Chemistry:Lauroyl chloride
From HandWiki
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| IUPAC name
Dodecanoyl chloride
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| Properties | |
| C12H23ClO | |
| Molar mass | 218.77 g·mol−1 |
| Appearance | colorless liquid |
| Density | 0.93 g/cm3 |
| Melting point | −17 °C (1 °F; 256 K) |
| Boiling point | 145 °C (293 °F; 418 K) 18 torr |
| Hazards | |
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| GHS Signal word | Danger |
| H290, H314, H317 | |
| P234, P260, P261, P264, P264+265Script error: No such module "Preview warning".Category:GHS errors, P272, P280, P301+330+331, P302+352, P302+361+354Script error: No such module "Preview warning".Category:GHS errors, P304+340, P305+354+338Script error: No such module "Preview warning".Category:GHS errors, P316Script error: No such module "Preview warning".Category:GHS errors, P317Script error: No such module "Preview warning".Category:GHS errors, P321, P333+313, P362+364Script error: No such module "Preview warning".Category:GHS errors, P363, P390, P405, P406, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Lauroyl chloride is the organic compound with the formula CH3(CH2)10COCl. It is the acid chloride of lauric acid. Lauroyl chloride is a standard reagent for installing the lauroyl group.[2] It is mainly produced as a precursor to dilauroyl peroxide, which is widely used in free-radical polymerizations.[3]
Lauroyl chloride is a substrate for diverse reactions characteristic of acid chlorides. With base, it converts to laurone, a ketone with the formula [CH3(CH2)10]2CO.[4] With sodium azide, it reacts to give undecyl isocyanate via a Curtius rearrangement of the acyl azide.[5]
References
- ↑ "Lauroyl chloride" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/8166#section=Safety-and-Hazards.
- ↑ Peng, Feng; Ren, Jun-Li; Peng, Bai; Xu, Feng; Sun, Run-Cang; Sun, Jin-Xia (2008). "Rapid homogeneous lauroylation of wheat straw hemicelluloses under mild conditions". Carbohydrate Research 343 (17): 2956–2962. doi:10.1016/j.carres.2008.08.023. PMID 18793765.
- ↑ Uhl, Agnes; Bitzer, Mario; Wolf, Hanno; Hermann, Dominik; Gutewort, Sven; Völkl, Matthias; Nagl, Iris (2018). "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. pp. 1–45. doi:10.1002/14356007.a19_199.pub2.
- ↑ J. C. Sauer (1951). "Laurone". Organic Syntheses 31: 68. doi:10.15227/orgsyn.031.0068.
- ↑ Allen, C. F. H.; Bell, Alan (1944). "Undecyl Isocyanate". Organic Syntheses 24: 94. doi:10.15227/orgsyn.024.0094.
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