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| Names | |
|---|---|
| Preferred IUPAC name Dodecan-1-ol | |
| Other names Dodecanol 1-Dodecanol Dodecyl alcohol Lauryl alcohol | |
| Identifiers | |
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3D model (JSmol) | |
| ChEBI | |
| ChEMBL | |
| ChemSpider |
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| DrugBank |
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| ECHA InfoCard | 100.003.620 |
| KEGG |
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| UNII | |
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| Properties | |
| C12H26O | |
| Molar mass | 186.339 g·mol−1 |
| Appearance | Colorless solid |
| Density | 0.8309 |
| Melting point | 24 °C (75 °F; 297 K) |
| Boiling point | 259 °C (498 °F; 532 K) |
| 0.004 g/L[2] | |
| Solubility inethanol anddiethyl ether | Soluble |
| −147.70×10−6 cm3/mol | |
| Related compounds | |
Related | |
| Hazards | |
| GHS labelling:[3] | |
  | |
| Warning | |
| H319,H410 | |
| P273,P305+P351+P338 | |
| Flash point | 127 °C (261 °F; 400 K) |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Dodecanol/ˈdoʊˈdɛkɑːnɒl/, orlauryl alcohol, is anorganic compound produced industrially frompalm kernel oil orcoconut oil. It is afatty alcohol.Sulfate esters of lauryl alcohol, especiallysodium lauryl sulfate, are very widely used assurfactants. Sodium lauryl sulfate and the related dodecanol derivativesammonium lauryl sulfate andsodium laureth sulfate are all used inshampoos. Dodecanol is tasteless, colorless, and has a floral odor.[4]
In 1993, the European demand of dodecanol was around 60,000tonnes per year. It can be obtained frompalm oil orcoconut oilfatty acids and methyl esters byhydrogenation.[5] It may also be produced synthetically via theZiegler process. A classic laboratory method involvesBouveault-Blanc reduction of ethyl laurate.[4]
Dodecanol is used to makesurfactants, which are used inlubricatingoils, andpharmaceuticals. Millions of tons ofsodium dodecylsulfate (SDS) are produced annually bysulfation of dodecyl alcohol:[6]
Dodecanol is used as anemollient. It is also the precursor tododecanal, an important fragrance, and1-bromododecane, analkylating agent for improving thelipophilicity of organic molecules.
Dodecanol can irritate the skin. It has about half the toxicity ofethanol, but it is very harmful to marine organisms.[7]
The mutualsolubility of 1-dodecanol and water has been quantified as follows.[8]
| Temperature (°C) | Solubility of dodecanol in water | Solubility of water in dodecanol |
|---|---|---|
| 29.5 | 0.04 | 2.87 |
| 40.0 | 0.05 | 2.85 |
| 50.2 | 0.09 | 2.69 |
| 60.5 | 0.15 | 2.96 |
| 70.5 | 0.09 | 2.70 |
| 80.3 | 0.14 | 2.89 |
| 90.8 | 0.18 | 2.96 |
| standard deviation | 0.02 | 0.01 |
| Authority control databases: National |
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