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 Edit this at Wikidata
EC Number
  • 203-211-8
PubChem CID
  • 7707
UNII
  • LP1E86N30T
CompTox Dashboard (EPA)
  • DTXSID0047610 Edit this at Wikidata
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
  • 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
 GHS07: Exclamation mark
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
Chemical compound

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

  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.