Dodecanol
Page Template:Chembox/styles.css has no content.
Template:Chembox IndexlistTemplate:Chembox CompToxTemplate:Chembox GHS (set)Template:Chembox Datapage check| Lua error in package.lua at line 80: module 'Module:InfoboxImage/data' not found. | |
| Lua error in package.lua at line 80: module 'Module:InfoboxImage/data' not found. | |
| Names | |
|---|---|
| Preferred IUPAC name
Dodecan-1-ol | |
| Other names
Dodecanol
1-Dodecanol Dodecyl alcohol Lauryl alcohol | |
| Identifiers | |
| Page Template:Plainlist/styles.css has no content. | |
3D model (JSmol)
|
Page Template:Plainlist/styles.css has no content. |
| ChEBI | Page Template:Plainlist/styles.css has no content. |
| ChEMBL | Page Template:Plainlist/styles.css has no content. |
| ChemSpider | Page Template:Plainlist/styles.css has no content. |
| DrugBank | Page Template:Plainlist/styles.css has no content. |
| EC Number | Page Template:Plainlist/styles.css has no content. |
| KEGG | Page Template:Plainlist/styles.css has no content. |
PubChem CID
|
Page Template:Plainlist/styles.css has no content. |
| RTECS number | Page Template:Plainlist/styles.css has no content. |
| UNII | Page Template:Plainlist/styles.css has no content. |
| |
| Properties | |
| C12H26O | |
| Molar mass | 186.339 g·mol−1 |
| Appearance | Colorless solid |
| Density | 0.8309 g/cm3 |
| Melting point | 24 °C (75 °F; 297 K) |
| Boiling point | 259 °C (498 °F; 532 K) |
| 0.004 g/L[2] | |
| Solubility in ethanol and diethyl ether | Soluble |
| −147.70×10−6 cm3/mol | |
| Hazards | |
| Flash point | 127 °C (261 °F; 400 K) |
| Related compounds | |
Related
|
Page Template:Plainlist/styles.css has no content. |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
Template:Chembox Footer/trackingTemplate:Short description
Dodecanol /ˈdoʊˈdɛkɑːnɒl/, 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.[4]
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.[5] It may also be produced synthetically via the Ziegler process. A classic laboratory method involves Bouveault-Blanc reduction of ethyl laurate.[4]
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:[6]
- Page Module:Chem2/styles.css has no content.SO3 + CH3(CH2)10CH2OH → CH3(CH2)10CH2OSO3H
- Page Module:Chem2/styles.css has no content.CH3(CH2)10CH2OSO3H + NaOH→CH3(CH2)10CH2OSO3Na + H2O
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.[7]
Mutual solubility with water
The mutual solubility of 1-dodecanol and water has been quantified as follows.[8]
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 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
References
Page Template:Reflist/styles.css has no content.
- ^ Merck Index, 12th Edition, 3464.
- ^ Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
- ^ GHS: GESTIS 035500
- ^ a b Page Module:Citation/CS1/styles.css has no content.Ford, S. G.; Marvel, C. S. (1930). "Lauryl Alcohol". Organic Syntheses. 10: 62. doi:10.15227/orgsyn.010.0062.
- ^ Script error: No such module "Template wrapper".
- ^ Page Module:Citation/CS1/styles.css has no content.Holmberg, Krister (2019). "Surfactants". Ullmann's Encyclopedia of Industrial Chemistry. pp. 1–56. doi:10.1002/14356007.a25_747.pub2. ISBN 978-3-527-30673-2.
- ^ Page Module:Citation/CS1/styles.css has no content."MSDS Safety Sheet". Archived from the original on 2011-07-16. Retrieved 2009-06-14.
- ^ Richard Stephenson and James Stuart, "Mutual Binary Solubilities: Water-Alcohols and Water-Esters", J. Chem. Eng. Data, 1986, 31, 56-70.
External links
Lua error in package.lua at line 80: module 'Module:Navbox/configuration' not found.
Lua error in package.lua at line 80: module 'Module:Authority control/config' not found.
