Record Information
Version1.0
Creation date2015-10-09 22:32:23 UTC
Update date2017-01-19 02:36:34 UTC
FoodComEx IDPC000740
FoodDB RecordFDB003378
Chemical Information
NameButanal
DescriptionButanal, also known as butyral or butyl aldehyde, belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group. It is miscible with most organic solvents. Butanal is an extremely weak basic (essentially neutral) compound (based on its pKa). Butanal exists in all living organisms, ranging from bacteria to humans. Upon prolonged exposure to air, butyraldehyde oxidizes to form butyric acid. Butanal is an apple, bready, and chocolate tasting compound. Outside of the human body, Butanal is found, on average, in the highest concentration within milk (cow) and carrots. Butanal has also been detected, but not quantified in, several different foods, such as hard wheats, borages, ostrich ferns, skunk currants, and fennels. This could make butanal a potential biomarker for the consumption of these foods. The dominant technology involves the use of rhodium catalysts derived from the water-soluble ligand Tppts. Butyraldehyde is produced almost exclusively by the hydroformylation of propylene:CH3CHCH2 + H2 + CO → CH3CH2CH2CHOTraditionally, hydroformylation was catalyzed by cobalt carbonyl and later rhodium complexes of triphenylphosphine. At one time, it was produced industrially by the catalytic hydrogenation of crotonaldehyde, which is derived from acetaldehyde. Butyraldehyde can be produced by the catalytic dehydrogenation of n-butanol. This compound is the aldehyde derivative of butane. An aqueous solution of the rhodium catalyst converts the propylene to the aldehyde, which forms a lighter immiscible phase. About 6 billion kilograms are produced annually by hydroformylation. It is a colourless flammable liquid with an unpleasant smell.
CAS Number123-72-8
Structure
Thumb
Synonyms
SynonymSource
1-Butanalbiospider
Aldehyde butyriquebiospider
Aldeide butirricabiospider
Butalbiospider
Butaldehydebiospider
Butalydebiospider
butan-1-albiospider
Butanal n-butyraldehydebiospider
Butanaldehydebiospider
Butyl aldehydebiospider
Butylaldehydebiospider
Butyralbiospider
Butyraldehydbiospider
Butyraldehyd(german)biospider
Butyraldehydebiospider
Butyraldehyde (crude)biospider
Butyraldehyde [UN1129] [Flammable liquid]biospider
Butyraldehyde, 8CIdb_source
Butyric aldehydebiospider
Butyrylaldehydebiospider
FEMA 2219db_source
N-butanalbiospider
N-butyl aldehydebiospider
N-butylaldehydebiospider
N-butyraldehydebiospider
n-C3H7CHObiospider
Chemical FormulaC4H8O
IUPAC namebutanal
InChI IdentifierInChI=1S/C4H8O/c1-2-3-4-5/h4H,2-3H2,1H3
InChI KeyZTQSAGDEMFDKMZ-UHFFFAOYSA-N
Isomeric SMILESCCCC=O
Average Molecular Weight72.1057
Monoisotopic Molecular Weight72.057514878
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlpha-hydrogen aldehydes
Alternative Parents
Substituents
  • Alpha-hydrogen aldehyde
  • Organic oxide
  • Hydrocarbon derivative
  • Short-chain aldehyde
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP0.88HANSCH,C ET AL. (1995)
Experimental Water Solubility71 mg/mL at 25 oCUNION CARBIDE (1974)
Melting PointFp -99°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 50 mg
Delivery TimeNot Available
Storage Formliquid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci 7258AF
Toronto Research Chemicals B689890