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(±)-2-Chlorosuccinic acid

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Identification
Molecular formula
C4H5ClO4
CAS number
14047-75-1
IUPAC name
2-chlorobutanedioic acid
State
State

At room temperature, 2-Chlorobutanedioic acid is in a solid state, appearing as a crystalline powder.

Melting point (Celsius)
138.00
Melting point (Kelvin)
411.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
152.55g/mol
Molar mass
152.5480g/mol
Density
1.6330g/cm3
Appearence

2-Chlorobutanedioic acid, commonly known as (±)-2-Chlorosuccinic acid, typically appears as a white crystalline solid. This compound is notably soluble in water and may have a mild acidic odor.

Comment on solubility

Solubility of 2-Chlorobutanedioic Acid

2-Chlorobutanedioic acid, also known as 2-chlorosuccinic acid, exhibits interesting solubility properties due to its molecular structure. This compound is a dicarboxylic acid which plays a role in its solubility behavior.

Key aspects of solubility include:

  • Polar Nature: The presence of two carboxylic acid groups (-COOH) significantly enhances the polarity of the molecule, leading to increased solubility in polar solvents such as water.
  • Hydrophilic Interactions: The carboxyl groups can form hydrogen bonds with water, enhancing solubility. This capability allows it to dissolve readily in aqueous solutions.
  • Solvent Dependence: While 2-chlorobutanedioic acid is soluble in water, its solubility in non-polar solvents is quite limited due to the lack of similar interactions.

To summarize, the solubility of 2-chlorobutanedioic acid in water can be considered quite favorable, particularly due to its ability to engage in hydrogen bonding and the presence of acidic functional groups. As a general rule, the more polar the compound, the greater its solubility in polar solvents.

Interesting facts

Interesting Facts About 2-Chlorobutanedioic Acid

2-Chlorobutanedioic acid, often referred to as a derivative of succinic acid, is a fascinating compound that presents various intriguing aspects from both a chemical and practical perspective. Here are some noteworthy points about this compound:

  • Structure and Isomerism: 2-Chlorobutanedioic acid is notable for its structural isomerism. The presence of the chlorine atom introduces unique functionalities that differentiate it from its non-chlorinated counterpart, 2-butendioic acid (fumaric acid).
  • Potential Applications: This compound is of interest in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals. Its chlorinated derivative can be used as a *building block* in organic synthesis.
  • Reactivity: The chlorine atom in the 2-position enhances the reactivity of the acid, allowing for diverse chemical reactions such as nucleophilic substitutions. This makes it particularly useful in creating new compounds by modifying the functional groups.
  • Biological Interactions: While little is commonly known about its biological implications, compounds like 2-chlorobutanedioic acid can interact with biological systems, potentially influencing metabolic pathways.
  • Analytical Techniques: Scientists utilize various analytical techniques to examine the properties and behavior of 2-chlorobutanedioic acid, including NMR spectroscopy and mass spectrometry, allowing for detailed structural elucidation and study of its reactivity.

Quote from the Field: As a prominent chemist once said, "Understanding the structure of compounds allows us to unlock their potential, turning simple substances into complex systems of interaction." This sentiment rings true for 2-chlorobutanedioic acid, where structural understanding leads to myriad applications.

In summary, 2-chlorobutanedioic acid is not merely a compound; it represents a confluence of chemistry and application. Its unique features make it an important subject of study for both students and seasoned chemists alike.

Synonyms
CHLOROSUCCINIC ACID
16045-92-4
2-Chlorosuccinic acid
CCRIS 5678
EINECS 240-188-3
E7056CM1PK
monochlorosuccinic acid
CHEBI:90244
BUTANEDIOIC ACID, 2-CHLORO-
240-188-3
2-Chlorobutanedioic acid
CHLOROSUCCINICACID
chlorobutanedioic acid
DTXSID7021526
(R)-2-CHLOROSUCCINIC ACID
4198-33-8
C4H5ClO4
(+/-) Chlorosuccinic Acid
UNII-E7056CM1PK
Chlorbernsteinsaure
MFCD00004225
2-Chlorosuccinic acid #
Chlorosuccinic acid, 96%
617-41-4
L-2-Chlorosuccinic acid, 3
SCHEMBL640316
DTXCID101526
CHEMBL3186215
BDBM85470
TQP0734
Tox21_200034
AKOS015892891
Butanedioic acid, chloro-, (.+/-.)-
NCGC00257588-01
CAS-16045-92-4
DB-018118
DB-043458
DB-050829
CS-0164383
NS00021717
ST51038077
2-chlorosuccinic acid? (Tofacitinib Impurity pound(c)
Q27162422