pivaloyl chloride
propanoyl chloride, 2,2-dimethyl-
Identification
| Name | pivaloyl chloride |
| IUPAC | 2,2-dimethylpropanoyl chloride |
| CAS Number | 3282-30-2 |
| EINECS | 221-921-6 |
| FDA UNII | JQ82J0O21T |
| Molecular Formula | C5 H9 Cl O |
| Molecular Weight | 120.57793000 |
| MDL Number | MFCD00000709 |
| Nikkaji Number | J33.810I |
| Beilstein | 385668 |
Regulatory
Physical Properties
| Appearance | colorless to pale yellow clear liquid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.97900 @ 25.00 °C. |
| Refractive Index | 1.41200 @ 20.00 °C. |
| Boiling Point | 107.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 27.400000 mmHg @ 25.00 °C. (est) |
| Flash Point | 48.00 °F. TCC ( 8.89 °C. ) |
| logP (o/w) | 1.680 (est) |
| Soluble in | water, 1.735e+004 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | pharmaceuticals / chemical synthisis |
| Recommendation for pivaloyl chloride usage levels up to | not for fragrance use. |
| Recommendation for pivaloyl chloride flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
2,2-
dimethyl-propionyl chloride
2,2-
dimethylpropanoyl chloride
2,2-
dimethylpropionyl chloride
pivalyl chloride
propanoyl chloride, 2,2-dimethyl-
trimethyl acetyl chloride
trimethylacetyl chloride
trimethylacetylchloride
PubMed:
Rapid acyl migration between pyrogallyl 1,2- and 1,3-dipivaloates.
PubMed:
Ex situ generation of stoichiometric and substoichiometric 12CO and 13CO and its efficient incorporation in palladium catalyzed aminocarbonylations.
PubMed:
Stereochemistry of internucleotide bond formation by the H-phosphonate method. 5. The role of Brønsted and H-bonding base catalysis in ribonucleoside H-phosphonate condensation-chemical and stereochemical consequences.
PubMed:
Synthesis and structural investigation of N-acyl selenophosphoramides.
PubMed:
O-Pivaloyl diphenyl-seleno-phosphinate.
PubMed:
6-Coordinate tungsten(VI) tris-n-isopropylanilide complexes: products of terminal oxo and nitrido transformations effected by main group electrophiles.
PubMed:
Boronated protohaemins: synthesis and in vivo antitumour efficacy.
PubMed:
Oxonitriles: a grignard addition-acylation route to enamides.
PubMed:
Formation of surface-bound acyl groups by reaction of acyl halides on ge(100)-2x1.
PubMed:
Preparation of nucleoside H-phosphonoselenoate monoesters via the phosphinate approach.
PubMed:
Organic nitriles from acid chlorides: an isovalent N for (O)CL exchange reaction mediated by a tungsten nitride complex.
PubMed:
4'-pivaloyl substituted thymidine as a precursor for the thymyl radical: an EPR spectroscopic study.
PubMed:
Side reactions in the H-phosphonate approach to oligonucleotide synthesis: a kinetic investigation on bisacylphosphite formation and 5'-O-acylation.
PubMed:
Synthesis, intramolecular migrations and enzymic hydrolysis of partially pivaloylated methyl alpha-D-mannopyranosides.
PubMed:
Analysis of isomeric long-chain hydroxy fatty acids by tandem mass spectrometry: application to the diagnosis of long-chain 3-hydroxyacyl CoA dehydrogenase deficiency.
PubMed:
Regioselective Acylation of Hexopyranosides with Pivaloyl Chloride.
PubMed:
Syntheses of anomerically phosphodiester-linked oligomers of the repeating units of the Haemophilus influenzae types c and f capsular polysaccharides.
PubMed:
Generation of N-acylpyridinium ions from pivaloyl chloride and pyridine derivatives by means of silyl triflates
PubMed:
Unexpected dipivaloylation of 9-lithiated fluorene: formation of 1-(fluoren-9-ylidene)-2,2-dimethylpropyl pivalate.
PubMed:
Cross-linking of starch with bifunctional precursors of nitroalkenes.
PubMed:
Selective pivaloylation and diphenylacetylation of cyclomalto-oligosaccharides.
PubMed:
5'-Hydrogenphosphonates of anti-HIV nucleoside analogues revisited: controversial mode of action.
PubMed:
[Synthesis of new pyrimidine 5'-H-thiophosphonates].
PubMed:
A facile method for preparation of t-butyloxycarbonylamino acid p-nitroanilides.
PubMed:
[N-phosphonate synthesis of oligodeoxyribonucleotides with the use of a p-nitrophenylethyl blocking group].
PubMed:
[Synthesis of 5'-phosphorylated oligodeoxyribonucleotides by the H-phosphonate method].
PubMed:
Selective pivaloylation of 2-acetamido-2-deoxy sugars.
PubMed:
The preparation and application of functionalised synthetic oligonucleotides: III. Use of H-phosphonate derivatives of protected amino-hexanol and mercapto-propanol or -hexanol.
PubMed:
[Synthesis of oligoribonucleotides via ribonucleoside-H-phosphonates].
PubMed:
A model study directed towards the preparation of nucleopeptides via H-phosphonate intermediates.
PubMed:
Studies on biologically active nucleosides and nucleotides. 5. Synthesis and antitumor activity of some 2,2'-anhydro-1-(3',5'-di-O-acyl-beta-D-arabinofuranosyl)cytosine salts and 2,2'-anhydro-1-(3'-O-acyl-beta-D-arabinofuranoxyl)cytosine 5'-phosphates.
PubMed:
Synthesis and pharmacological screening of certain N-substituted amides structurally related to some local anesthetics.