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Ammonium lauryl sulfate

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Ammonium lauryl sulfate
Structure of ammonium lauryl sulfate
Ball-and-stick model of ammonium lauryl sulfate
Names
IUPAC name
Ammonium dodecyl sulfate
Other names
• monododecyl ester, ammonium salt
• Ammonium dodecyl sulfate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.017.086 Edit this at Wikidata
UNII
  • InChI=1S/C12H26O4S.H3N/c1-2-3-4-5-6-7-8-9-10-11-12-16-17(13,14)15;/h2-12H2,1H3,(H,13,14,15);1H3 checkY
    Key: BTBJBAZGXNKLQC-UHFFFAOYSA-N checkY
  • InChI=1/C12H26O4S.H3N/c1-2-3-4-5-6-7-8-9-10-11-12-16-17(13,14)15;/h2-12H2,1H3,(H,13,14,15);1H3
    Key: BTBJBAZGXNKLQC-UHFFFAOYAS
  • [O-]S(=O)(=O)OCCCCCCCCCCCC.[NH4+]
Properties
C12H29NO4S
Molar mass 283.43 g/mol
Appearance yellowish viscous liquid
Density 1.02 g/cm3
Boiling point 418 °C (784 °F; 691 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Ammonium lauryl sulfate (ALS) is the common name for ammonium dodecyl sulfate (CH3(CH2)10CH2OSO3NH4). The anion consists of a nonpolar hydrocarbon chain and a polar sulfate end group. The combination of nonpolar and polar groups confers surfactant properties to the anion: it facilitates dissolution of both polar and non-polar materials. This salt is classified as a sulfate ester. It is made from coconut or palm kernel oil for use primarily in shampoos and body-wash as a foaming agent.[1][2] Lauryl sulfates are very high-foam surfactants that disrupt the surface tension of water in part by forming micelles at the surface-air interface.

Action in solution

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Above the critical micelle concentration, the anions organize into a micelle, in which they form a sphere with the polar, hydrophilic heads of the sulfate portion on the outside (surface) of the sphere and the nonpolar, hydrophobic tails pointing inwards towards the center. The water molecules around the micelle in turn arrange themselves around the polar heads, which disrupts their ability to hydrogen bond with other nearby water molecules. The overall effect of these micelles is a reduction in surface tension of the solution, which affords a greater ability to penetrate or "wet out" various surfaces, including porous structures like cloth, fibers, and hair. Accordingly, this structured solution allows the solution to more readily dissolve soils, greases, etc. in and on such substrates. Lauryl sulfates however exhibit poor soil suspending capacity.[2]

Safety

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ALS is an innocuous detergent. A 1983 report by the Cosmetic Ingredient Review, shampoos containing up to 31% ALS registered 6 health complaints out of 6.8 million units sold. These complaints included two of scalp itch, two allergic reactions, one hair damage and one complaint of eye irritation.[3][4]

The CIR report concluded that both sodium and ammonium lauryl sulfate "appear to be safe in formulations designed for discontinuous, brief use followed by thorough rinsing from the surface of the skin. In products intended for prolonged use, concentrations should not exceed 1%".

The Human and Environmental Risk Assessment (HERA) project performed a thorough investigation of all alkyl sulfates, as such the results they found apply directly to ALS. Most alkyl sulfates exhibit low acute oral toxicity, no toxicity through exposure to the skin, concentration dependent skin irritation, and concentration dependent eye-irritation. They do not sensitize the skin and did not appear to be carcinogenic in a two-year study on rats. The report found that longer carbon chains (16–18) were less irritating to the skin than chains of 12–15 carbons in length. In addition, concentrations below 1% were essentially non-irritating while concentrations greater than 10% produced moderate to strong irritation of the skin.[5]

Occupational exposure

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The CDC has reported on occupations which were routinely exposed to ALS between 1981 and 1983. During this time, the occupation with the highest number of workers exposed was registered nurses, followed closely by funeral directors.[6]

Environment

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The HERA project also conducted an environmental review of alkyl sulfates that found all alkyl sulfates are readily biodegradable and standard wastewater treatment operations removed 96–99.96% of short-chain (12–14 carbons) alkyl sulfates. Even in anaerobic conditions at least 80% of the original volume is biodegraded after 15 days with 90% degradation after 4 weeks.[7]

See also

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References

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  1. ^ Ammonium lauryl sulfate in the Consumer Product Information Database
  2. ^ a b Kosswig, Kurt (2000). "Surfactants". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a25_747. ISBN 978-3527306732.
  3. ^ "Chemical Information Sheet – Ammonium Lauryl Sulfate" (PDF). Archived from the original (PDF) on 2006-08-23. Retrieved 2007-01-25.
  4. ^ "Final Report on the Safety Assessment of Sodium Lauryl Sulfate and Ammonium Lauryl Sulfate". JACT, CIR Publication. 2 (7): 127–81. 1983.
  5. ^ "Human and Environmental Risk Assessment – Health Risks of Alkyl Sulfates" (PDF). Retrieved 2007-01-25.
  6. ^ "National Exposure Survey (1981–1983)". Archived from the original on 2006-03-27. Retrieved 2007-01-25.
  7. ^ "Human and Environmental Risk Assessment for Alkyl Sulphates" (PDF). Archived from the original (PDF) on 2006-11-07. Retrieved 2007-01-25.