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4-Methylbenzaldehyde

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4-Methylbenzaldehyde
Names
Preferred IUPAC name 4-Methylbenzaldehyde
Other names p-Tolualdehyde; p-Tolylaldehyde
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.952 Edit this at Wikidata
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C8H8O/c1-7-2-4-8(6-9)5-3-7/h2-6H,1H3Key: FXLOVSHXALFLKQ-UHFFFAOYSA-N
  • InChI=1/C8H8O/c1-7-2-4-8(6-9)5-3-7/h2-6H,1H3Key: FXLOVSHXALFLKQ-UHFFFAOYAK
SMILES
  • CC1=CC=C(C=C1)C=O
  • O=Cc1ccc(C)cc1
Properties
Chemical formula C8H8O
Molar mass 120.14852
Appearance colorless liquid
Density 1.019 g/mL (25 °C)
Melting point −6.00 °C (21.20 °F; 267.15 K)
Boiling point 204 to 205 °C (399 to 401 °F; 477 to 478 K)
Refractive index (nD) 1.545 (20 °C)
Hazards
Safety data sheet (SDS)
Related compounds
Related compounds Benzaldehyde
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

4-Methylbenzaldehyde is the aromatic aldehyde with the formula CH3C6H4CHO. It is a colorless liquid. Commercially available, it may be prepared from the Friedel-Crafts formylation of toluene with carbon monoxide and hydrogen chloride under Gattermann-Koch conditions. 4-Methylbenzaldehyde has a cherry-like scent similar to benzaldehyde, and finds some use in the fragrance industry.

4-Methylbenzaldehyde is a precursor to terephthalic acid, which is used to make various plastics.

References

  1. Coleman, G. H.; Craig, David (1932). "p-Tolualdehyde". Org. Synth. 12: 80. doi:10.15227/orgsyn.012.0080; Coll. Vol., vol. 2, 1943, p. 583.
  2. Brühne, Friedrich; Wright, Elaine (2011). "Benzaldehyde". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a03_463.pub2. ISBN 978-3-527-30385-4.


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