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Merck
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PS1016

Acifluorfen

analytical standard

Synonym(s):

5-(2-Chloro-α,α,α-trifluoro-p-tolyloxy)-2-nitrobenzoic acid, 5-[2-Chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoic acid

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About This Item

Empirical Formula (Hill Notation):
C14H7ClF3NO5
CAS Number:
Molecular Weight:
361.66
EC Number:
256-634-5
UNSPSC Code:
41116107
PubChem Substance ID:
Beilstein/REAXYS Number:
2953865
MDL number:
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InChI key

NUFNQYOELLVIPL-UHFFFAOYSA-N

InChI

1S/C14H7ClF3NO5/c15-10-5-7(14(16,17)18)1-4-12(10)24-8-2-3-11(19(22)23)9(6-8)13(20)21/h1-6H,(H,20,21)

SMILES string

OC(=O)c1cc(Oc2ccc(cc2Cl)C(F)(F)F)ccc1[N+]([O-])=O

grade

analytical standard

packaging

ampule of 250 mg

manufacturer/tradename

Chem Service, Inc. PS-1016

application(s)

agriculture
environmental

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General description

Acifluorfen is a photobleaching herbicide, used as selective preemergence and postemergence weed control in soybean, peanuts and legumes. It causes the photooxidative destruction of pigments and lipids in sensitive plant species.

Application

Acifluorfen may be used as a reference standard for the determination of aclonifen herbicide in water samples using high-performance liquid chromatography coupled with diode array tandem mass spectrometric detection.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

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Acifluorfen effects on intermediates of chlorophyll synthesis in green cucumber cotyledon tissues.
Becerril J, et al.
Pesticide Biochemistry and Physiology, 35(2), 119-126 (1989)
Effects of acifluorfen on endogenous antioxidants and protective enzymes in cucumber (Cucumis sativus L.) cotyledons.
Kenyon W H, et al.
Plant Physiology, 79(3), 862-866 (1985)
Determination of diphenyl-ether herbicides and metabolites in natural waters using high-performance liquid chromatography with diode array tandem mass spectrometric detection.
Lagana A, et al.
Analytica Chimica Acta, 414(1-2), 79-94 (2000)
Olga Soldatova et al.
Molecular genetics and genomics : MGG, 273(4), 311-318 (2005-04-09)
Several Arabidopsis mutants of the ecotype Dijon were isolated that show resistance to the herbicide acifluorfen, which inactivates protoporphyrinogen oxidase (PPOX), an enzyme of tetrapyrrole biosynthesis. This enzyme provides protoporphyrin for both Mg chelatase and ferrochelatase at the branchpoint, which
Akifumi Sugiyama et al.
Plant & cell physiology, 46(8), 1428-1432 (2005-06-07)
Homoglutathione (hGSH), which is present in some leguminous plants, is preferred over GSH in in vitro conjugation of acifluorfen and fomesafen by glutathione S-transferase. To investigate the function of hGSH in in vivo detoxification of xenobiotics, we evaluated herbicide tolerance

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