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Pivalic acid information


Pivalic acid
Names
Preferred IUPAC name
2,2-Dimethylpropanoic acid
Other names
Pivalic acid
Dimethylpropanoic acid
Neopentanoic acid
Neovaleric acid
Trimethylacetic acid
Identifiers
CAS Number
  • 75-98-9 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:45133 checkY
ChEMBL
  • ChEMBL322719 checkY
ChemSpider
  • 6177 checkY
ECHA InfoCard 100.000.839 Edit this at Wikidata
PubChem CID
  • 6417
UNII
  • 813RE8BX41 checkY
CompTox Dashboard (EPA)
  • DTXSID8026432 Edit this at Wikidata
InChI
  • InChI=1S/C5H10O2/c1-5(2,3)4(6)7/h1-3H3,(H,6,7) checkY
    Key: IUGYQRQAERSCNH-UHFFFAOYSA-N checkY
SMILES
  • O=C(O)C(C)(C)C
Properties
Chemical formula
C5H10O2
Molar mass 102.133 g·mol−1
Density 0.905 g/cm3
Melting point 35 °C (95 °F; 308 K)
Boiling point 163.7 °C (326.7 °F; 436.8 K)
Related compounds
Related compounds
neopentyl alcohol
neopentane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Pivalic acid is a carboxylic acid with a molecular formula of (CH3)3CCO2H. This colourless, odiferous organic compound is solid at room temperature. Two abbreviations for pivalic acid are t-BuC(O)OH and PivOH. The pivalyl or pivaloyl group is abbreviated t-BuC(O).

Pivalic acid is an isomer of valeric acid, the other two isomers of it are 2-Methylbutanoic acid and 3-Methylbutanoic acid.

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Pivalic acid

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Pivalic acid is a carboxylic acid with a molecular formula of (CH3)3CCO2H. This colourless, odiferous organic compound is solid at room temperature. Two...

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Pivaloyl chloride

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chloride. It was first made by Aleksandr Butlerov in 1874 by reacting pivalic acid with phosphorus pentachloride. Pivaloyl chloride is used as an input...

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Carboxylic acid

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isobutylene to pivalic acid. In the Koch reaction, the addition of water and carbon monoxide to alkenes or alkynes is catalyzed by strong acids. Hydrocarboxylations...

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Pivmecillinam

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Lindstedt S, Nordin I (June 1995). "Effect of short-term treatment with pivalic acid containing antibiotics on serum carnitine concentration—a risk irrespective...

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Valeric acid

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valeric acid in Wiktionary, the free dictionary. List of saturated fatty acids List of carboxylic acids 4-Hydroxy-4-methylpentanoic acid Pivalic acid (2,2-dimethylpropanoic...

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Koch reaction

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produced Koch acids include pivalic acid, 2,2-dimethylbutyric acid and 2,2-dimethylpentanoic acid. When standard acid catalysts such as sulfuric acid or a mix...

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List of carboxylic acids

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Carboxylic acids are organic acids characterized by a carboxyl (-COOH) functional group. The naming of these compounds is governed by IUPAC nomenclature...

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Acyl chloride

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butyric acid (C3H7COOH) → butyryl chloride (C3H7COCl) (Idiosyncratically, for some trivial names, -oyl chloride substitutes -ic acid. For example, pivalic acid...

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C5H10O2

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acetate Methylbutanoic acids 2-Methylbutanoic acid 3-Methylbutanoic acid (isovaleric acid) Methyl butyrate Methyl isobutyrate Pivalic acid Propyl acetate Tetrahydrofurfuryl...

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Minisci reaction

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be acidic to ensure protonation of said heterocycle. A typical reaction is that between pyridine and pivalic acid with silver nitrate, sulfuric acid and...

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Methyl pivalate

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colorless liquid, the methyl ester of pivalic acid. The ester is well known for being resistant to hydrolysis to the parent acid. Hydrolysis can be effected with...

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Pinacol rearrangement

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structures after he independently synthesised the compound trimethylacetic (pivalic) acid which Friedel had obtained earlier by oxidizing with a dichromate. Some...

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Pivampicillin

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lipophilicity compared to that of ampicillin. Prodrugs that release pivalic acid when broken down by the body—such as pivampicillin, pivmecillinam, and...

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Positron annihilation spectroscopy

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(1981). "The temperature dependence of positron lifetimes in solid pivalic acid". Chemical Physics. 63 (1–2): 51. Bibcode:1981CP.....63...51E. doi:10...

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Carbonylation

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HOCH2}}{\color {red}{\ce {CO}}}{\ce {OH}}} The conversion of isobutene to pivalic acid is also illustrative: Me 2 C = CH 2 + H 2 O + CO ⟶ Me 3 C CO OH {\displaystyle...

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Pivaldehyde

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hydrogen (H) atom, shown here pointing directly upward. Pivalic acid - corresponding carboxylic acid Pivalamide - corresponding amide Pinacolone - corresponding...

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Organopalladium chemistry

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acetate, bis(diphenylphosphino)methane (dppm) and the caesium salt of pivalic acid (CsPiv) Pd-Catalyzed Alkyl to Aryl Migration and Cyclization: An Efficient...

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Pyridine

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upon reacting pyridine with pivalic acid, silver nitrate and ammonium in sulfuric acid with a yield of 97%. Lewis acids easily add to the nitrogen atom...

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List of compounds with carbon number 5

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valeric acid 109-52-4 C5H10O2 pivalic acid 75-98-9 C5H10O2 sec butylformate 589-40-2 C5H10O3 hydroxy pivalic acid 4835-90-9 C5H10O3 isopropoxyacetic acid 33445-07-7...

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Pivaloyloxymethyl

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pivoxil. Tenofovir disoproxil contains a very similar prodrug group. Pivalic acid Wuts, P. G. M.; Greene, T.W. (2006). Greene's Protective Groups in Organic...

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Sivelestat

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Imaki K, Arai Y, Okegawa T, "Derivatives of p-substituted phenyl ester of pivalic acid", issued 21 May 1991, assigned to Ono Pharmaceutical Co Ltd  v t e...

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Pinacolone

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the Prins reaction. It also is generated by ketonization of pivalic acid and acetic acid or acetone over metal oxide catalysts. 3-Methylbutanal is a starting...

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Keith Fagnou

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"Palladium-catalyzed benzene arylation: incorporation of catalytic pivalic acid as a proton shuttle and a key element in catalyst design". J. Am. Chem...

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Glossary of chemical formulae

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acid Glu 56-86-0 C5H10 cyclopentane 287-92-3 C5H10N2O3 glutamine Gln 56-85-9 C5H10O2 pivalic acid C5H10O2 valeric acid C5H10O2 3-Methylbutanoic acid C5H10O4...

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Flumetasone

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treatment of otitis externa and otomycosis. It is usually formulated as the pivalic acid ester prodrug called flumetasone pivalate. In April 2023, the US Food...

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Pivalamide

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tert-butyl group having the chemical formula: tBu-CO-NH2. It is the amide of pivalic acid. N-Pivalamide, is a functional group having the following chemical formula:...

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Estradiol pivalate

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estrogen medication and an estrogen ester; specifically, a pivalic acid (trimethylacetic acid) ester of estradiol. Literature sources are conflicting as...

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Shiina esterification

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2-Hydroxyalkanoates Using the Enantioselective Mixed-Anhydride Method with Pivalic Anhydride and a Chiral Acyl-Transfer Catalyst". Chem. Eur. J. 16 (1): 167–172...

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