Clodinafop-propargyl

Description

Clodinafop-propargyl is a foliar-absorbed aryloxyphenoxypropionate herbicide which has the capacity to inhibit the lipid biosynthesizing enzyme, acetyl coenzyme-A-carboxylase.
Clodinafop-propargyl is a member of the Oxyphenoxy acid ester chemical class, which includes the active ingredients fluazifop-butyl, fenoxaprop-ethyl, diclofop methyl, quizalofop-ethyl and haloxyfop-methyl.

Chemical Properties

Pure Clodinafop-propargyl is colorless crystal, vapor pressure (25℃)3.19×10-3mPa, Solubility (25℃): water 4.0mg/L, ethyl alcohol 97 mg/L, acetone 880 mg/L, methyl benzene 690mg/L, n-hexane 0.0086 mg/L. Distribution coefficient (octane/water): KOWlogP=3.9(25℃). Clodinafop-propargyl can inhibit the synthesis of ester-like biology. It can be used to control amur foxtail, oat grass, avena sterilis, green bristlegrass and other weeds.

Uses

Clodinafop-propargyl is a member of the aryloxyphenoxy propionate chemical family. It acts as a systemic herbicide that acts on post-emergent weeds such as selected grasses. It does not act on broad leaved weeds. It is applied to the foliar parts of the weeds and is absorbed through the leaves. This foliar acting grass weed killer is translocated to the meristematic growing points of the plant where it interferes with the production of fatty acids required for plant growth.Grass weeds controlled include wild oats, rough meadow-grass, green foxtail, barnyard grass, Persian darnel, volunteer canary seed. It also provides moderate control of Italian rye-grass. It is suitable for use on the following crops – all varieties of wheat, autumn-sown spring wheat, rye, triticale and durum wheat.

Uses

Herbicides for weed control in wheat.

Production Methods

The commercial production of clodinafop-propargyl involves a multi-step synthesis that centres on forming the active herbicidal ester from its precursor compounds. The process typically begins with the preparation of the chiral acid intermediate, (R)-2-[4-(5-chloro-3-fluoropyridin-2-yloxy)phenoxy]propanoic acid, which is then esterified with propargyl alcohol to yield clodinafop-propargyl. This reaction is carried out under controlled conditions using suitable catalysts and solvents to ensure high yield and enantiomeric purity, as only the R-enantiomer is biologically active.

Definition

ChEBI: A carboxylic ester resulting from the formal condensation of the carboxy group of clodinafop with the hydroxy group of prop-2-yn-1-ol. It is widely used as a herbicide for the control of annual grass weeds in cereal crops.

Mode of action

Clodinafop-propargyl is to inhibit the activity of acetyl-CoA carboxylase in plants. It is a systemic conductive herbicide, absorbed by the leaves and sheaths of plants, transmitted by phloem, and accumulated in meristems of plants. In this case, acetyl-CoA carboxylase is inhibited, and fatty acid synthesis is stopped. So cell growth and division cannot proceed normally, and lipid-containing structures such as membrane systems are destroyed, leading to plant death.

Toxicity evaluation

a) Mammalian toxicity : WHO Classification : Class III slightly hazardous”
b) Environmental toxicity : It is non-toxic to fish, birds and bees.
Shelf life :Two years under normal storage conditions (Tech grade and Formulation)

Pesticide Type

Herbicide