tetrahydrobenzaldehyde
{{Chembox
| ImageFile = Tetrahydrobenzaldehyde.svg
| ImageSize = 144
| ImageAlt =
| PIN = Cyclohex-3-ene-1-carbaldehyde
| OtherNames = {{bulletedlist|3-Cyclohexene-1-carbaldehyde|4-Formyl-1-cyclohexene}}
|Section1={{Chembox Identifiers
| CASNo = 100-50-5
| PubChem = 7508
| EC_number = 202-858-3
| UNNumber = 2498
| ChemSpiderID = 21106029
| ChEMBL = 3188123
| UNII = GAK9539347
| StdInChI=1S/C7H10O/c8-6-7-4-2-1-3-5-7/h1-2,6-7H,3-5H2
| StdInChIKey = DCFDVJPDXYGCOK-UHFFFAOYSA-N
| SMILES = C1CC(CC=C1)C=O
}}
|Section2={{Chembox Properties
| C=7|H=10|O=1
| Appearance = Colorless liquid
| Density = 0.94 g/mL
| MeltingPtC = 2
| BoilingPtC = 163-164
| Solubility =
| SolubleOther = Acetone
methanol
}}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPtC = 57
| AutoignitionPt =
| GHSPictograms = {{GHS02}}{{GHS05}}{{GHS07}}
| GHSSignalWord = Danger
| HPhrases = {{H-phrases|226|312|314|315|319|335}}
| PPhrases = {{P-phrases|210|233|240|241|242|243|260|261|264|271|280|301+330+331|302+352|303+361+353|304+340|305+351+338|310|312|321|322|332+313|337+313|362|363|370+378|403+233|403+235|405|501}}
}}
}}
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.{{Ullmann | author1 = Guenter Sienel | author2 = Robert Rieth | author3 = Kenneth T. Rowbottom | title = Epoxides | doi = 10.1002/14356007.a09_531}}
File:TischRxnH4PhCHO.png of tetrahydrobenzaldehyde]]{{clear-left}}
