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]

Hydrocinnamaldehyde
Names
Preferred IUPAC name
3-Phenylpropanal
Other names
3-Phenylpropional; 3-Phenylpropionaldehyde; β-Phenylpropionaldehyde
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.920 Edit this at Wikidata
EC Number
  • 203-211-8
UNII
  • 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
  • C1=CC=C(C=C1)CCC=O
Properties
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:
GHS07: Exclamation mark
Warning
H315, H319
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).

References

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  1. ^ 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.
  2. ^ 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.
  3. ^ 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.