Showing Compound Butanal (FDB003378)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:46 UTC

Update date

2020-09-17 15:39:14 UTC

Primary ID

FDB003378

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Butanal

Description

Butanal, 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 Number

123-72-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1-Butanal	ChEBI
Aldehyde butyrique	ChEBI
Aldeide butirrica	ChEBI
Butal	ChEBI
Butaldehyde	ChEBI
Butan-1-al	ChEBI
Butanaldehyde	ChEBI
Butyl aldehyde	ChEBI
Butylaldehyde	ChEBI
Butyral	ChEBI
Butyraldehyd	ChEBI
Butyraldehyde	ChEBI
Butyric aldehyde	ChEBI
Butyrylaldehyde	ChEBI
N-Butanal	ChEBI
N-Butyl aldehyde	ChEBI
N-Butyraldehyde	ChEBI
N-C3H7CHO	ChEBI
Butalyde	HMDB
N-Butylaldehyde	HMDB
butan-1-al	biospider
Butanal n-butyraldehyde	biospider
Butyraldehyd(german)	biospider
Butyraldehyde (crude)	biospider
Butyraldehyde [UN1129] [Flammable liquid]	biospider
Butyraldehyde, 8CI	db_source
FEMA 2219	db_source
N-butanal	biospider
N-butyl aldehyde	biospider
N-butylaldehyde	biospider
N-butyraldehyde	biospider
n-C3H7CHO	biospider

Predicted Properties

Property	Value	Source
Water Solubility	50.9 g/L	ALOGPS
logP	1.1	ALOGPS
logP	0.76	ChemAxon
logS	-0.15	ALOGPS
pKa (Strongest Acidic)	17.97	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	20.95 m³·mol⁻¹	ChemAxon
Polarizability	8.32 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C4H8O

IUPAC name

butanal

InChI Identifier

InChI=1S/C4H8O/c1-2-3-4-5/h4H,2-3H2,1H3

InChI Key

ZTQSAGDEMFDKMZ-UHFFFAOYSA-N

Isomeric SMILES

CCCC=O

Average Molecular Weight

72.1057

Monoisotopic Molecular Weight

72.057514878

Classification

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.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alpha-hydrogen aldehydes

Alternative Parents

Substituents

Alpha-hydrogen aldehyde
Organic oxide
Hydrocarbon derivative
Short-chain aldehyde
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

butanals (CHEBI:15743 )
an <i>n</i>-alkanal (BUTANAL )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Animal

Biological location:

Tissue and substructures:

Muscle

Subcellular:

Mitochondria

Biofluid and excreta:

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 66.63%; H 11.18%; O 22.19%	DFC
Melting Point	Fp -99°	DFC
Boiling Point	Bp 75°	DFC
Experimental Water Solubility	71 mg/mL at 25 oC	UNION CARBIDE (1974)
Experimental logP	0.88	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d25 0.8	DFC
Refractive Index	n20D 1.3790	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-002f-9000000000-6e0649a0dc70c28fcae9	Spectrum
GC-MS	Butanal, non-derivatized, GC-MS Spectrum	splash10-002f-9000000000-98b59bf5bd3eda9e49fa	Spectrum
GC-MS	Butanal, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-68ac34ab9def2e36ccc6	Spectrum
GC-MS	Butanal, non-derivatized, GC-MS Spectrum	splash10-0002-2900000000-6dd687b5afd856171273	Spectrum
GC-MS	Butanal, non-derivatized, GC-MS Spectrum	splash10-0002-1900000000-d64b8c5293749714544a	Spectrum
GC-MS	Butanal, non-derivatized, GC-MS Spectrum	splash10-0002-2900000000-33689f43c983a22378e7	Spectrum
GC-MS	Butanal, non-derivatized, GC-MS Spectrum	splash10-002f-9000000000-98b59bf5bd3eda9e49fa	Spectrum
GC-MS	Butanal, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-68ac34ab9def2e36ccc6	Spectrum
GC-MS	Butanal, non-derivatized, GC-MS Spectrum	splash10-0002-2900000000-6dd687b5afd856171273	Spectrum
GC-MS	Butanal, non-derivatized, GC-MS Spectrum	splash10-0002-1900000000-d64b8c5293749714544a	Spectrum
GC-MS	Butanal, non-derivatized, GC-MS Spectrum	splash10-0002-2900000000-33689f43c983a22378e7	Spectrum
Predicted GC-MS	Butanal, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-002f-9000000000-4fb49b6897fd6c8e92b4	Spectrum
Predicted GC-MS	Butanal, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0ab9-9000000000-e43f72b51db74df7e649	Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-052f-9000000000-038773fb1932929717e0	Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-000x-9000000000-f3c990a0bfba019420a9	Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positive	splash10-002f-9000000000-c275231e3f5b37fbd589	Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positive	splash10-0006-9000000000-68ac34ab9def2e36ccc6	Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-f9de404f1affa6abfa9a	Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-05fr-9000000000-cfe5c3be3e144243331c	Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0005-9000000000-1edcf9e61e3340fbf40d	Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-052e-9000000000-bccfaaf4b9811638acfe	Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-05fr-9000000000-c4d921bc1daac3882310	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-9000000000-2c1d033322fd9522a728	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05fr-9000000000-ca73d37ef37b38522b6e	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-90b6f84d1349c54881ce	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-9000000000-819efd4b2a60ead6a85c	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9000000000-59b84d540828a6511e53	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-f665ffadd808f7e9b0ca	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-9000000000-a41fb6d601c30ec7f891	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-cb39b818de83422d81fb	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4u-9000000000-6df66caca042bdf0c409	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-9000000000-77e5dcf17bd83eca2c67	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9000000000-0a10c7980c8eb7716de6	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-50a44f96027b04e2ca63	Spectrum

NMR

Type	Description	View
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB03543

CRC / DFC (Dictionary of Food Compounds) ID

CXB54-W:CXB54-W

EAFUS ID

436

Dr. Duke ID

N-BUTYRALDEHYDE|BUTYRALDEHYDE|BUTANAL

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

123-72-8

GoodScent ID

rw1007681

SuperScent ID

261

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
flavor	48318	A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.	DUKE
irritant			DUKE
narcotic	35482	A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.	DUKE

Enzymes

Name	Gene Name	UniProt ID
Retinol dehydrogenase 13	RDH13	Q8NBN7

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
pungent	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0 Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
vegetable	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
herbaceous	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
creamy	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
fatty	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
spicy	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
floral	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
chocolate	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
citrus	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
woody	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
meaty	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
wine_like	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
earthy	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
apple	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
fruity	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
pear	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
nutty	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
cocoa	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
musty	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
malty	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bready	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.