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Merck
CN

32972

Lactofen

PESTANAL®, analytical standard

Synonym(s):

2-Ethoxy-1-methyl-2-oxoethyl 5-(2-chloro-4-trifluoromethylphenoxy)-2-nitrobenzoate, Ethyl O-[5-(2-chloro-α,α,α-trifluoro-p-tolyloxy)-2-nitrobenzoyl]-DL-lactate

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About This Item

Empirical Formula (Hill Notation):
C19H15ClF3NO7
CAS Number:
77501-63-4
Molecular Weight:
461.77
NACRES:
NA.24
PubChem Substance ID:
329754415
UNSPSC Code:
41116107
MDL number:
MFCD01632761

Key Documents

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InChI

1S/C19H15ClF3NO7/c1-3-29-17(25)10(2)30-18(26)13-9-12(5-6-15(13)24(27)28)31-16-7-4-11(8-14(16)20)19(21,22)23/h4-10H,3H2,1-2H3

SMILES string

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

InChI key

CONWAEURSVPLRM-UHFFFAOYSA-N

grade

analytical standard

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

agriculture
environmental

format

neat

Quality Level

100

Related Categories

General description

Lactofen is a broad-spectrum post-emergent herbicide. It acts by inhibiting protoporphyrinogen oxidase by causing lipid peroxidation of the cell membrane.

Application

Lactofen may be used as an analytical reference standard for the determination of the analyte in:
  • Environmental samples by high performance liquid chromatography (HPLC) coupled to tandem mass spectrometric detector (MS/MS), ultraviolet (UV) detector and circular dichroism (CD) detector.
  • Fruit and wheat flour matrices by on-line turbulent flow chromatography (TFC) combined with LC-MS/MS.
  • Agricultural products using gas chromatography coupled to flame photometric detector (GC-FPD).

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Legal Information

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

hcodes

H312,H411

Hazard Classifications

Acute Tox. 4 Dermal - Aquatic Chronic 2

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

农药列管产品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCM9146
BCCH7472
BCCF3659
BCCC4287
BCBT9811

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Fang Wang et al.
Chemosphere, 213, 443-452 (2018-09-25)
Pesticide residue in agricultural land might led to contamination of fresh waters, creating potential risks to organisms. The environmental behavior of herbicide lactofen may be enantioselective and the metabolites may have high toxic effects in individual or in combination. In
William L Patzoldt et al.
Proceedings of the National Academy of Sciences of the United States of America, 103(33), 12329-12334 (2006-08-09)
Herbicides that act by inhibiting protoporphyrinogen oxidase (PPO) are widely used to control weeds in a variety of crops. The first weed to evolve resistance to PPO-inhibiting herbicides was Amaranthus tuberculatus, a problematic weed in the midwestern United States that
E G Butler et al.
Toxicology and applied pharmacology, 93(1), 72-80 (1988-03-30)
A technical grade of lactofen (1'[carboethoxy]ethyl 5-[2-chloro-4-[trifluoro-methyl] phenoxy]-2-nitrobenzoate) has been shown to induce liver tumors in mice. To determine a possible mechanism of action, the effect of exposure for 7 weeks to dietary concentrations of 2, 10, 50, and 250
Madge Y Graham
Plant physiology, 139(4), 1784-1794 (2005-11-22)
Lactofen belongs to the diphenylether class of herbicides, which targets protoporphyrinogen oxidase, which in turn causes singlet oxygen generation. In tolerant plants like soybean (Glycine max), the chemical nonetheless causes necrotic patches called "bronzing" in contact areas. Here it is
Jing Zhang et al.
Journal of hazardous materials, 341, 336-345 (2017-08-13)
A bacterial strain Za capable of degrading diphenyl ether herbicide lactofen was isolated and identified as Bacillus sp. This strain could degrade 94.8% of 50mgL
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