Dodecanenitrile

Dodecanenitrile
Names
	IUPAC name Dodecanenitrile
	Other names Lauric nitrile; Lauronitrile;
Identifiers
CAS Number	2437-25-4;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:189391;
ChEMBL	ChEMBL1879602;
ChemSpider	16177;
ECHA InfoCard	100.017.673
EC Number	219-440-1;
PubChem CID	17092;
UNII	TL45I6761P;
CompTox Dashboard (EPA)	DTXSID1022188 ;
	InChI InChI=1S/C12H23N/c1-2-3-4-5-6-7-8-9-10-11-12-13/h2-11H2,1H3 Key: VXCUURYYWGCLIH-UHFFFAOYSA-N;
	SMILES CCCCCCCCCCCC#N;
Properties
Chemical formula	C12H23N
Molar mass	181.323 g·mol−1
Density	0.8240 g/cm3
Melting point	4 °C (39 °F; 277 K)
Boiling point	277 °C (531 °F; 550 K)
Solubility in water	insoluble
Solubility	freely soluble in ethanol, diethyl ether, acetone, benzene, chloroform
Refractive index (nD)	1.436 (20 °C)
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H410
Precautionary statements	P264, P273, P280, P302+P352, P321, P332+P317, P362+P364, P391, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Dodecanenitrile is an organic compound from the group of nitriles.

Properties

Dodecanenitrile is a colorless, very low-flammability liquid that is practically insoluble in water. It is described as having a citrus odor with a "dry orange peel note."

Usage

Dodecanenitrile is used as an intermediate for chemical syntheses and as a fragrance.

Reactions

Dodecanenitrile can be reduced by the Stephen reduction with stannous chloride solution that is saturated with anhydrous hydrochloric acid, yielding the corresponding aldehyde, dodecanal.

References

1 2 Record of Dodecannitril in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2022-01-20.
1 2 3 4 5 6 Milne, G. W. A. (19 August 2005). Gardner's Commercially Important Chemicals: Synonyms, Trade Names, and Properties. John Wiley & Sons. ISBN 978-0-471-73661-5.
↑ Sigma-Aldrich Co., Dodecanenitrile, 99%. Retrieved on 2015-10-12.
↑ "Dodecanenitrile". pubchem.ncbi.nlm.nih.gov. Retrieved 2026-10-20.
↑ "dodecane nitrile, 2437-25-4". www.thegoodscentscompany.com. Retrieved 2026-10-20.
↑ Surburg, Horst; Panten, Johannes (21 August 2006). Common Fragrance and Flavor Materials: Preparation, Properties and Uses. John Wiley & Sons. p. 26. ISBN 978-3-527-60789-1.
↑ Smith, Michael B. (2024). Organic Synthesis. Elsevier Science & Technology Books. p. 423. ISBN 978-0-443-15868-1.

This article about an organic compound is a stub. You can help Wikipedia by adding missing information.

[GESTIS-1] 1 2 Record of Dodecannitril in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2022-01-20.

[G._W._A._Milne-2] 1 2 3 4 5 6 Milne, G. W. A. (19 August 2005). Gardner's Commercially Important Chemicals: Synonyms, Trade Names, and Properties. John Wiley & Sons. ISBN 978-0-471-73661-5.

[Sigma-3] Sigma-Aldrich Co., Dodecanenitrile, 99%. Retrieved on 2015-10-12.

[4] "Dodecanenitrile". pubchem.ncbi.nlm.nih.gov. Retrieved 2026-10-20.

[5] "dodecane nitrile, 2437-25-4". www.thegoodscentscompany.com. Retrieved 2026-10-20.

[Horst_Surburg,_Johannes_Panten-6] Surburg, Horst; Panten, Johannes (21 August 2006). Common Fragrance and Flavor Materials: Preparation, Properties and Uses. John Wiley & Sons. p. 26. ISBN 978-3-527-60789-1.

[7] Smith, Michael B. (2024). Organic Synthesis. Elsevier Science & Technology Books. p. 423. ISBN 978-0-443-15868-1.

Names

IUPAC name Dodecanenitrile
Other names Lauric nitrile Lauronitrile
Identifiers
CAS Number	2437-25-4
3D model (JSmol)	Interactive image
ChEBI	CHEBI:189391
ChEMBL	ChEMBL1879602
ChemSpider	16177
ECHA InfoCard	100.017.673
EC Number	219-440-1
PubChem CID	17092
UNII	TL45I6761P
CompTox Dashboard (EPA)	DTXSID1022188
InChI InChI=1S/C12H23N/c1-2-3-4-5-6-7-8-9-10-11-12-13/h2-11H2,1H3 Key: VXCUURYYWGCLIH-UHFFFAOYSA-N
SMILES CCCCCCCCCCCC#N
Properties
Chemical formula	C₁₂H₂₃N
Molar mass	181.323 g·mol⁻¹
Density	0.8240 g/cm³
Melting point	4 °C (39 °F; 277 K)
Boiling point	277 °C (531 °F; 550 K)
Solubility in water	insoluble
Solubility	freely soluble in ethanol, diethyl ether, acetone, benzene, chloroform
Refractive index (n_D)	1.436 (20 °C)
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H410
Precautionary statements	P264, P273, P280, P302+P352, P321, P332+P317, P362+P364, P391, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references