ChemicalBook--->CAS DataBase List--->34681-23-7

34681-23-7

34681-23-7 Structure

34681-23-7 Structure
IdentificationBack Directory
[Name]

BUTOXYCARBOXIM
[CAS]

34681-23-7
[Synonyms]

co859
PLANT PIN
BUTOXYCARBOXIM
butoxicarboxim
BUTOXYCARBOXIN
BUTOXICARBOXIME
butoxycarboxime
Butoxycarboxim Solution
BUTOXYCARBOXIM PESTANAL
butoxycarboxim (bsi,iso,jmaf)
Butoxycarboxim@100 μg/mL in AcCN
3-mesylbutanoneo-methylcarbamoyloxime
3-methylsulphonylbutanoneo-methylcarbamoyloxime
3-METHYLSULFONYLBUTANONE O-METHYL CARBAMOYLOXIME
3-methylsulfonyl-2-butanono-(n-methylcarbamoyl)oxime
3-(sulfonyl)-o-((methylamino)carbonyl)oxime-2-butanone
3-(Methylsulfonyl)-2-butanone O-(methylcarbamoyl)oxime
2-Butanone,3-methylsulfonyl-,O-(N-methylcarbamoyl)oxime
2-methylsulfonyl-o-(n-methyl-carbamoyl)-butanon-(3)-oxim
2-Butanone, 3-(methylsulfonyl)-, O-[(methylamino)carbonyl]oxime
[EINECS(EC#)]

252-140-9
[Molecular Formula]

C7H14N2O4S
[MDL Number]

MFCD00055365
[MOL File]

34681-23-7.mol
[Molecular Weight]

222.26
Chemical PropertiesBack Directory
[Melting point ]

83°C
[density ]

1.3816 (rough estimate)
[refractive index ]

1.5690 (estimate)
[pka]

13.41±0.46(Predicted)
[Henry's Law Constant]

3.5×106 mol/(m3Pa) at 25℃, HSDB (2015)
[EPA Substance Registry System]

Butoxycarboxim (34681-23-7)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P264-P270-P301+P312-P330-P501
[Hazard Codes ]

Xn
[Risk Statements ]

22
[RTECS ]

EL9210000
[Hazardous Substances Data]

34681-23-7(Hazardous Substances Data)
Hazard InformationBack Directory
[Description]

Butoxycarboxim is a carbamate insecticide. It is highly soluble in water and is non-volatile. It can be moderately persistent in soils. Persistence in water will depend on local conditions. Based on its physico-chemical properties there is potential to leach to groundwater. Toxicity to biodiversity tends to be moderate to low. Butoxycarboxin is also moderately toxic to mammals if ingested.
[Chemical Properties]

Butanone soar contains (E)- and (Z)-isomer (85~90):(15~10), colorless crystals. Melting point 85~89℃, pure (E)-isomer 83℃. Vapor pressure 0.266mPa(20℃). Density 1.21g/cm3(20℃).Henry's constant 2.83×10-7 Pa-m3/mol.Solubility in water 209g/L(20℃);Solubility in other solvents(20℃,g/L):Acetone 172,CTC 5.3,Chloroform 186,Cyclohexane 0.9,Heptane 0.1,Isopropyl Alcohol 101,Toluene 29;Freely soluble in polar Soluble in polar solvents, slightly soluble in non-polar solvents. ≤100℃ thermally stable. Hydrolyzed DT50 in aqueous solution: 501d (pH 5), 18d (pH 7), 16d (pH 9). Stable to UV light.
[Definition]

ChEBI: Butoxycarboxim is a carbamate ester. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor, a carbamate insecticide and an agrochemical.
[Production Methods]

Butoxycarboxim is typically produced through a two-step chemical synthesis process starting from readily available precursors. In the first step, the intermediate butocarboxim is synthesised by nucleophilic substitution of 3-chloro-2-butanone with methyl mercaptan to form 3-(methylthio)-2-butanone, followed by oximation with hydroxylamine hydrochloride to yield the oxime, and subsequent acylation of the oxime hydroxyl group with methyl isocyanate to introduce the N-methylcarbamate moiety, resulting in a mixture of isomeric butocarboxim. This intermediate is then oxidised in the second step using peracetic acid (or a similar oxidant) to convert the thioether sulphur atom to a sulfone, affording butoxycarboxim in high yield. The process is conducted under controlled conditions in industrial reactors to manage exothermic reactions and ensure product purity, with purification typically involving extraction, distillation, or chromatography.
[Mechanism of action]

Systemic with contact and stomach action. Acetylcholine esterase inhibitor.
[Pesticide Type]

Insecticide; Acaricide
Questions And AnswerBack Directory
[Application]

BUTOXYCARBOXIM can be used for: (1) applicable crops, ornamental plants. (2) pests such as aphids and spider mites.
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