2-Ethylhexanal

2-Ethylhexanal
Names
	IUPAC name 2-Ethylhexanal
Identifiers
CAS Number	123-05-7 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:87809;
ChEMBL	ChEMBL1558074;
ChemSpider	28981;
ECHA InfoCard	100.004.179
EC Number	204-596-5;
PubChem CID	31241;
UNII	SEN8S34O6U;
UN number	1191
CompTox Dashboard (EPA)	DTXSID9025291 ;
	InChI InChI=1S/C8H16O/c1-3-5-6-8(4-2)7-9/h7-8H,3-6H2,1-2H3 Key: LGYNIFWIKSEESD-UHFFFAOYSA-N;
	SMILES CCCCC(CC)C=O;
Properties
Chemical formula	C8H16O
Molar mass	128.215 g·mol−1
Appearance	colorless liquid
Density	0.820 g/cm3
Melting point	<-60
Boiling point	163 °C (325 °F; 436 K)
Refractive index (nD)	1.416
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H226, H315, H317, H319, H361
Precautionary statements	P203, P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P272, P280, P302+P352, P303+P361+P353, P305+P351+P338, P318, P321, P332+P317, P333+P317, P337+P317, P362+P364, P370+P378, P403+P235, P405, P501
NFPA 704 (fire diamond)	2 2 1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

2-Ethylhexanal is the organic compound with the formula CH₃CH₂CH₂CH₂CH(C₂H₅)CHO. A colorless liquid, it is produced on a large scale industrially as a precursor to 2-ethylhexanoic acid and 2-ethylhexanol, both used as precursors to plasticizers. It was studied in the detergent industry since the 1930s.^[2]

2-Ethylhexanal is synthesized by aldol condensation of two equivalents of butyraldehyde followed by hydrogenation of the intermediate 2-ethylhexenal.^[3] The compound is chiral, but is mainly used as a racemic mixture.

References

^ "2-Ethylhexanal". pubchem.ncbi.nlm.nih.gov.
^ Gangloff, W. C. (1938). "Changing trends in detergents". Oil and Soap. 15 (1): 14–17. doi:10.1007/BF02549560. ISSN 2331-3420.
^ Kohlpaintner, Christian; Schulte, Markus; Falbe, Jürgen; Lappe, Peter; Weber, Jürgen (2008). "Aldehydes, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a01_321.pub2. ISBN 978-3-527-30673-2.

[1] "2-Ethylhexanal". pubchem.ncbi.nlm.nih.gov.

[2] Gangloff, W. C. (1938). "Changing trends in detergents". Oil and Soap. 15 (1): 14–17. doi:10.1007/BF02549560. ISSN 2331-3420.

[3] Kohlpaintner, Christian; Schulte, Markus; Falbe, Jürgen; Lappe, Peter; Weber, Jürgen (2008). "Aldehydes, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a01_321.pub2. ISBN 978-3-527-30673-2.

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