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Empenthrin

Empenthrin structure

CAS No:
54406-48-3
Formula:
C18H26O2
Chemical Name:
Empenthrin
Synonyms:
Cyclopropanecarboxylic acid,2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-,1-ethynyl-2-methyl-2-penten-1-yl ester;Cyclopropanecarboxylic acid,2,2-dimethyl-3-(2-methyl-1-propenyl)-,1-ethynyl-2-methyl-2-pentenyl ester;S 2852;MA 108;d-Empenthrin;Vaporthrin;S 2852F;S 2852 Forte;Empenthrin;Bunganon VA Plate;96895-17-9;98311-74-1;92836-82-3
Categories:
Agrochemicals > Insecticides

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Description

liquid

Empenthrin Basic Attributes

Molecular Weight：

274.4

Exact Mass：

274.40

EC Number：

259-154-4

HScode：

29162090

Characteristics

PSA：

26.3

XLogP3：

6.35

Appearance：

liquid

Density：

1.0±0.1 g/cm3

Melting Point：

<25 °C

Boiling Point：

295.5 °C

Flash Point：

144.0±25.3 °C

Refractive Index：

1.527

Water Solubility：

0.11 mg l -1 (25 °C)

Storage Conditions：

2-8°C

Vapor Pressure：

1.4×10 -2 Pa (23.6 °C)

Safety Information

Transport codes：

UN 3082

hazard class code：

22-51/53

safety instructions：

RTECS Number：

GZ1728000

Marks：

Xn;N,N,Xn

Stability/Shelf Life：

Stable. Incompatible with strong oxidizing agents.

Precautionary statement(s)：

P273

Hazard Statements：

H302-H411

Empenthrin Use and Manufacturing

Methods of Manufacturing

Preparation of 2-Methyl-penten-2-aldehyde Under stirring, 75.5g of propionaldehyde was added dropwise to 100mL of 2% sodium hydroxide solution, and the reaction was completed at 85～90℃ for a while. After cooling, the upper layer was separated. Distillation collects the 137～140℃ fraction, the product weighs 49g, the purity is 99%, and the yield is 77%. Preparation of 1-ethynyl-2-methyl-penten-2-ol Add an appropriate amount of liquid ammonia into the reaction flask, and pass acetylene gas to saturation while stirring. Then 1.73g of metallic lithium was added in batches and reacted for 1h. Then, 29.4 g of 2-methyl and penten-2-aldehyde were added dropwise, and the reaction was continued for 4 hours. After treatment with ammonium chloride, wash with water until neutral. The organic layer was dried with sodium sulfate and distilled under reduced pressure to collect the 112-115°C/9.997×103Pa fraction to obtain 32.2 g of the product, with a yield of 86%. Preparation of cis and trans chrysanthemum oxychloride. Add 5.5 mL of sulphuryl chloride to 30mL of toluene and 8.42g of cis and trans chrysanthemum acid mixture at 18-20℃. After dripping, continue the reaction at 38～40℃ for 1h, reduce pressure Distillation collects 100～102℃/2.399×103Pa fractions to obtain 9g product with a yield rate of 96%. Synthesis of allethrin In the presence of toluene and pyridine, add 5.6 g of cis-trans chrysanthemum chloride in toluene solution dropwise to 1-ethynyl-2-methyl-penten-2-ol (3.72g, 0.03mol) , React at 40～50℃ for 6h. Then add water for treatment, wash until neutral and dry. Vacuum distillation collects the 120-126°C distillate/4Pa to obtain 5.7g product, with a yield of 69% and a refractive index of n15D1.4890.

Uses

It has a high vapor pressure at normal temperature, and has a rapid knockdown, fumigation and repellent effect on insects. The lethality of the family Cephalopodidae is comparable to that of dichlorvos, and it has a prominent effect of preventing feeding on a variety of beetles of the family Coralidae.

Computed Properties

Molecular Weight:274.4
XLogP3:5
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:6
Exact Mass:274.193280068
Monoisotopic Mass:274.193280068
Topological Polar Surface Area:26.3
Heavy Atom Count:20
Complexity:481
Undefined Atom Stereocenter Count:3
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Ammonium chloride