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Pivalic acid

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Identification
Molecular formula
C5H10O2
CAS number
75-98-9
IUPAC name
2,2-dimethylpropanoic acid
State
State

Pivalic acid is typically a solid at room temperature. It can be easily handled and transported in its crystalline form.

Melting point (Celsius)
34.50
Melting point (Kelvin)
307.65
Boiling point (Celsius)
164.90
Boiling point (Kelvin)
438.05
General information
Molecular weight
102.13g/mol
Molar mass
102.1320g/mol
Density
0.8880g/cm3
Appearence

Pivalic acid is a white crystalline solid. It has a distinctive camphor-like odor. This compound is generally available in powder form and forms crystals when pure.

Comment on solubility

Solubility of 2,2-Dimethylpropanoic Acid

2,2-Dimethylpropanoic acid, also known as neopentanoic acid, exhibits interesting solubility properties that are influenced by its molecular structure and the presence of a carboxylic acid functional group. The solubility of this compound can be summarized as follows:

  • Water Solubility: 2,2-Dimethylpropanoic acid is relatively soluble in water due to hydrogen bonding capability provided by its carboxylic acid group. However, this solubility is limited compared to smaller carboxylic acids because of the bulky tert-butyl moiety.
  • Solubility in Organic Solvents: This compound is more soluble in organic solvents such as ethanol and ether. The nonpolar regions of the molecule can interact favorably with the organic solvent molecules.
  • pH Influence: The solubility may vary with pH; in basic solutions, the carboxyl group can deprotonate, leading to higher solubility as the ionic form is more soluble in water.

Overall, while 2,2-dimethylpropanoic acid demonstrates moderate to good solubility in various solvents, it is predominantly influenced by its structural features and the surrounding environmental conditions. Always keep in mind that temperature and pressure can also have significant effects on solubility, potentially leading to different outcomes in varying experimental conditions.

Interesting facts

Interesting Facts about 2,2-Dimethylpropanoic Acid

2,2-Dimethylpropanoic acid, also known as neopentanoic acid, is a fascinating organic compound that belongs to the family of carboxylic acids. Here are some compelling aspects of this intriguing chemical:

  • Unique Structure: The structure of 2,2-dimethylpropanoic acid is characterized by its branched, symmetrical arrangement, which enhances its stability and affects its reactivity.
  • Industrial Relevance: This compound plays a significant role in the synthesis of various esters and polymers, making it valuable in the production of lubricants, surfactants, and other industrial chemicals.
  • Applications in Food Industry: It can also serve as a food additive, where it is sometimes used to enhance flavor and aroma in certain products.
  • Biochemical Significance: 2,2-Dimethylpropanoic acid is of interest in biochemical research due to its potential role in metabolic pathways and its ability to act as a building block for various biological materials.
  • Environmental Considerations: Understanding the behavior of this compound in the environment can contribute to ecological studies, especially concerning its biodegradability and impact on ecosystems.

According to chemist John D. Roberts, “The beauty of chemistry lies in its remarkable structures and the stories they tell.” 2,2-Dimethylpropanoic acid exemplifies this beauty, with its unique structure and diverse applications that continue to captivate the scientific community.

In summary, 2,2-dimethylpropanoic acid is not just a simple organic compound; it is a molecule filled with potential that crosses the boundaries between industrial applications and biochemical significance, making it a topic worthy of further exploration.

Synonyms
Pivalic acid
75-98-9
Trimethylacetic acid
2,2-DIMETHYLPROPANOIC ACID
2,2-Dimethylpropionic acid
Neopentanoic acid
Propanoic acid, 2,2-dimethyl-
tert-Pentanoic acid
Versatic 5
Kyselina pivalova
Acetic acid, trimethyl-
acide pivalique
acido pivalico
Dimethylpropionic acid
Neovaleric acid
2,2-dimethyl-propanoic acid
2,2-dimethyl-propionic acid
alpha,alpha-Dimethylpropionic acid
tert-C4H9COOH
Pivalinsaeure
Pivalinsaure
Kyselina 2,2-dimethylpropionova
Propionic acid, 2,2-dimethyl-
HSDB 5211
EINECS 200-922-5
NSC 65449
acide 2,2-dimethylpropanoique
UNII-813RE8BX41
BRN 0969480
trimethyl-acetic acid
DTXSID8026432
CHEBI:45133
AI3-04165
NSC-65449
PIVALIC ACID [MI]
2,2,2-trimethylacetic acid
DTXCID106432
pivalicacid
Pivalic acid (ACD/Name 4.0)
EC 200-922-5
813RE8BX41
4-02-00-00908 (Beilstein Handbook Reference)
.alpha.,.alpha.-Dimethylpropionic acid
2,2-DIMETHYLPROPANOIC ACID [HSDB]
Kyselina pivalova [Czech]
Kyselina 2,2-dimethylpropionova [Czech]
pivaloic acid
Tert-pentanoate
dimethylpropionate
PivOH
tertPentanoic acid
PIV
MFCD00004194
trimethyl acetic acid
a,a-Dimethylpropionate
Pivalic acid, 99%
Acetic acid, trimethyl
VERSATIC 5 ACID
2,2dimethylpropionic acid
a,a-Dimethylpropionic acid
tert-Butyl carboxylic acid
SCHEMBL3613
2,2,-dimethylpropionic acid
Propanoic acid, 2,2dimethyl
Propionic acid, 2,2dimethyl
Kyselina 2,2dimethylpropionova
CHEMBL322719
alpha,alphaDimethylpropionic acid
WLN: QVX1&1&1
CS-D1464
NSC65449
STR05697
Tox21_200425
LMFA01020073
STL264139
TRIMETHYLMETHANECARBOXYLIC ACID
AKOS000119013
CAS-75-98-9
NCGC00248606-01
NCGC00257979-01
PROPANOIC ACID, 2,2-DI-METHYL-
BP-30032
ALPHA, ALPHA-DIMETHYL-PROPIONIC ACID
NS00006690
P0461
EN300-21285
D78007
Q421509
F2191-0097
200-922-5