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Clethodim

CAS No.
99129-21-2
Chemical Name:
Clethodim
Synonyms
SELECT(R);2-[1-[[[(2E)-3-Chloro-2-propen-1-yl]oxy]iMino]propyl]-5-[2-(ethylthio)propyl]-3-hydroxy-2-cyclohexen-1-one;Ogive;re45601;ethodim;PRISM(R);RH 45601;CLETHODIM;Centurion;Volunteer
CBNumber:
CB4404330
Molecular Formula:
C17H26ClNO3S
Molecular Weight:
359.91
MDL Number:
MFCD01632327
MOL File:
99129-21-2.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-31 15:25:14

Clethodim Properties

Melting point <25 °C
Boiling point 472.6±55.0 °C(Predicted)
Density 1.18±0.1 g/cm3(Predicted)
storage temp. 0-6°C
solubility Chloroform (Sparingly, Sonicated), Ethyl Acetate (Slightly), Methanol (Sparingly
pka 4.28±0.25(Predicted)
form Liquid
color Light Yellow to Dark Yellow
Henry's Law Constant 8.2×105 mol/(m3Pa) at 25℃, HSDB (2015)
Stability Hygroscopic
Major Application agriculture
environmental
InChI InChI=1S/C17H26ClNO3S/c1-4-14(19-22-8-6-7-18)17-15(20)10-13(11-16(17)21)9-12(3)23-5-2/h6-7,12-13,20H,4-5,8-11H2,1-3H3/b7-6+,19-14
InChIKey SILSDTWXNBZOGF-JWGBMQLESA-N
SMILES C1(=O)CC(CC(SCC)C)CC(O)=C1C(=NOC/C=C/Cl)CC
CAS DataBase Reference 99129-21-2(CAS DataBase Reference)
FDA UNII 05SB62IB6F
Pesticides Freedom of Information Act (FOIA) Clethodim
EPA Substance Registry System Clethodim (99129-21-2)
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H317
Precautionary statements  P261-P264-P270-P280-P301+P312-P302+P352
PPE Eyeshields, Gloves
Safety Statements  22-24/25
RIDADR  UN3082 (environmentally haz- ardous substances, liquid, n. o. s.)
WGK Germany  3
HS Code  29309090
Storage Class 10 - Combustible liquids
Hazard Classifications Acute Tox. 4 Oral
Aquatic Chronic 3
Skin Sens. 1
Hazardous Substances Data 99129-21-2(Hazardous Substances Data)
Toxicity LD50 in male, female rats (mg/kg): 1630, 1360 orally; LC50 in trout: 56 mg/l; 8 day feeding in quail: > 6000 ppm (Kincade)

Clethodim price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 34190 Clethodim PESTANAL 99129-21-2 50mg $224 2026-04-30 Buy
TRC TRC-C573250-50MG Clethodim >95%(HPLC) 99129-21-2 50mg $109 2026-06-03 Buy
TRC TRC-C573250-250MG Clethodim >95%(HPLC) 99129-21-2 250mg $348 2026-06-03 Buy
TRC TRC-C573250-100MG Clethodim >95%(HPLC) 99129-21-2 100mg $157 2026-06-03 Buy
Usbiological 006923 Clethodim 99129-21-2 50mg $502 2026-06-03 Buy
Product number Packaging Price Buy
34190 50mg $224 Buy
TRC-C573250-50MG 50mg $109 Buy
TRC-C573250-250MG 250mg $348 Buy
TRC-C573250-100MG 100mg $157 Buy
006923 50mg $502 Buy

Clethodim Chemical Properties, Uses, Production

Physical and chemical properties

The original medicine is amber transparent liquid with relative density 1.14 (20 ℃) and vapor pressure <1 × 10-2mPa (20 ℃). It is soluble in most organic solvents, stable under ultraviolet light, but unstable at extreme pH.

Toxicity

The acute oral toxicity of original medicine LD50 in rats was 1360 mg / kg (female) , 1630 mg / kg (male). The acute dermal toxicity LD(50) in rabbits was more than 5g/kg. The acute inhalation LC50 in rats (4 hours) is more than 4.6mg/L . No effect dose during Feeding test: rat 16mg / kg • d, mice 30mg / kg • d. ADI by humans is 0.01 mg / kg. The acute oral toxicity LD50 in quails is more than 2g / kg. The acute inhalation LC50 (8 days) in wild ducks and quails is more than 6g / kg. The LC50 in daphnias is > 120mg / L. The LD50 in insects is 454 mg / kg. The LC50 in blue gill fish (96 hours)is > 120mg / L, The LC50 in rainbow trout is 5056mg / L. The LD50 in bees is > 100μg per bee.

Mode of action

It is a selective, systemic post-emergence herbicide which can be rapidly absorbed by plant leaves and conducted to roots and growing points to inhibit the biosynthesis of plant branched-chain fatty acids. The target weeds then grow slowly and lose competitiveness with seedling tissue early yellowing and followed by the remaining leaves wilting. Finally they will die.

Target plants

Suitable for broad-leaf plants. All tested plants of non-grass family were highly resistant to RE-45601 throughout the entire growth and development period, even applied with 2 kg ai / hm2 (8-20 times higher than herbicides) plus vegetable oil 2.341 / hm2, the situation still remains the same.
Soybeans and cotton can be sowed immediately after application of RE-45601. Other crops can be sowed 4 months after application of RE-45601 at a dose of 1.12 kg ai / hm2 or less.

Application

Applicable to annual and perennial grass weeds and many Field maize cereals withbroad-leaf. (1) annual species (84-140 g ai / hm2): Kusamiligus ostreatus, wild oats, wool millet, brachiopod, mangrove, black brome, ryegrass, gall grass, French foxtail, hemostatic horse, Golden Foxtail, Crabgrass, Setaria viridis, Echinochloa crus-galli, Dichromatic Sorghum, Barnyardgrass, Wheat, Lemna, Corn; Barley , (2) Arabian sorghum of perennial species (84-140 g ai / hm2); (3) Perennial species (140 ~ 280g ai / hm2) bermudagrass, creeping wild wheat.
It’s not or slightly active against broad-leaf weeds or Carex. The crops of grass family such as barley, corn, oats, rice, sorghum and wheat are all susceptible to RE-45601. Therefore the autogenesis plants in the filed where crops of non-grass family can be controlled with RE-45601.

How to use

RE-45601 gets the best control effect during the period when grass weeds grow vigorously. Drought, low temperature (below 15 ° C) and other unfavorable factors sometimes reduce the activity of RE-45601. For annual weeds of grass family, it should be applied during the 3 to 5 leaf stage. For perennial weeds of grass family, herbicide should be applied after weeds tillering; increase of the dose or number of applications is needed for non- appropriate period for spraying. If an even distribution of droplets can be applied, low spray volume (ie 50L / hm2)is more effective than the high spray volume (180 ~ 280L / hm2). The biological activity can be improved by adding vegetable oil 2.34L / hm2. The active ingredient in RE-45601 is absorbed by plants within 1 hour, so the rainfall after application will not reduce the effect.

Preparation Methods

5-alkylcyclohexanedione-3-carboxylate is produced by the condensation and cyclization of the corresponding ketene and diethyl malonatein the presence of sodium hydroxide, then compound(Ⅰ) is obtained by hydrolysis and decarboxylation, followed by its reaction with propionyl chloride to form 3-propionyloxy-5-alkylcyclohexenone which is soluble in methylene chloride . then has isomerization reaction in the presence of aluminum trichloride and finally reacts with H2NOCH2CH = CHCl to produce,clethodim. The response equation is as follows:
preparation of Clethodim

Description

Clethodim is a herbicide that is used to control annual and perennial grasses. It is highly soluble in water and has a low volatility. It tends not to be persistent in soil or aquatic systems. It is moderately toxic to birds, fish, aquatic plants, honeybees and earthworms but is less toxic to aquatic invertebrates and algae. Clethodim is moderately toxic to mammals and whilst it is a skin irritant no evidence of it causing more serious health effects have been found.

Chemical Properties

Clear Yellow Oil

Uses

Systemic graminicide. Post-emergent herbicide.

Production Methods

The commercial production of clethodim involves a multi-step synthetic process built around constructing its cyclohexenone core and attaching key functional groups. One efficient route begins with the synthesis of the intermediate (E)-O-(3-chloro-2-propenyl)hydroxylamine, which is prepared via a continuous flow process from hydroxylamine hydrochloride, streamlining reaction time and improving safety. This intermediate is then coupled with a substituted cyclohexenone derivative, typically through condensation and acylation reactions, to form the final clethodim molecule. Alternative methods involve reacting 3,4-dihydro-3-methyl-2H-1,4-benzoxazine with dichloroacetyl chloride under reflux, followed by distillation and recrystallisation to yield high-purity clethodim.

Definition

ChEBI: Clethodim is an oxime O-ether resulting from the formal conversion ot the acyclic keto group of 5-[2-(ethylsulfanyl)propyl]-3-hydroxy-2-propionylcyclohex-2-en-1-one to the corresponding oxime with subsequent O-alkylation of the oxime by an (E)-3-chloroallyl group. It is used as a selective postemergence herbicide for the control of annual and perennial grasses in numerous crops, including alfalfa, celery, clover, conifers, cotton, cranberries, garlic, onions, ornamentals, peanuts, soybeans, strawberries, sugarbeet, sunflowers, and vegetables; the (-)-enantiomer has been reported to be more active than the (+)-enantiomer. It has a role as a herbicide and an EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor. It is an organic sulfide, a cyclic ketone, an organochlorine compound, an oxime O-ether, a beta-diketone and an enol.

Agricultural Uses

Herbicide: Not approved for use in EU countries. A selective post-emergence herbicide used to control annual and perennial grasses to a range of crops including cotton, flax, peanuts, soybeans, sugarbeets, potatoes, alfalfa, sunflowers and most vegetables.

Trade name

CLETODIME®; PRISM®; RE 45601; SELECT®

Pesticide Type

Herbicide

3916-64-1
99129-21-2
Synthesis of Clethodim from 2,4-HEPTADIEN-6-ONE
Global Suppliers ( 259)
Supplier Tel Email Country ProdList Advantage
Xibiao (Shanghai) Technology Co., Ltd 18512111473 18512111473 2238774038@qq.com China 3149 58
Jiangsu Agrochem Laboratory -- sales@agrochemlab.com China 204 54
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Rudong Zhongyi Chemical Co., Ltd 13306234115 jszyzj@zhongyichem.com China 36 60
Nanjing Chemlin Chemical Co., Ltd 025-83697070 13770331960 info@chemlin.com.cn China 16305 64
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32273 50
S.Z. PhyStandard Bio-Tech. Co., Ltd. 0755-83725681-603 China 4484 50
Shanghai Topbiochem Technology Co., Ltd 021-58170097 info@topbiochem.com China 9509 58
Guangzhou Isun Pharmaceutical Co., Ltd 020-39119399 18927568969 isunpharm@qq.com China 4773 55
Nanjing Sunlida Biological Technology Co., Ltd. 025-57798810 18652991625 sales@sunlidabio.com China 3223 55

View Latest Price from Clethodim manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
clethodim pictures 2026-07-14 clethodim
99129-21-2
1kg 99 20tons Qingdao Trust Agri Chemical Co.,Ltd
Clethodim pictures 2025-02-13 Clethodim
99129-21-2
$7.00-10.00 1kg 99.99% 10 tons Shandong Deshang Chemical Co., Ltd.
Clethodim pictures 2021-11-15 Clethodim
99129-21-2
$3.00 1KG 99% 5ton/Month Qiuxian Baitai New Material Co., LTD
  • clethodim pictures
  • clethodim
    99129-21-2
  • $0.00
  • 99
  • Qingdao Trust Agri Chemical Co.,Ltd
  • Clethodim pictures
  • Clethodim
    99129-21-2
  • $7.00-10.00
  • 99.99%
  • Shandong Deshang Chemical Co., Ltd.
  • Clethodim pictures
  • Clethodim
    99129-21-2
  • $3.00
  • 99%
  • Qiuxian Baitai New Material Co., LTD
CLETHODIM CLETHODIME (E)-2-[1-[[(3-Chloro-2-propenyl)oxy]imino]propyl]-5-{2-(ethylthio)propyl}-3-hydroxy-2-cyclohexene-1-one E,E-(+/-)-2[1-[[(3-CHLORO-2-PROPENYL)OXY]IMINO][PROPYL]-5-[2-(ETHYLTHIO)-PROPYL]]-3-HYDROXY-2-CYCLOHEXEN-1-ONE PRISM(R) 2-(1-(((3-chloro-2-propenyl)oxy)imino)propyl)-5-(2-(ethylthio)propyl)-3-hydroxy-2-cyclohexen-1-on 2-cyclohexen-1-one,2-(1-(((3-chloro-2-propenyl)oxy)imino)propyl)-5-(2-(ethylth io)propyl)-3-hydroxy- re45601 (E,E)-(±)-2-(1-((3-chloro-2-propenyl)oxy)omino)propyl-5-(2-(ehtylthino)propyl)-3-hydroxy-2-cyclohexen-1-one Clethodim(Select) CLETHODIM, 100MG, NEAT Clethodim(E,E)-(+/-)-2-(1-(((3-Chloro-2-Propenyl)Oxy)Imino)Propyl)-5-(2-(Ethylthio)Propyl)-3-Hydroxy-2-Cyclohexen-1-One 2-Cyclohexen-1-one, 2-1-(3-chloro-2-propenyl)oxyiminopropyl-5-2-(ethylthio)propyl-3-hydroxy- 2-{(e)-1-[(e)-3-chloroallyloxyimino]propyl}-5-[2-(ethylthio)propyl]-3-hydroxy-2-cyclohexen-1-one clethodime (bsi,ansi,draft e-iso) cletodime (draft f-iso) (±)-2-[(E)-1-[(E)-3-Chloroallyloxyimino]propyl]-5-[2-(ethylthio)propyl]-3-hydroxycyclohex-2-enone CLETHODIMSTANDARD 2-[1-(3-chloroprop-2-enoxyamino)propylidene]-5-(2-ethylsulfanylpropyl)cyclohexane-1,3-dione Clethodim E.C. (±)-2-[(E)-3-chloroallyoxyimino] propyl-5-[2-(ethylthio) propyl]-3-hydroxycyclohex-2-enone Cleproxydin RH 45601 Seletctone 2-[1-[[(3-Chloro-2-propenyl)oxy]imino]propyl]-5-[2-(ethylthio)propyl]-3-hydroxy-2-cyclohexen-1-one Ccris 9262 Centurion Centurion 240 Epa pesticide chemical code 121011 Clethodim 100mg [99129-21-2] Clethodim Solution, 100ppm 2-[1-[[[(2E)-3-Chloro-2-propen-1-yl]oxy]iMino]propyl]-5-[2-(ethylthio)propyl]-3-hydroxy-2-cyclohexen-1-one E-ClethodiM Ogive Select MAX Volunteer (±)-2-((E)-3-chloroallyloxyimino)propyl-5-((2-ethylthio)propyl)-3-hydroxycyclohex-2-enone 2-[1-[[[(2E)-3-Chloro-2-propen-1-yl]oxy]imino]propyl]-5-[2-(ethylthio)propyl]-3-hydroxy-2-cyclohe Clethodim Solution, 1000ppm Clethodim@1000 μg/mL in Acetonitrile ClethodimSolution,100mg/L,1ml Clethodim (Mixture of Diastereomers) ethodim 2-Cyclohexen-1-one, 2-[1-[[[(2E)-3-chloro-2-propen-1-yl]oxy]imino]propyl]-5-[2-(ethylthio)propyl]-3-hydroxy- 2-((E)-1-((((E)-3-chloroallyl)oxy)imino)propyl)-5-(2-(ethylsulfinyl)propyl)-3,5-dihydroxycyclohex-2-en-1-one Clethodimr 99129-21-2 Clethodim Olefine ketone of grass Clethodim Lithium 93% enoxazone technical C11669000 Clethodim. Short expiry datEduEto Clethodim in Acetonitrile Clethodim (Mixture of Isomers) SELECT(R) 99129-21-2 CC17H26ClNO3S C17H26ClNO3S