Chemistry:Tetrahydrobenzaldehyde

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Tetrahydrobenzaldehyde
Tetrahydrobenzaldehyde.svg
Names
Preferred IUPAC name
Cyclohex-3-ene-1-carbaldehyde
Other names
  • 3-Cyclohexene-1-carbaldehyde
  • 4-Formyl-1-cyclohexene
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
EC Number
  • 202-858-3
UNII
UN number 2498
Properties
C7H10O
Molar mass 110.156 g·mol−1
Appearance Colorless liquid
Density 0.94 g/mL
Melting point 2 °C (36 °F; 275 K)
Boiling point 163–164 °C (325–327 °F; 436–437 K)
Solubility Acetone
methanol
Hazards
GHS pictograms GHS02: FlammableGHS05: CorrosiveGHS07: Harmful
GHS Signal word Danger
H226, H312, H314, H315, H319, H335
P210, P233, P240, P241, P242, P243, P260, P261, P264, P271, P280, P301+330+331, P302+352, P303+361+353, P304+340, P305+351+338, P310, P312, P321, P322, P332+313, P337+313, P362, P363, P370+378
Flash point 57 °C (135 °F; 330 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

1,2,3,6-Tetrahydrobenzaldehyde is an organic compound with the formula C6H9CHO. This colorless liquid is formally a partially hydrogenated derivative of benzaldehyde. It is produced by the Diels-Alder reaction of acrolein to butadiene. It is of interest as a precursor to 3,4-epoxycyclohexylmethyl-3′,4′-epoxycyclohexane carboxylate, a useful resin and precursor to industrial coatings. The conversion entails the Tishchenko reaction, i.e., base-catalyzed conversion to the ester followed by double epoxidation.[1]

Tishchenko reaction of tetrahydrobenzaldehyde

References

  1. Guenter Sienel; Robert Rieth; Kenneth T. Rowbottom. "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a09_531.