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122008-85-9

122008-85-9 Structure

122008-85-9 Structure
IdentificationMore
[Name]

Cyhalofop-butyl
[CAS]

122008-85-9
[Synonyms]

CYHALOFOP-BUTYL
(R)-butyl 2-(4-(4-cyano-2-fluorophenoxy)phenoxy)propanoate
cyhalofop butyl ester
XDE 537
Propanoic acid, 2-4-(4-cyano-2-fluorophenoxy)phenoxy-, butyl ester, (2R)-
cyhalofop-butyl (pa iso, ansi)
(2R)-2-(4-(4-Cyano-2-fluorophenoxy)phenoxy)propanoic acid butyl ester
Butyl-(R)-2-[4-(4-cyano-2-fluorophenoxy) phenoxy]propionate
BUTYL(R)-2-[4-CYANO-2-FLUOROPHENOXY)PHENOXY]PROPIONATE
[Molecular Formula]

C20H20FNO4
[MDL Number]

MFCD01631151
[Molecular Weight]

357.38
[MOL File]

122008-85-9.mol
Chemical PropertiesBack Directory
[Melting point ]

47.0 to 51.0 °C
[Boiling point ]

449.1±45.0 °C(Predicted)
[density ]

1.21±0.1 g/cm3(Predicted)
[Fp ]

122℃
[storage temp. ]

0-6°C
[solubility ]

soluble in Methanol
[form ]

neat
[color ]

White to Almost white
[Henry's Law Constant]

1.0×103 mol/(m3Pa) at 25℃, MacBean (2012)
[Major Application]

agriculture
environmental
[InChI]

InChI=1S/C20H20FNO4/c1-3-4-11-24-20(23)14(2)25-16-6-8-17(9-7-16)26-19-10-5-15(13-22)12-18(19)21/h5-10,12,14H,3-4,11H2,1-2H3/t14-/m1/s1
[InChIKey]

TYIYMOAHACZAMQ-CQSZACIVSA-N
[SMILES]

C(OCCCC)(=O)[C@H](OC1=CC=C(OC2=CC=C(C#N)C=C2F)C=C1)C
[LogP]

4.400 (est)
[CAS DataBase Reference]

122008-85-9(CAS DataBase Reference)
[EPA Substance Registry System]

122008-85-9(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn,N
[Risk Statements ]

22-50
[Safety Statements ]

61
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
[HazardClass ]

9
[PackingGroup ]

III
[HS Code ]

29269090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

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

122008-85-9(Hazardous Substances Data)
Hazard InformationBack Directory
[Description]

Cyhalofop-butyl is a post-emergence, aryloxyphenoxypropionate herbicide, which is used in controlling weeds in rice plantations. Its mode of action involves the inhibition of acetyl-coenzyme A carboxylase (ACCase) biosynthesis.
Cyhalofop-butyl has a low aqueous solubility and is non-volatile. It is non expected to be eprsistent in soil systems but may be persistent in some water systems depending on local conditions. Cyhalofop-butyl is moderately toxic to fish and aquatic plants but has a low toxicity ti aquatic invertebrates, birds and honeybees. It has a low mammalian oral toxicity.Cyhalofop-butyl.jpg
[Uses]

Cyhalofop-butyl may be used as a reference standard in the determination of cyhalofop-butyl in rice samples using liquid chromatography coupled with diode array detector (LC-DAD).
[Definition]

ChEBI: Cyhalofop-butyl is an aromatic ether.
[Production Methods]

Cyhalofop-butyl is commercially produced through a multi-step synthesis process. The key steps involve etherification of 3,4-difluorobenzonitrile with hydroquinone under alkaline conditions to form 4-(4-cyano-2-fluorophenoxy)phenol. This intermediate is then subjected to condensation with propanoic acid derivatives, followed by esterification with butyl bromide to yield cyhalofop-butyl. The process requires precise control of reaction conditions to maximise yield and minimize side reactions, with solvents like dimethyl sulfoxide and strong bases enhancing efficiency.
[Trade name]

Clincher (Technical)
Clincher (CA)
Clincher (SF)
U.S. Producer: Dow AgroSciences LLC
[Mode of action]

Cyhalofop-butyl is an inhibitor of acetyl coenzyme -A carboxylase, a pivotal enzyme in plant fatty acid biosynthesis.
[Pesticide Type]

Herbicide
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

122008-85-9(sigmaaldrich)
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