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2-Phenoxyacetic acid

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Identification
Molecular formula
C8H8O3
CAS number
59-50-7
IUPAC name
2-phenoxyacetic acid
State
State

At room temperature, 2-phenoxyacetic acid is typically found as a solid substance.

Melting point (Celsius)
97.00
Melting point (Kelvin)
370.15
Boiling point (Celsius)
285.00
Boiling point (Kelvin)
558.15
General information
Molecular weight
152.15g/mol
Molar mass
152.1470g/mol
Density
1.1990g/cm3
Appearence

2-Phenoxyacetic acid typically appears as a white to off-white crystalline solid. It may also be found in powder form and can have a slight phenolic odor.

Comment on solubility

Solubility of 2-phenoxyacetic acid

2-phenoxyacetic acid, with the chemical formula C9H10O3, exhibits interesting solubility characteristics that are worth noting.

  • Water Solubility: This compound has limited solubility in water, typically around 1 g/100 mL at room temperature. Its sulfonylic properties and the presence of the phenoxy group contribute to this behavior.
  • Solvent Compatibility: 2-phenoxyacetic acid is more soluble in organic solvents such as:
    • Alcohols (e.g., ethanol, methanol)
    • Acetone
    • Chloroform
  • pH Influence: The solubility can be influenced by pH levels. In more alkaline conditions, it tends to ionize, which increases its solubility in aqueous solutions.

In conclusion, while 2-phenoxyacetic acid is relatively sparingly soluble in water, its methylene and hydroxyl functionalities allow for enhanced solubility in various organic solutions, making it a valuable compound in numerous applications.

Interesting facts

Interesting Facts about 2-Phenoxyacetic Acid

2-Phenoxyacetic acid is a fascinating organic compound belonging to the class of phenoxy acids. It is not just a simple molecule; this compound has several applications and plays a significant role in various fields including agriculture and pharmaceuticals. Here are some intriguing aspects of this compound:

  • Herbicide Use: One of the notable uses of 2-phenoxyacetic acid is as a selective herbicide. It is effective in controlling broadleaf weeds, making it a useful tool in crop management. Farmers appreciate its ability to target unwanted flora without harming grasses.
  • Plant Growth Regulator: Beyond its herbicidal properties, 2-phenoxyacetic acid also functions as a plant growth regulator. It has been shown to influence plant development, particularly in encouraging root growth and elongation.
  • Pharmaceutical Relevance: In medicinal chemistry, it is often studied for its potential therapeutic effects. Researchers have explored its structure-activity relationships, leading to the discovery of derivatives with enhanced biological activities.
  • Research & Synthesis: Scientists have developed various synthetic pathways to produce 2-phenoxyacetic acid. This highlights the compound’s versatility and the ongoing interest in optimizing its production for industrial uses.
  • Toxicity Profile: While it serves beneficial uses, understanding the toxicity and environmental impact of 2-phenoxyacetic acid is critical. Safety assessments ensure that its applications do not lead to adverse effects on non-target species.

In the realm of organic chemistry, 2-phenoxyacetic acid serves as an excellent example of how a single compound can bridge various scientific domains. Whether through its herbicidal function or potential in plant biology and medicine, its versatility deserves continued exploration. As one researcher aptly put it, “The smallest molecules can have the largest impact.”

Synonyms
PHENOXYACETIC ACID
122-59-8
2-phenoxyacetic acid
Phenoxyethanoic acid
Acetic acid, phenoxy-
Glycolic acid phenyl ether
Phenoxy acetic acid
o-Phenylglycolic acid
Acetic acid, 2-phenoxy-
Glycol acid phenyl ether
Phenyl ether glycolic acid
Glycollic acid phenyl ether
Acide phenoxyacetique
Glycolic acid, phenyl ether
Phenoxyessigsaeure
Phenylglycolic acid, O-
Phenoxy-Acetic Acid
2-phenoxy-acetic acid
Acide phenoxyacetique [French]
FEMA No. 2872
POA
phenoxacetic acid
NSC 9810
MFCD00004296
CHEBI:8075
2-phenoxyethanoic acid
DTXSID9025873
YRC253429Q
NSC-9810
NCGC00091151-01
DTXCID405873
CAS-122-59-8
CCRIS 7275
EINECS 204-556-7
BRN 0907949
UNII-YRC253429Q
AI3-06295
Phenxoyacetic acid
Phenoxymethylpenicillin Potassium Imp. B (EP); Phenoxymethylpenicillin Imp. B (EP); Phenoxyacetic Acid; Phenoxymethylpenicillin Potassium Impurity B; Phenoxymethylpenicillin Impurity B
Phenoxyacetic acid, 98%
bmse000742
Epitope ID:122699
SCHEMBL8127
4-06-00-00634 (Beilstein Handbook Reference)
MLS002454438
Phenoxyacetic acid (Standard)
CHEMBL173521
PHENOXYACETIC ACID [MI]
FEMA 2872
HY-Y0267R
LCPDWSOZIOUXRV-UHFFFAOYSA-
NSC9810
PHENOXYACETIC ACID [FHFI]
HMS1783L04
HMS3039A16
HY-Y0267
Tox21_111092
Tox21_201854
Tox21_303164
BBL015276
STK300005
AKOS000103786
Tox21_111092_1
BS-3837
NCGC00091151-02
NCGC00091151-04
NCGC00257086-01
NCGC00259403-01
SMR001372021
CS-0013736
NS00000984
P0107
EN300-18122
C02181
D70383
SBI-0653915.0001
AC-907/25014208
AE-641/00012030
Q904253
SR-01000854537
SR-01000854537-2
Phenoxyacetic acid, PESTANAL(R), analytical standard
Z57182011
F0777-0784
PHENOXYMETHYLPENICILLIN IMPURITY B [EP IMPURITY]
PHENOXYMETHYLPENICILLIN POTASSIUM IMPURITY B [EP IMPURITY]
InChI=1/C8H8O3/c9-8(10)6-11-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)
PHENOXYMETHYLPENICILLIN (BENZATHINE) TETRAHYDRATE IMPURITY B [EP IMPURITY]
06Y