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2-(4-allyloxy-3-chlorophenyl)acetic acid

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Identification
Molecular formula
C11H11ClO3
CAS number
90536-66-6
IUPAC name
2-(4-allyloxy-3-chloro-phenyl)acetic acid
State
State

At room temperature, 2-(4-allyloxy-3-chlorophenyl)acetic acid is in a solid state. It typically forms crystalline particles or powders.

Melting point (Celsius)
109.00
Melting point (Kelvin)
382.15
Boiling point (Celsius)
407.50
Boiling point (Kelvin)
680.65
General information
Molecular weight
240.66g/mol
Molar mass
240.6820g/mol
Density
1.2965g/cm3
Appearence

2-(4-Allyloxy-3-chlorophenyl)acetic acid appears as an off-white crystalline powder. Its crystalline nature reflects light, giving it a slightly shiny appearance under bright light conditions. The compound is generally uniform in particle size, typical of synthetic organic acids.

Comment on solubility

Solubility of 2-(4-allyloxy-3-chloro-phenyl)acetic acid

The solubility of 2-(4-allyloxy-3-chloro-phenyl)acetic acid can be influenced by several factors, including its structure, temperature, and the nature of the solvent used. Here are some key points to consider:

  • Polar vs. Non-Polar Solvents: This compound is expected to have enhanced solubility in polar solvents due to the presence of the carboxylic acid group, which can engage in hydrogen bonding.
  • Temperature Influence: As with many organic compounds, solubility typically increases with temperature. Thus, heating the solvent might improve the dissolution of 2-(4-allyloxy-3-chloro-phenyl)acetic acid.
  • pH Sensitivity: Changes in pH can also affect solubility. In more alkaline conditions, the carboxylic acid group may deprotonate, enhancing solubility due to the formation of a more soluble anionic species.
  • Structural Impact: The substitution patterns and functional groups present in the compound, such as the allyloxy and chloro groups, can influence both the steric and electronic effects, thereby modifying its solubility profile.

In conclusion, while the exact solubility of 2-(4-allyloxy-3-chloro-phenyl)acetic acid can vary based on experimental conditions, its polar nature tends to favor solubility in various solvents, particularly when complemented by temperature adjustments and suitable pH levels.

Interesting facts

Interesting Facts about 2-(4-allyloxy-3-chloro-phenyl)acetic acid

2-(4-allyloxy-3-chloro-phenyl)acetic acid is a fascinating compound that has garnered attention in the field of chemistry due to its unique structure and potential applications. Here are some noteworthy points about this intriguing chemical:

  • Pharmacological Potential: This compound is a derivative of phenylacetic acid and exhibits promising pharmacological activities. Researchers have been investigating its potential as an anti-inflammatory and analgesic agent, which could provide alternatives to traditional pain relief medications.
  • Synthetic Pathways: The synthesis of 2-(4-allyloxy-3-chloro-phenyl)acetic acid involves innovative organic chemistry techniques. The incorporation of an allyloxy group enhances its reactivity, allowing for further modifications that can lead to new derivatives with improved properties.
  • Biological Activity: The presence of the chloro group on the phenyl ring can modify the compound’s reactivity and its interaction with biological targets. Such modifications are critical in drug design, providing insights into how small changes can lead to significant differences in biological effects.
  • Structure-Activity Relationship (SAR): Understanding the structure-activity relationship of this compound can open doors to developing new medications that target specific conditions. SAR studies can reveal how variations in the phenyl or acetic acid components affect efficacy and safety.
  • Applications Beyond Medicine: Beyond pharmaceuticals, this compound may find applications in agricultural chemistry. Compounds with similar structures are often explored for use as pesticides or herbicides, highlighting the versatility of chemical compounds in addressing various challenges.

In summary, 2-(4-allyloxy-3-chloro-phenyl)acetic acid stands at the intersection of innovative synthesis, pharmacology, and potential industrial applications. Its unique properties are subjects of ongoing research, making it a compound to watch in future studies.

Synonyms
alclofenac
22131-79-9
Alclophenac
Medifenac
Prinalgin
Mervan
Allopydin
Reufenac
Neosten
Neoston
Zumaril
Alclofenaco
Alclofenacum
[4-(Allyloxy)-3-chlorophenyl]acetic acid
Epinal
3-Chloro-4-(2-propenyloxy)benzeneacetic acid
(4-Allyloxy-3-chlorphenyl)essigsaeure
W 7320
Benzeneacetic acid, 3-chloro-4-(2-propenyloxy)-
(4-(Allyloxy)-3-chlorophenyl)acetic acid
CHEBI:31183
4-allyloxy-3-chlorophenylacetic acid
M9CP5H21N8
DTXSID4020038
DTXCID9038
[3-chloro-4-(prop-2-en-1-yloxy)phenyl]acetic acid
MY-101
W-7320
(3-chloro-4-(prop-2-en-1-yloxy)phenyl)acetic acid
RefChem:553286
M01AB06
244-795-4
2-(4-(Allyloxy)-3-chlorophenyl)acetic acid
MY 101
2-(3-chloro-4-prop-2-enoxyphenyl)acetic acid
Kyselina 4-allyloxy-3-chlorfenyloctova
NCGC00159507-02
Desinflam
Marvan Forte
Alclofenacum [INN-Latin]
Alclofenaco [INN-Spanish]
EINECS 244-795-4
3-chlor-4-allyloxy-phenylacetic acid
BRN 2116510
UNII-M9CP5H21N8
Kyselina 4-allyloxy-3-chlorfenyloctova [Czech]
Alclofenac [USAN:INN:BAN:JAN]
3-Chloro-4-(2-propen-1-yloxy)benzeneacetic Acid
Mervan (TN)
[3-Chloro-4-(allyloxy)phenyl]acetic acid
ALCLOFENAC [MI]
ALCLOFENAC [INN]
ALCLOFENAC [JAN]
2-(4-allyloxy-3-chloro-phenyl)acetic acid
ALCLOFENAC [USAN]
Epitope ID:180854
Acetic acid, [4-(allyloxy)-3-chlorophenyl]-
ALCLOFENAC [MART.]
ACETIC ACID, 4-ALLYLOXY-3-CHLOROPHENYL-
ALCLOFENAC [WHO-DD]
SCHEMBL25703
Alclofenac (JAN/USP/INN)
CHEMBL94081
orb1304771
SCHEMBL29350515
BENZENEACETIC ACID, 3-CHLORO-4-(2-PROPEN-1-YLOXY)-
LBC44870
Tox21_111726
MFCD00071612
4-allyloxy-3-chloro-phenylacetic acid
AKOS016014445
CS-W010422
DB13167
HY-W009706
NCGC00159507-03
ST085874
TS-08665
CAS-22131-79-9
NS00008905
D01252
G70162
SBI-0653933.0001
2-(3-chloro-4-prop-2-enyloxyphenyl)acetic acid
EN300-9544389
Q965999
SR-01000945014
SR-01000945014-1
BRD-K47492008-001-02-7
2-[3-chloro-4-(prop-2-en-1-yloxy)phenyl]acetic acid
34C