SPIROMESIFEN Chemical Properties

Melting point:

98°

Boiling point:

531.1±50.0 °C(Predicted)

Density 

d20 1.13

storage temp. 

0-6°C

solubility 

Chloroform: Slightly Soluble,DMSO: Slightly Soluble,Methanol: Slightly Soluble

form 

Solid

color 

Off-white to light yellow

Major Application

agriculture
environmental

InChI

1S/C23H30O4/c1-14-11-15(2)18(16(3)12-14)19-20(26-17(24)13-22(4,5)6)23(27-21(19)25)9-7-8-10-23/h11-12H,7-10,13H2,1-6H3

InChIKey

GOLXNESZZPUPJE-UHFFFAOYSA-N

SMILES

Cc1cc(C)c(c(C)c1)C2=C(OC(=O)CC(C)(C)C)C3(CCCC3)OC2=O

EPA Substance Registry System

Butanoic acid, 3,3-dimethyl-, 2-oxo-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-4-yl ester (283594-90-1)

Safety Information

Hazard Codes 

Xi

Risk Statements 

43-50/53

Safety Statements 

36/37-60-61

RIDADR 

UN3077 9/PG 3

WGK Germany 

2

Storage Class

11 - Combustible Solids

Hazard Classifications

Aquatic Acute 1
Aquatic Chronic 1
Skin Sens. 1

Hazardous Substances Data

283594-90-1(Hazardous Substances Data)

Toxicity

LD50 in rats (mg/kg): >2500 orally; >2000 dermally (24 hr);; LC50 (4 hr) in rats (mg/m3): >4873 by inhalation (Nauen)

SPIROMESIFEN Usage And Synthesis

Uses

Insecticide.

Definition

ChEBI: A butenolide that is but-2-en-4-olide bearing a 2,4,6-trimethylphenyl group at position 3, a 3,3-dimethylbutyryloxy group at position 4 and a spiro-fused cyclopentyl ring at position 5.

Synthesis

Synthesis of spiromesifen[1]:

References

[1] Spirodiclofen and Spiromesifen – Novel Acaricidal and Insecticidal Tetronic Acid Derivatives with a New Mode of Action. Chimia 2003, 57, 697. DOI:10.2533/000942903777678588

SPIROMESIFEN(283594-90-1)Related Product Information

• Boscalid
• Pymetrozine
• Pyridaben
• Thiacloprid
• Lufenuron
• Clofentezine
• Picoxystrobin
• ETOXAZOLE
• Diafenthiuron
• Sulfoxaflor
• 4-METHYL-2-PHENYL-2-PENTENAL
• ETHYL MESITYLACETATE
• 4-METHOXY-2(5H)-FURANONE
• 4-HYDROXY-3-PHENYL-2(5H)-FURANONE
• Spiromesifen Metabolite M01
• SPIROMESIFEN
• CYCLOPENTYL METHACRYLATE
• 2-(2,4,6-TRIMETHYLPHENYL)PROPENE, 98