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2-Ethylhexanoic acid

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Identification
Molecular formula
C8H16O2
CAS number
149-57-5
IUPAC name
2-ethylhexanoic acid
State
State

At room temperature, 2-ethylhexanoic acid exists as a liquid. It remains in this state under normal atmospheric conditions and is characterized by its slightly oily texture.

Melting point (Celsius)
-59.50
Melting point (Kelvin)
213.65
Boiling point (Celsius)
228.90
Boiling point (Kelvin)
502.05
General information
Molecular weight
144.21g/mol
Molar mass
144.2110g/mol
Density
0.9023g/cm3
Appearence

2-Ethylhexanoic acid is a colorless liquid that is slightly viscous. It has a mild odor and is known for its oily appearance, making it reminiscent of many carboxylic acids that are liquid at room temperature.

Comment on solubility

Solubility of 2-ethylhexanoic acid

2-ethylhexanoic acid, with the chemical formula C8H16O2, exhibits interesting solubility characteristics that are worth discussing:

  • Solubility in Water: 2-ethylhexanoic acid has limited solubility in water, primarily because of its hydrophobic alkyl chain. This characteristic makes it less favorable for aqueous solutions.
  • Solubility in Organic Solvents: In contrast, it is quite soluble in various organic solvents such as ethanol, diethyl ether, and benzene. This is due to the presence of polar carboxylic acid functional groups that can interact favorably with other organic substances.
  • Temperature Dependent: The solubility of 2-ethylhexanoic acid can also be influenced by temperature. Generally, an increase in temperature will enhance its solubility in organic solvents, making it more versatile for practical applications.
  • Applications Impact: The solubility properties of 2-ethylhexanoic acid play a critical role, particularly in its use as a lubricant additive and in the production of metal soaps.

In conclusion, while 2-ethylhexanoic acid may not be highly soluble in water, its solubility in organic solvents makes it valuable in many industrial applications. Understanding these solubility properties is essential for chemists and manufacturers who utilize this compound.

Interesting facts

Interesting Facts about 2-Ethylhexanoic Acid

2-Ethylhexanoic acid, often abbreviated as 2-EH, is a fascinating compound with a variety of applications and notable characteristics. Here are some intriguing aspects:

  • Versatile Industrial Use: 2-Ethylhexanoic acid is widely utilized in the production of numerous chemical products, particularly as a precursor for multifunctional esters and as a stabilizer in various formulations.
  • Role in Catalysis: This compound is frequently employed as a ligand in metal catalysis, enhancing the efficiency of catalytic reactions, especially in organic synthesis.
  • Impact on Oil and Gas Industries: With its ability to operate effectively as a solvent, 2-EH finds applications in oil recovery and as a component in lubricating oil additives, improving the performance and longevity of machinery.
  • Biodegradable Nature: Interestingly, 2-ethylhexanoic acid is considered to be biodegradable, which has made it an important subject of study in the search for sustainable chemical alternatives.
  • Chemical Behavior: The compound contains both a carboxylic acid functional group and a branched alkyl chain, contributing to its unique properties, such as the ability to form salts and esters.
  • Reactivity: The acidic nature means that it can participate in esterification reactions, which is crucial in producing various surfactants and plasticizers.
  • Health and Safety Considerations: Although useful, exposure to 2-ethylhexanoic acid should be managed carefully. It can cause skin and respiratory irritation, underscoring the importance of proper safety protocols in its handling.

In summary, 2-ethylhexanoic acid is not only key to numerous industrial processes but also presents a variety of chemical behaviors that make it a subject of continued interest in both research and application. The compound's multifaceted nature and significance in sustainable chemistry make it a critical topic for both students and professionals.

Synonyms
2-ETHYLHEXANOIC ACID
149-57-5
2-Ethylcaproic acid
Hexanoic acid, 2-ethyl-
Ethylhexanoic acid
Ethylhexoic acid
2-Ethylhexoic acid
Butylethylacetic acid
2-Butylbutanoic acid
3-Heptanecarboxylic acid
Ethyl hexanoic acid
2-ethyl-hexoic acid
2-ethyl hexanoic acid
alpha-Ethylcaproic acid
2-ethyl-hexanoic acid
Ethyl hexanoic acid, 2-
alpha-ethyl caproic acid
MFCD00002675
.alpha.-Ethylcaproic acid
2-Ethyl-1-hexanoic acid
01MU2J7VVZ
2-EHA
2-ETHYL HEXOIC ACID,AR
DTXSID9025293
CHEBI:89058
NSC-8881
2-Ethylhexansaeure
2-ethylhexanoicacid
DTXCID805293
2-Ethylhexanoic acid, >=99%
CAS-149-57-5
2 ETHYL HEXANOIC ACID
CCRIS 3348
HSDB 5649
Kyselina 2-ethylkapronova [Czech]
NSC 8881
Kyselina 2-ethylkapronova
EINECS 205-743-6
(+/-)-2-ETHYLHEXANOIC ACID
UNII-01MU2J7VVZ
Kyselina heptan-3-karboxylova [Czech]
BRN 1750468
Kyselina heptan-3-karboxylova
AI3-01371
Hexanoic acid, 2-ethyl-, (-)-
EINECS 262-971-9
2-Ethylcapronic acid
2-Ethyl-Hexonic acid
alpha-Ethylhexanoic acid
.alpha.-Ethylhexanoic acid
EC 205-743-6
SCHEMBL25800
2-Ethylhexanoic acid, 99%
MLS002415695
CHEMBL1162485
WLN: QVY4 & 2
NSC8881
HMS2267F21
STR05759
2-ETHYLHEXANOIC ACID [HSDB]
Tox21_201406
Tox21_300108
LMFA01020087
MSK157439
AKOS009031416
AT29893
CS-W016381
SB44987
SB44994
NCGC00091324-01
NCGC00091324-02
NCGC00091324-03
NCGC00253985-01
NCGC00258957-01
2-Ethylhexanoic acid, analytical standard
SMR001252268
1ST157439
MSK157439-1000
E0120
NS00010660
EN300-20410
1ST157439-1000
Q209384
F0001-0703
Z104478072
18FEB650-7573-4EA0-B0CD-9D8BED766547
2-Ethylhexanoic acid Solution in Acetonitrile, 1000?g/mL
2-Ethylhexanoic acid Solution in Acetonitrile, 1000mug/mL
2-Ethylhexanoic acid, Pharmaceutical Secondary Standard; Certified Reference Material