78: 14. doi:10.15227/orgsyn.078.0014.
^ Abbott, Jason; Allais, Christophe; Roush, William R. (2015). "Enantioselective Reductive Syn-Aldol Reactions of 4-Acryloylmorpholine: Preparation of (2R, 3S)-3-Hydroxy-2-methyl-1-morpholino-5-phenylpentan-1-one". Organic Syntheses. 92: 38–57. doi:10.15227/orgsyn.092.0038.