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Pivaloyl chloride

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(Redirected from Trimethylacetyl chloride)
Pivaloyl chloride
Names
Preferred IUPAC name 2,2-Dimethylpropanoyl chloride
Other names Trimethylacetyl chloride; Pivaloyl chloride; Pivalyl chloride; neopentanoylchloride
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference 102382
ChEMBL
ChemSpider
ECHA InfoCard 100.019.929 Edit this at Wikidata
EC Number
  • 221-921-6
PubChem CID
UNII
UN number 2438
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C5H9ClO/c1-5(2,3)4(6)7/h1-3H3Key: JVSFQJZRHXAUGT-UHFFFAOYSA-N
SMILES
  • CC(C)(C)C(=O)Cl
Properties
Chemical formula C5H9ClO
Molar mass 120.58 g·mol
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) 1.412
Hazards
GHS labelling:
Pictograms GHS02: FlammableGHS05: CorrosiveGHS06: ToxicGHS07: Exclamation mark
Signal word Danger
Hazard statements H225, H290, H302, H314, H330
Precautionary statements 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 , 100 kPa). Infobox references
Chemical compound

2,2-Dimethylpropanoyl chloride is a branched-chain acyl chloride. It was first made by Aleksandr Butlerov in 1874 by reacting pivalic acid with phosphorus pentachloride.

Pivaloyl chloride is used as an input in the manufacture of some drugs, insecticides and herbicides.

References

  1. "2,2-dimethylpropanoyl chloride". ChemSynthesis. Retrieved 1 July 2017.
  2. Buttlerow, A. (1874). "Ueber die Trimethylessigsäure". Justus Liebig's Annalen der Chemie (in German). 173 (2): 355–375. doi:10.1002/jlac.18741730217.


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