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105512-06-9

105512-06-9 Structure

105512-06-9 Structure
IdentificationMore
[Name]

Clodinafop-propargyl
[CAS]

105512-06-9
[Synonyms]

cga-184927
CLODINAFOP-PROPARGYL
CLODINAFOP-PROPARGYL ESTER
propynyl (r)-2-[4-[(5-chloro-3-fluoro-2-pyridinyl)oxy] phenoxy]propanoate
Topik
CLODINAFOP-PROPARGYL PESTANAL
Propanoic acid, 2-4-(5-chloro-3-fluoro-2-pyridinyl)oxyphenoxy-, 2-propynyl ester, (2R)-
clodinafop-propargyl ester (bsi, pa e-iso)
Clodinafopacid
(R)-2-[4-[(5-Chloro-3-fluoro-2-pyridinyl)oxy]phenoxy]propionic acid 2-propynyl ester
Prop-2-ynyl (2R)-2-[4-(5-chloro-3-fluoropyridin-2-yl)oxyphenoxy]propanoate
[Molecular Formula]

C17H13ClFNO4
[MDL Number]

MFCD01632328
[Molecular Weight]

349.74
[MOL File]

105512-06-9.mol
Chemical PropertiesBack Directory
[Melting point ]

48-57°C
[alpha ]

D20 +45.4° (c = 2 in acetone)
[Boiling point ]

432.7±45.0 °C(Predicted)
[density ]

1.37 g/cm3(Temp: 22 °C)
[storage temp. ]

0-6°C
[solubility ]

DMSO: 100 mg/mL (285.93 mM)
[form ]

neat
[pka]

-1.54±0.32(Predicted)
[color ]

Off-white to yellow
[BRN ]

8857008
[Henry's Law Constant]

3.6×103 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
[Major Application]

agriculture
environmental
[InChI]

InChI=1S/C17H13ClFNO4/c1-3-8-22-17(21)11(2)23-13-4-6-14(7-5-13)24-16-15(19)9-12(18)10-20-16/h1,4-7,9-11H,8H2,2H3/t11-/m1/s1
[InChIKey]

JBDHZKLJNAIJNC-LLVKDONJSA-N
[SMILES]

C(OCC#C)(=O)[C@H](OC1=CC=C(OC2=NC=C(Cl)C=C2F)C=C1)C
[CAS DataBase Reference]

105512-06-9(CAS DataBase Reference)
[EPA Substance Registry System]

105512-06-9(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Health Hazard (GHS08)Environment (GHS09)
GHS07,GHS08,GHS09
[Signal word ]

Warning
[Hazard statements ]

H302+H332-H373-H410
[Precautionary statements ]

P260-P264-P273-P301+P312-P304+P340+P312-P314
[Hazard Codes ]

Xn;N,N,Xn
[Risk Statements ]

R20/22:Harmful by inhalation and if swallowed .
R43:May cause sensitization by skin contact.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
[Safety Statements ]

S36/37:Wear suitable protective clothing and gloves .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
[RIDADR ]

UN 2811
[WGK Germany ]

3
[HS Code ]

29333990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Skin Sens. 1
STOT RE 2
[Hazardous Substances Data]

105512-06-9(Hazardous Substances Data)
[Toxicity]

LD50 in rats (mg/kg): 1829 orally; >2000 dermally; LC50 in rats (4 hr): >2325 mg/m3 by inhalation (Amrein)
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Clodinafop-propargyl(105512-06-9).msds
Hazard InformationBack Directory
[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]

Herbicide.
[Uses]

Herbicides for weed control in wheat.
[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.
[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.
[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
Spectrum DetailBack Directory
[Spectrum Detail]

Clodinafop-propargyl(105512-06-9)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

105512-06-9(sigmaaldrich)
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