Dodecylbenzene

Dodecylbenzene
Names
Preferred IUPAC name
Dodecylbenzene
Other names
1-Phenyldodecane, Phenyldodecane, n-Dodecylbenzene, Laurylbenzene
Identifiers
3D model (JSmol)
1909107
ChemSpider
ECHA InfoCard 100.004.175
EC Number
  • 204-591-8
RTECS number
  • CZ9540000
UNII
  • 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 Y
    Key: KWKXNDCHNDYVRT-UHFFFAOYSA-N Y
  • 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
  • c1ccccc1CCCCCCCCCCCC
Properties
C18H30
Molar mass 246.43 g·mol−1
Appearance colourless liquid
Density 0.856 g·cm−3
Melting point 3 °C (37 °F; 276 K)
Boiling point 328 °C (622 °F; 601 K)
insoluble
Hazards
GHS labelling:
Warning
H315, H410, H413
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).
Y verify (what is YN ?)
Infobox references

Dodecylbenzene is an organic compound with the formula C
12
H
25
C
6
H
5
. Dodecylbenzene is a colorless liquid with a weak odor and floats on water.

This colorless waxy solid consists of a dodecyl group (C
12
H
25
) attached to a phenyl group (C
6
H
5
). 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 alkylbenzenes 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 produce cleaning products.[1]

References

  1. ^ a b 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. ISBN 0-471-23896-1.