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Hydratropic acid

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Identification
Molecular formula
C9H10O2
CAS number
932-90-1
IUPAC name
2-phenylpropanoic acid
State
State

At room temperature, hydratropic acid is a solid. It has the typical properties of a carboxylic acid, with a distinct crystalline structure.

Melting point (Celsius)
49.00
Melting point (Kelvin)
322.15
Boiling point (Celsius)
265.00
Boiling point (Kelvin)
538.15
General information
Molecular weight
150.17g/mol
Molar mass
150.1740g/mol
Density
1.0794g/cm3
Appearence

2-Phenylpropanoic acid, commonly known as hydratropic acid, appears as a white crystalline solid. Its structure contains a phenyl group and a carboxylic acid group, making it an aromatic compound with carboxylic acid properties.

Comment on solubility

Solubility of 2-Phenylpropanoic Acid

2-Phenylpropanoic acid, a compound renowned for its unique structure, displays interesting solubility characteristics:

  • Polar vs. Nonpolar: The presence of the carboxylic acid group (-COOH) enhances the polarity of the molecule, allowing it to interact favorably with polar solvents.
  • Water Solubility: 2-Phenylpropanoic acid demonstrates limited solubility in water. This can be attributed to the bulkiness of the phenyl group, which hinders efficient hydrogen bonding with water molecules.
  • Organic Solvents: The compound is more soluble in organic solvents like ethanol and ether. These solvents can better accommodate its nonpolar aromatic structure.
  • pH Dependence: The solubility can also be influenced by pH. In a more basic environment, the carboxylic group can deprotonate, enhancing solubility in aqueous solutions through the formation of a carboxylate anion.

To summarize, while 2-phenylpropanoic acid has limited solubility in water due to its aromatic component, it finds better compatibility with organic solvents and can show increased solubility based on the surrounding pH environment. This dual nature highlights the complexity of solubility in organic compounds.

Interesting facts

Interesting Facts about 2-Phenylpropanoic Acid

2-Phenylpropanoic acid, also known in some contexts as alpha-phenylpropanic acid, is an intriguing compound with various applications and characteristics worth exploring. Here are some fascinating aspects of this compound:

  • Structural Significance: 2-Phenylpropanoic acid features a phenyl group attached to a propanoic acid backbone, making it a member of the family of aromatic carboxylic acids. This unique structure contributes to its chemical behavior and reactivity.
  • Biological Activity: This compound has been studied for its potential pharmacological properties. It is a metabolite of certain drugs and is known for its involvement in various biochemical pathways.
  • Synthesis: The synthesis of 2-phenylpropanoic acid can be achieved through various methods, including Friedel-Crafts acylation and other organic synthesis techniques. This versatility in synthesis is appealing in both academic and industrial chemistry.
  • Application in Research: Researchers have utilized 2-phenylpropanoic acid in studies related to drug design and development, particularly investigations that aim to enhance the efficacy and reduce the side effects of certain compounds.
  • Chirality: This compound can exist in different stereoisomeric forms, leading to discussions on how the spatial arrangement of atoms can influence its activity and interactions in biological systems.

As a compound that bridges theoretical chemistry with practical applications, 2-phenylpropanoic acid encapsulates the beauty of organic chemistry. Its multifaceted nature makes it a subject of intrigue for both students and seasoned chemists alike.

Synonyms
2-Phenylpropionic acid
492-37-5
2-Phenylpropanoic acid
Hydratropic acid
DL-2-Phenylpropionic Acid
alpha-Methylphenylacetic acid
Hydratropasaeure
alpha-Methylbenzeneacetic acid
Benzeneacetic acid, .alpha.-methyl-
ALPHA-PHENYLPROPIONIC ACID
(+-)-Hydratropasaeure
.alpha.-Methylphenylacetic acid
(+-)-hydratropic acid
.alpha.-Methylbenzeneacetic acid
.alpha.-Phenylpropionic acid
UNII-CH15E393A2
CHEBI:48526
Benzeneacetic acid, alpha-methyl-
DL-PPA
EINECS 207-752-0
NSC 42872
NSC-42872
Propanoic acid, 2-phenyl
NSC-245033
dl-.alpha.-Phenylpropionic acid
YPGCWEMNNLXISK-UHFFFAOYSA-
DTXSID80862027
NSC 245033
dl-alpha-Phenylpropionic acid
DTXCID30223422
alpha-methyl-benzeneacetic acid /OD/ 2-phenylpropionic acid
(+-)-2-phenylpropionic acid
inchi=1/c9h10o2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-7h,1h3,(h,10,11)
ypgcwemnnlxisk-ssdottswsa-n
ypgcwemnnlxisk-uhfffaoysa-n
ypgcwemnnlxisk-zetcqymhsa-n
(+/-)-2-Phenylpropionic acid
2-Phenyl-propionic acid
MFCD00002650
(+/-)-2-phenylpropanoic acid
(+/-)-Hydratropic acid
(R)-(-)-Hydratropic acid
2-Phenylpropionate
alpha-Phenylpropioic acid
Loxoprofen impurity
CH15E393A2
a-Methylbenzeneacetic acid
DL-?-phenylpropionic acid
2-Phenylpropionicacid
2328-24-7
(S)-(+)-Hydratropic acid
2-phenyl propionic acid
alpha-Phenylpropioate
Benzeneacetic acid, .alpha.-methyl-, (R)-
Benzeneacetic acid, .alpha.-methyl-, (S)-
2-phenyl propanoic acid
alpha-phenyl propionic acid
propanoic acid, 2-phenyl-
SCHEMBL3418
(?)-2-Phenylpropionic acid
(RS)-2-phenylpropionic acid
(+/-)2-phenylpropionic acid
racemic 2-phenylpropionic acid
2-Phenylpropionic acid, 97%
(rac.)-2-phenylpropionic acid
CHEMBL370925
(+/-) 2-phenylpropionic acid
BCP14307
BCP16764
NSC42872
STR03808
NSC245032
NSC245033
s6321
STL164373
AKOS005206767
AC-3206
CS-W016324
FP35013
HY-W015608
PS-4663
PD099465
SY004963
SY020842
SY021075
Hydratropic acid [MeSH: hydratropic acid]
DB-021501
NS00006882
P0699
EN300-69310
F13477
2-Phenylpropionic acid [MeSH: hydratropic acid]
racemic (+)-alpha-methyl-alpha-phenylacetic acid
Q27121253
F0001-1284
Z756118128