Clofibric acid

Clofibric acid is a herbicide with the IUPAC name 2-(4-chlorophenoxy)-2-methylpropanoic acid and molecular formula C₁₀H₁₁ClO₃. It functions as a plant growth regulator against the plant hormone auxin. Clofibric acid is also a naturally-occurring pharmaceutical compound,[1] having been found in Swiss lakes and the North Sea.[2]

Clofibric acid

Names
Preferred IUPAC name 2-(4-Chlorophenoxy)-2-methylpropanoic acid
Other names Clofibrin Chlorofibrinic acid Chlorophenoxyisobutyric acid
Identifiers
CAS Number	882-09-7
3D model (JSmol)	Interactive image
ChEBI	CHEBI:34648
ChEMBL	ChEMBL683
ChemSpider	2695
ECHA InfoCard	100.011.751
KEGG	D07723
PubChem CID	2797
UNII	53PF01Q249
CompTox Dashboard (EPA)	DTXSID1040661
InChI InChI=1S/C10H11ClO3/c1-10(2,9(12)13)14-8-5-3-7(11)4-6-8/h3-6H,1-2H3,(H,12,13) Key: TXCGAZHTZHNUAI-UHFFFAOYSA-N InChI=1/C10H11ClO3/c1-10(2,9(12)13)14-8-5-3-7(11)4-6-8/h3-6H,1-2H3,(H,12,13) Key: TXCGAZHTZHNUAI-UHFFFAOYAP
SMILES Clc1ccc(OC(C(=O)O)(C)C)cc1
Properties
Chemical formula	C10H11ClO3
Molar mass	214.645 g/mol
Appearance	White to yellow solid
Melting point	118 to 123 °C (244 to 253 °F; 391 to 396 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Clofibric acid is a metabolite of the cholesterol-lowering pharmaceutical drug clofibrate, as well as that of the lipid regulators clofibrate, etofibrate, and theofibrate.[1]

Clofibric acid derivatives include etofibrate, pirifibrate, and picafibrate.

See also

• Mecoprop

References

1. Packer, Jennifer L; Werner, Jeffrey J; Latch, Douglas E; McNeill, Kristopher; Arnold, William A (2003). "Photochemical fate of pharmaceuticals in the environment: Naproxen, diclofenac, clofibric acid, and ibuprofen". Aquatic Sciences - Research Across Boundaries. 65 (4): 342–351. doi:10.1007/s00027-003-0671-8.
2. Buser, Hans-Rudolf; Müller, Markus D; Theobald, Norbert (1998). "Occurrence of the Pharmaceutical Drug Clofibric Acid and the Herbicide Mecoprop in Various Swiss Lakes and in the North Sea". Environmental Science & Technology. 32: 188–192. doi:10.1021/es9705811.