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2,2-dichloropropanoic acid

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Identification
Molecular formula
C3H4Cl2O2
CAS number
28345-44-8
IUPAC name
2,2-dichloropropanoic acid
State
State

At room temperature, 2,2-dichloropropanoic acid is typically in a liquid state. Due to its boiling point being significantly above room temperature, it does not readily evaporate under normal conditions.

Melting point (Celsius)
7.10
Melting point (Kelvin)
280.25
Boiling point (Celsius)
203.20
Boiling point (Kelvin)
476.35
General information
Molecular weight
144.97g/mol
Molar mass
144.9740g/mol
Density
1.3988g/cm3
Appearence

2,2-Dichloropropanoic acid appears as a colorless to pale yellow liquid. It is typically clear and lacks any pronounced coloration. When exposed to the atmosphere, it may release pungent fumes indicative of its acidic nature.

Comment on solubility

Solubility of 2,2-Dichloropropanoic Acid

2,2-Dichloropropanoic acid, with the chemical formula C3H5Cl2O2, exhibits notable solubility characteristics that can be summarized as follows:

  • Polar Nature: The presence of the carboxylic acid group (-COOH) significantly enhances its solubility in polar solvents, particularly water.
  • Hydrogen Bonding: The ability of the acid to form hydrogen bonds with water molecules further contributes to its solubility, making it readily soluble in water.
  • Solvent Compatibility: In addition to water, 2,2-dichloropropanoic acid is also soluble in other polar organic solvents such as alcohols and acetone.
  • Limited Solubility in Nonpolar Solvents: Its solubility diminishes in nonpolar solvents due to its polar functional groups, resulting in minimal or negligible solubility.

In conclusion, the solubility of 2,2-dichloropropanoic acid is predominantly influenced by its functional groups and molecular structure, resulting in considerable solubility in polar environments while poorly dissolving in nonpolar media.

Interesting facts

Interesting Facts about 2,2-Dichloropropanoic Acid

2,2-Dichloropropanoic acid is an intriguing compound that belongs to the group of alpha-halogenated carboxylic acids. Its structure, featuring two chlorine atoms substituted on the second carbon of a propane chain, is noteworthy for several reasons:

  • Herbicide Properties: This compound is known for its role as a herbicide. Due to its ability to inhibit certain enzymatic processes in plants, it effectively controls various weeds and unwanted vegetation.
  • Mechanism of Action: The chlorination in this compound makes it highly reactive. It functions by disrupting the biosynthesis of essential growth hormones in plants, leading to *growth inhibition* and *eventual death* of the target species.
  • Importance in Organic Synthesis: As a building block in organic chemistry, 2,2-dichloropropanoic acid plays a significant role in the synthesis of more complex molecules. Its chlorinated structure allows for a variety of reactions that can lead to the creation of pharmaceuticals and agrochemicals.
  • Environmental Considerations: While effective as an herbicide, it is essential to consider its environmental impact. The persistence and potential bioaccumulation in ecosystems are important factors that dictate its application in agriculture.
  • Safety Precautions: Handling this compound requires caution. Its toxicity to both humans and terrestrial organisms makes it necessary to follow strict guidelines concerning usage and disposal. As always, *personal protective equipment* (PPE) is recommended when working with such substances.

In summary, 2,2-dichloropropanoic acid is not just an ordinary compound; it plays a significant role in agricultural chemistry and organic synthesis while also presenting challenges regarding safety and environmental impact. Understanding its properties is essential for scientists and policymakers alike.

Synonyms
DALAPON
2,2-Dichloropropionic acid
75-99-0
2,2-Dichloropropanoic acid
Kenapon
Liropon
Proprop
Revenge
Alatex
Unipon
Sys-Omnidel
D-Granulat
Dawpon-Rae
Basinex P
Dowpon M
Crisapon
Dalascam
Tripon
Basfapon B
BH dalapon
Dowpon NF
Dalapon 85
Propanoic acid, 2,2-dichloro-
2,2-DPA
S 95 (herbicide)
Caswell No. 273
Dalapon [ANSI:BSI]
Propionic acid, 2,2-dichloro-
CCRIS 7752
Destral
UNII-VO6PY8ZMRW
VO6PY8ZMRW
Dalapon-acid
HSDB 4010
Basfapon N
EINECS 200-923-0
NSC 56352
EPA Pesticide Chemical Code 028901
.alpha.-Dichloropropionic acid
BRN 1750149
Kyselina 2,2-dichlorpropionova
Basinex (Salt/Mix)
Radapon (Salt/Mix)
Tafapon (Salt/Mix)
Basfapon (Salt/Mix)
DTXSID2021575
AI3-28206
Dowpon S (Salt/Mix)
DALAPON [HSDB]
DALAPON [MI]
NSC-56352
S 1315
.alpha.,.alpha.-Dichloropropionic acid
2,2,-dichloropropanoic acid
75-99-0 (free acid)
DTXCID201575
CHEBI:81859
NDUPDOJHUQKPAG-UHFFFAOYSA-
4-02-00-00753 (Beilstein Handbook Reference)
Dalapon 1000 microg/mL in Methyl-tert-butyl ether
Dalapon (ANSI:BSI)
2,2-Dichloropropanoic Acid (~90% purity)
2,2-DICHLOROPROPIONIC ACID [WHO-DD]
S-1315
Basfapon/basfapon N
alpha,alpha-Dichloropropionic acid
CAS-75-99-0
Kyselina 2,2-dichlorpropionova [Czech]
Basinex
Davpon
Uropon
Dowpon proprop
Basafapon B
Basfapon/N
MFCD00004178
2-dichloropropionic acid
WLN: QVXGG
2,2Dichloropropanoic acid
alpha-Dichloropropionic acid
Propanoic acid,2-dichloro-
Propionic acid,2-dichloro-
2,2-dichloro-propionic acid
SCHEMBL45164
CHEMBL445525
alpha,alphaDichloropropionic acid
AAA07599
NSC56352
Tox21_201510
Tox21_300364
2,2-Dichloropropionic acid (ACGIH)
AKOS006221247
Propanoic acid, 2,2-dichloro-(9CI)
CCG-231758
CS-W001096
ALPHA,ALPHA-DICHLOROPROPANOIC ACID
NCGC00248007-01
NCGC00248007-02
NCGC00248007-03
NCGC00254469-01
NCGC00259061-01
Dalapon, PESTANAL(R), analytical standard
DB-056010
D1334
D1712
NS00003579
C18600
D77631
EN300-102797
Q3012266
Z1205493591
Dalapon, certified reference material, 1000 mug/mL in methyl tert-butyl ether