Dodecanol
title: "Dodecanol" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["fatty-alcohols", "primary-alcohols", "alkanols", "dodecyl-compounds"] topic_path: "general/fatty-alcohols" source: "https://en.wikipedia.org/wiki/Dodecanol" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0
| verifiedrevid = 443708329 | Reference = | ImageFile = Dodecanol.svg | ImageClass = skin-invert-image | ImageSize = 250px | ImageName = Skeletal formula | ImageFile1 = Lauryl-alcohol-3D-vdW.png | ImageClass1 = bg-transparent | ImageSize1 = 210px | ImageName1 = Space-filling model | PIN = Dodecan-1-ol | OtherNames = Dodecanol 1-Dodecanol Dodecyl alcohol Lauryl alcohol | Section1 = {{Chembox Identifiers | Abbreviations = | ChemSpiderID_Ref = | ChemSpiderID = 7901 | UNII_Ref = | UNII = 178A96NLP2 | InChIKey = LQZZUXJYWNFBMV-UHFFFAOYAU | ChEMBL_Ref = | ChEMBL = 24722 | StdInChI_Ref = | StdInChI = 1S/C12H26O/c1-2-3-4-5-6-7-8-9-10-11-12-13/h13H,2-12H2,1H3 | StdInChIKey_Ref = | StdInChIKey = LQZZUXJYWNFBMV-UHFFFAOYSA-N | CASNo_Ref = | CASNo = 112-53-8 | EINECS = | PubChem = 8193 | DrugBank_Ref = | DrugBank = DB06894 | SMILES = OCCCCCCCCCCCC | InChI = 1/C12H26O/c1-2-3-4-5-6-7-8-9-10-11-12-13/h13H,2-12H2,1H3 | RTECS = | MeSHName = | ChEBI_Ref = | ChEBI = 28878 | KEGG_Ref = | KEGG = C02277 | Section2 = {{Chembox Properties | C=12 | H=26 | O=1 | Appearance = Colorless solid | Density = 0.8309 | MeltingPtC = 24 | MeltingPt_notes = | BoilingPtC = 259 | BoilingPt_notes = | Solubility = 0.004 g/L | SolubleOther = Soluble | Solvent = ethanol and diethyl ether | pKa = | pKb = | MagSus = }} | Section5 = {{Chembox Related | OtherFunction = | Section7 = {{Chembox Hazards | MainHazards = | NFPA-H = | NFPA-F = | NFPA-R = | NFPA-S = | GHSPictograms = | GHSSignalWord = warning | HPhrases = | PPhrases = | GHS_ref = | FlashPtC = 127 | AutoignitionPtC = | ExploLimits = | PEL = }}
Dodecanol , or lauryl alcohol, is an organic compound produced industrially from palm kernel oil or coconut oil. It is a fatty alcohol. Sulfate esters of lauryl alcohol, especially sodium lauryl sulfate, are very widely used as surfactants. Sodium lauryl sulfate and the related dodecanol derivatives ammonium lauryl sulfate and sodium laureth sulfate are all used in shampoos. Dodecanol is tasteless, colorless, and has a floral odor.
Production and use
In 1993, the European demand of dodecanol was around 60,000 tonnes per year. It can be obtained from palm kernel oil or coconut oil fatty acids and methyl esters by hydrogenation. It may also be produced synthetically via the Ziegler process. A classic laboratory method involves Bouveault-Blanc reduction of ethyl laurate.
Dodecanol is used to make surfactants, which are used in lubricating oils, and pharmaceuticals. Millions of tons of sodium dodecylsulfate (SDS) are produced annually by sulfation of dodecyl alcohol: : :
Dodecanol is used as an emollient. It is also the precursor to dodecanal, an important fragrance, and 1-bromododecane, an alkylating agent for improving the lipophilicity of organic molecules.
Toxicity
Dodecanol can irritate the skin. It has about half the toxicity of ethanol, but it is very harmful to marine organisms.
Mutual solubility with water
The mutual solubility of 1-dodecanol and water has been quantified as follows.
:{| class="wikitable sortable"
| +Mutual solubility of water and 1-dodecanol (98%, melting point 24 °C), Weight % |
|---|
| !Temperature (°C) !! Solubility of dodecanol in water !! Solubility of water in dodecanol |
| - |
| 29.5 |
| - |
| 40.0 |
| - |
| 50.2 |
| - |
| 60.5 |
| - |
| 70.5 |
| - |
| 80.3 |
| - |
| 90.8 |
| - |
| standard deviation |
| - |
| } |
References
References
- ''[[Merck Index]]'', 12th Edition, '''3464'''.
- {{GESTIS
- GHS: [https://gestis.dguv.de/data?name=035500 GESTIS 035500]
- (2006). "Fatty Alcohols".
- (1930). "Lauryl Alcohol". Organic Syntheses.
- (2019). "Ullmann's Encyclopedia of Industrial Chemistry".
- "MSDS Safety Sheet".
- Richard Stephenson and James Stuart, "Mutual Binary Solubilities: Water-Alcohols and Water-Esters", J. Chem. Eng. Data, 1986, 31, 56-70.
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