Dodecylbenzene

Dodecylbenzene
Names
	Preferred IUPAC name Dodecylbenzene
	Other names 1-Phenyldodecane, Phenyldodecane, n-Dodecylbenzene, Laurylbenzene
Identifiers
CAS Number	29986-57-0 ; 123-01-3 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1909107
ChemSpider	28977 ;
ECHA InfoCard	100.004.175
EC Number	204-591-8;
PubChem CID	31237;
RTECS number	CZ9540000;
UNII	A2AX003680 ;
CompTox Dashboard (EPA)	DTXSID7026994 ;
	InChI InChI=1S/C18H30/c1-2-3-4-5-6-7-8-9-10-12-15-18-16-13-11-14-17-18/h11,13-14,16-17H,2-10,12,15H2,1H3 Key: KWKXNDCHNDYVRT-UHFFFAOYSA-N ; InChI=1/C18H30/c1-2-3-4-5-6-7-8-9-10-12-15-18-16-13-11-14-17-18/h11,13-14,16-17H,2-10,12,15H2,1H3 Key: KWKXNDCHNDYVRT-UHFFFAOYAI;
	SMILES c1ccccc1CCCCCCCCCCCC;
Properties
Chemical formula	C18H30
Molar mass	246.43 g/mol
Appearance	colourless liquid
Density	0.856 g/cm3
Melting point	−7 °C (19 °F; 266 K)
Boiling point	290 to 410 °C (554 to 770 °F; 563 to 683 K) (mixture of isomers)
Solubility in water	insoluble
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H410, H413
Precautionary statements	P264, P273, P280, P302+P352, P321, P332+P313, P362, P391, P501
NFPA 704 (fire diamond)	1 1 0
Flash point	135 °C (275 °F; 408 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	(what is ?)
	Infobox references

Dodecylbenzene is an organic compound with the formula C₁₂H₂₅C₆H₅.Dodecylbenzene is a colorless liquid with a weak oily odor. Floats on water.

This colourless waxy solid consists of a dodecyl group (C₁₂H₂₅) attached to a phenyl group (C₆H₅). Dodecylbenzene is a precursor to sodium dodecylbenzenesulfonate, a surfactant that is a key ingredient of household laundry detergents, such as detergent powder.^[1]

Production[]

This compound and some related alkylbenzene are produced industrially by alkylation of benzene with the corresponding alkenes in the presence of hydrogen fluoride or related acid catalysts. The resulting linear alkylbenzene compounds are sulfonated to give the corresponding sulfonic acids. This sulfonation can be highly specific to place the sulfonic acid group across the ring, in the 4-position. The resulting sulfonic acid is then neutralized with base to give sodium alkylbenzenesulfonate, which is subsequently blended with other components to give various cleaning products.^[1]

Dodecylbenzene (and its isomers) are precursors to linear alkylbenzene sulfonate detergents.^[2]

References[]

^ ^a ^b Kurt Kosswig,"Surfactants" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, 2005, Weinheim. doi:10.1002/14356007.a25_747
^ Bipin V. Vora, Joseph A. Kocal, Paul T. Barger, Robert J. Schmidt, James A. Johnson (2003). "Alkylation". Kirk‐Othmer Encyclopedia of Chemical Technology. doi:10.1002/0471238961.0112112508011313.a01.pub2.CS1 maint: uses authors parameter (link)

External links[]

Safety MSDS data

[Ullmann-1] Kurt Kosswig,"Surfactants" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, 2005, Weinheim. doi:10.1002/14356007.a25_747

[2] Bipin V. Vora, Joseph A. Kocal, Paul T. Barger, Robert J. Schmidt, James A. Johnson (2003). "Alkylation". Kirk‐Othmer Encyclopedia of Chemical Technology. doi:10.1002/0471238961.0112112508011313.a01.pub2.CS1 maint: uses authors parameter (link)

[1]

[2]