Sodium Stearate - Wikipedia

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Appearance move to sidebar hide From Wikipedia, the free encyclopedia Sodium stearate
Names
Preferred IUPAC name Sodium octadecanoate
Identifiers
CAS Number
  • 822-16-2 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:132109 ☒N
ChemSpider
  • 12639 checkY
ECHA InfoCard 100.011.354 Edit this at Wikidata
EC Number
  • 212-490-5
PubChem CID
  • 2724691
UNII
  • QU7E2XA9TG checkY
CompTox Dashboard (EPA)
  • DTXSID9027318 Edit this at Wikidata
InChI
  • InChI=1S/C18H36O2.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20;/h2-17H2,1H3,(H,19,20);/q;+1/p-1 checkYKey: RYYKJJJTJZKILX-UHFFFAOYSA-M checkY
  • InChI=1/C18H36O2.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20;/h2-17H2,1H3,(H,19,20);/q;+1/p-1Key: RYYKJJJTJZKILX-REWHXWOFAA
SMILES
  • [Na+].[O-]C(=O)CCCCCCCCCCCCCCCCC
Properties
Chemical formula C18H35NaO2
Molar mass 306.466 g·mol−1
Appearance white solid
Odor slight, tallow-like odor
Density 1.02 g/cm3
Melting point 245 to 255 °C (473 to 491 °F; 518 to 528 K)
Solubility in water soluble
Solubility slightly soluble in ethanediol
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamond
2 1 0
Flash point 176 °C (349 °F; 449 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). ☒N verify (what is checkY☒N ?) Infobox references
Chemical compound

Sodium stearate (IUPAC: Sodium Octadecanoate) is the sodium salt of stearic acid. This white solid is the most common soap. It is found in many types of solid deodorants, rubbers, latex paints, and inks. It is also a component of some food additives and food flavorings.[1]

Use

[edit]

Having the characteristics of soaps, sodium stearate has both hydrophilic and hydrophobic parts, a carboxylate and a long hydrocarbon chain. These two chemically different components induce the formation of micelles, which present the hydrophilic heads outwards and their hydrophobic (hydrocarbon) tails inwards, providing a lipophilic environment for hydrophobic compounds. The tail part dissolves the grease or dirt and forms the micelle. It is also used in the pharmaceutical industry as a surfactant to aid the solubility of hydrophobic compounds in the production of various mouth foams.

Production

[edit]

Sodium stearate is produced as a major component of soap upon saponification of oils and fats. The percentage of the sodium stearate depends on the ingredient fats. Tallow is especially high in stearic acid content (as the triglyceride), whereas most fats only contain a few percent. The idealized equation for the formation of sodium stearate from stearin (the triglyceride of stearic acid) follows:

(C18H35O2)3C3H5 + 3 NaOH → C3H5(OH)3 + 3 C18H35O2Na

Purified sodium stearate can be made by neutralizing stearic acid with sodium hydroxide.

C17H35COOH+NaOH→C17H35COONa+H2O

References

[edit]
  1. ^ Klaus Schumann, Kurt Siekmann, "Soaps" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim. doi:10.1002/14356007.a24_247
[edit]
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Salts and covalent derivatives of the stearate ion
HCH3(CH2)16CO2 He
LiCH3(CH2)16CO2 Be(CH3(CH2)16CO2)2 B(CH3(CH2)16CO2)3 C NH4CH3(CH2)16CO2, -O- F Ne
NaCH3(CH2)16CO2 Mg(CH3(CH2)16CO2)2 Al(CH3(CH2)16CO2)3 Si(CH3(CH2)16CO2)4 P(CH3(CH2)16CO2)3 S Cl Ar
KCH3(CH2)16CO2 Ca(CH3(CH2)16CO2)2 Sc(CH3(CH2)16CO2)3 Ti V Cr(CH3(CH2)16CO2)2 Mn Fe(CH3(CH2)16CO2)2Fe(CH3(CH2)16CO2)3 Co(CH3(CH2)16CO2)2 Ni(CH3(CH2)16CO2)2 Cu(CH3(CH2)16CO2)2 Zn(CH3(CH2)16CO2)2 Ga(CH3(CH2)16CO2)3 Ge As(CH3(CH2)16CO2)3 Se Br Kr
RbCH3(CH2)16CO2 Sr(CH3(CH2)16CO2)2 Y(CH3(CH2)16CO2)3 Zr(CH3(CH2)16CO2)3 Nb Mo Tc Ru Rh Pd(CH3(CH2)16CO2)2 AgCH3(CH2)16CO2 Cd(CH3(CH2)16CO2)2 In(CH3(CH2)16CO2)3 Sn Sb(CH3(CH2)16CO2)3 Te I Xe
CsCH3(CH2)16CO2 Ba(CH3(CH2)16CO2)2 * Lu(CH3(CH2)16CO2)3 Hf Ta W Re Os Ir Pt AuCH3(CH2)16CO2 Hg2(CH3(CH2)16CO2)2, Hg(CH3(CH2)16CO2)2 TlCH3(CH2)16CO2 Pb(CH3(CH2)16CO2)2 Bi(CH3(CH2)16CO2)3 Po At Rn
Fr Ra ** Lr Rf Db Sg Bh Hs Mt Ds Rg Cn Nh Fl Mc Lv Ts Og
 
* La(CH3(CH2)16CO2)3 Ce(CH3(CH2)16CO2)3 Pr Nd Pm Sm(CH3(CH2)16CO2)3 Eu(CH3(CH2)16CO2)3 Gd(CH3(CH2)16CO2)3 Tb Dy(CH3(CH2)16CO2)3 Ho(CH3(CH2)16CO2)3 Er Tm Yb(CH3(CH2)16CO2)3
** Ac(CH3(CH2)16CO2)3 Th(CH3(CH2)16CO2)4 Pa UO2(CH3(CH2)16CO2)2 Np Pu Am Cm Bk Cf Es Fm Md No
Retrieved from "https://en.wikipedia.org/w/index.php?title=Sodium_stearate&oldid=1214641418" Categories:
  • Organic sodium salts
  • Stearates
  • Soaps
  • Anionic surfactants
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