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Cyclopentanecarboxylic acid

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Identification
Molecular formula
C6H10O2
CAS number
3400-45-1
IUPAC name
cyclopentanecarboxylic acid
State
State

Cyclopentanecarboxylic acid is typically a solid at room temperature. However, it can also be found as a liquid close to its melting point of 31.5°C (88.7°F). Its solid form is generally colorless, while the liquid form remains clear.

Melting point (Celsius)
31.50
Melting point (Kelvin)
304.65
Boiling point (Celsius)
229.40
Boiling point (Kelvin)
502.55
General information
Molecular weight
114.14g/mol
Molar mass
114.1430g/mol
Density
1.0727g/cm3
Appearence
Cyclopentanecarboxylic acid is a colorless, crystalline solid with a faint odor that is somewhat akin to acetic acid. It can also appear as a slightly viscous liquid under certain conditions. The appearance may vary slightly depending on purity and environmental conditions such as temperature and humidity. It is moderately soluble in water and easily soluble in organic solvents such as ethanol and ether.
Comment on solubility

Solubility of Cyclopentanecarboxylic Acid

Cyclopentanecarboxylic acid, with the chemical formula C6H10O2, exhibits interesting solubility characteristics that are noteworthy:

  • Polar Nature: The presence of the carboxylic acid functional group (-COOH) contributes to a degree of polarity in the molecule, which influences its solubility in various solvents.
  • Solubility in Water: Cyclopentanecarboxylic acid is moderately soluble in water due to hydrogen bonding between the acid groups and water molecules. However, the cyclopentane ring introduces hydrophobic characteristics that limit its solubility.
  • Solubility in Organic Solvents: It shows good solubility in non-polar solvents like hexane and toluene. The non-polar hydrocarbon portion of the compound aligns well with non-polar solvents, enhancing solubility.
  • Temperature Dependence: Like many organic acids, the solubility of cyclopentanecarboxylic acid can be affected by temperature, often increasing with higher temperatures.

In summary, while cyclopentanecarboxylic acid displays moderate solubility in water, it is more appreciably soluble in non-polar organic solvents, making it a versatile compound in various chemical applications.

Interesting facts

Cyclopentanecarboxylic Acid: An Intriguing Compound

Cyclopentanecarboxylic acid is a fascinating organic compound that has garnered interest in various fields of chemistry and industry. Here are some compelling facts that highlight its significance:

  • Unique Structure: The compound features a cyclopentane ring, which is a five-membered carbon ring, with a carboxylic acid functional group. This unique combination imparts special properties that distinguish it from linear carboxylic acids.
  • Versatile Applications: Cyclopentanecarboxylic acid finds applications in the synthesis of various organic molecules, including pharmaceuticals and agrochemicals. It serves as an important building block in chemical synthesis.
  • Reactivity: The carboxylic acid group allows cyclopentanecarboxylic acid to participate in a variety of chemical reactions. It can undergo esterification, reduction, and various forms of substitution that make it a versatile reactant.
  • Natural Occurrence: Interestingly, cyclic carboxylic acids can occur in nature, often as intermediates in metabolic pathways, drawing attention to their potential biological roles.
  • Green Chemistry: This compound is also a subject of interest in green chemistry initiatives due to its potential for more environmentally friendly synthesis pathways compared to other more complex carboxylic acids.

In summary, cyclopentanecarboxylic acid not only boasts an intriguing structural composition but also plays a vital role in various chemical processes, making it a significant compound for both academic research and industrial applications.

Synonyms
Cyclopentanecarboxylic acid
CYCLOPENTANE CARBOXYLIC ACID
Cyclopentylcarboxylic acid
UNII-Z6691VH94A
Z6691VH94A
Cyclopentylmethanoic acid
EINECS 222-269-5
NSC-59714
DTXSID70187610
CYCLOPENTANE,CARBOXYLIC ACID
NSC 59714
DTXCID30110101
CYCLOPENTANE CARBOXYLIC ACID [INCI]
222-269-5
663-788-0
inchi=1/c6h10o2/c7-6(8)5-3-1-2-4-5/h5h,1-4h2,(h,7,8
jbdssbmekxhsjf-uhfffaoysa-n
nllgknyqdqbmfw-uhfffaoysa-n
3400-45-1
Cyclopentancarboxylic Acid
MFCD00001371
Cyclopentanoic acid
Cyclopentanoic Acid; Cyclopentylcarboxylic Acid; NSC 59714;
Cyclopentanecarboxylicacid
cyclopentyl carboxylic acid
cyclo-pentanecarboxylic acid
cyclopentancarbonsäure
SAMPL4, O8
SCHEMBL18504
CHEMBL1902018
Cyclopentanecarboxylic acid, 99%
CHEBI:230335
BDBM197307
BCP23229
NSC59714
STR06378
STL168521
AKOS000119717
AB00138
CS-W007448
PS-4047
NCGC00186409-01
NCGC00186409-02
NCGC00186409-03
SY003129
DB-016120
NS00013543
EN300-19928
Q27295058
F2191-0049
Z104476116
IQ0