2,2-Dimethylpropanoyl chloride is a branched-chain acyl chloride.[1] It was first made by Aleksandr Butlerov in 1874 by reacting pivalic acid with phosphorus pentachloride.[2]
Names | |
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Preferred IUPAC name
2,2-Dimethylpropanoyl chloride | |
Other names
Trimethylacetyl chloride; Pivaloyl chloride; Pivalyl chloride; neopentanoylchloride
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Identifiers | |
3D model (JSmol)
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102382 | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.019.929 |
EC Number |
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PubChem CID
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UNII | |
UN number | 2438 |
CompTox Dashboard (EPA)
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Properties | |
C5H9ClO | |
Molar mass | 120.58 g·mol−1 |
Density | 0.985 |
Melting point | −57 °C (−71 °F; 216 K) |
Boiling point | 105.5 °C (221.9 °F; 378.6 K) |
Refractive index (nD)
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1.412 |
Hazards | |
GHS labelling: | |
Danger | |
H225, H290, H302, H314, H330 | |
P210, P233, P234, P240, P241, P242, P243, P260, P264, P270, P271, P280, P284, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P320, P321, P330, P363, P370+P378, P390, P403+P233, P403+P235, P404, P405, P501 | |
Flash point | 8 °C (46 °F; 281 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Pivaloyl chloride is used as an input in the manufacture of some drugs, insecticides and herbicides.
References
edit- ^ "2,2-dimethylpropanoyl chloride". ChemSynthesis. Retrieved 1 July 2017.
- ^ Buttlerow, A. (1874). "Ueber die Trimethylessigsäure". Justus Liebig's Annalen der Chemie (in German). 173 (2): 355–375. doi:10.1002/jlac.18741730217.