148476-30-6

Basic information

• Product Name: 4-Hydroxy-3-mesityl-1-oxaspiro(4.4)non-3-en-2-one
• Synonyms: 4-Hydroxy-3-mesityl-1-oxaspiro(4.4)non-3-en-2-one;Spiromesifen Metabolite M01;Spiromesifen-alcohol;3-Mesityl-2-oxo-1-oxaspiro[4.4]non-3-en-4-ol (SpiroMesifen Metabolite M01);Spiromesifen Metabolite M1 Standard
• CAS NO: 148476-30-6
• Molecular Formula: C₁₇H₂₀O₃
• Molecular Weight: 272.34
• Product Categories: Agro-Products, Aromatics, Miscellaneous Reagents, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 148476-30-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: approximate 253℃ (dec.)
• Boiling Point: 478.9°C at 760 mmHg
• Flash Point: 203.8°C
• Appearance: /
• Density: 1.2g/cm³
• Vapor Pressure: 5.56E-10mmHg at 25°C
• Refractive Index: 1.592
• PKA: 4.50±1.00(Predicted)
• CAS DataBase Reference: 4-Hydroxy-3-mesityl-1-oxaspiro(4.4)non-3-en-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydroxy-3-mesityl-1-oxaspiro(4.4)non-3-en-2-one(148476-30-6)
• EPA Substance Registry System: 4-Hydroxy-3-mesityl-1-oxaspiro(4.4)non-3-en-2-one(148476-30-6)

Safety Data

• Statements: 52/53
• Safety Statements: 61
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 2
• Hazardous Substances Data: 148476-30-6(Hazardous Substances Data)

Usage

Description

4-Hydroxy-3-mesityl-1-oxaspiro(4.4)non-3-en-2-one, also known as 3-Mesityl-2-oxo-1-oxaspiro[4.4]non-3-en-4-ol, is a metabolite of Spiromesifen, a Spirocyclic Tetronic Acid. It is an environmentally friendly and novel structural pesticide with unique properties that contribute to its effectiveness in pest control.

Uses

Used in Pesticide Industry:
4-Hydroxy-3-mesityl-1-oxaspiro(4.4)non-3-en-2-one is used as an active ingredient in the development of environmentally friendly pesticides. Its application is due to its effectiveness in pest control, as it is a metabolite of Spiromesifen, which is known for its potent action against various pests while minimizing harm to the environment and non-target organisms.

InChI:InChI=1/C17H20O3/c1-10-8-11(2)13(12(3)9-10)14-15(18)17(20-16(14)19)6-4-5-7-17/h8-9,18H,4-7H2,1-3H3

Upstream product

• 361366-15-6 1-[2-(2,4,6-Trimethyl-phenyl)-acetoxy]-cyclopentanecarboxylic acid ethyl ester 
• 16841-19-3 1-hydroxy-cyclopentanecarboxylic acid 
• 5117-85-1 1-hydroxycyclopentanecarbonitrile 
• 41248-23-1 hydroxycyclopentanecarboxylic acid ethyl ester 
• 120-92-3 cyclopentanone 
• 4408-60-0 2-mesitylacetic acid 

Downstream Products

• 283594-90-1 spiromesifen 
• 1038921-93-5 C₂₃H₂₈O₆ 
• 1038921-92-4 C₂₉H₃₆O₄ 
• 1038921-95-7 C₂₃H₃₀O₅ 
• 1350443-94-5 C₂₃H₂₇NO₅ 
• 1350443-97-8 C₂₉H₃₃NO₅ 
• 1350443-98-9 C₂₇H₂₈BrNO₅ 
• 1350443-93-4 C₂₄H₂₉NO₅ 

Relevant articles and documents

A spiral armor manman ester and intermediate preparation method

The invention discloses a spiral armor manman ester and intermediate preparation method, the spiral armor manman ester intermediate is 3 - (2, 4, 6 - trimethyl-phenyl) - 2 - oxo - 1 - oxaspiro [4, 4] nonyl - 3 - ene - 4 - ol, preparation method comprises the following steps: hydroxy cyclopentyl formic acid ethyl ester, 2, 4, 6 - trimethyl phenyl acetic acid in under the action of a dehydrating agent, to carry out the esterification, then generate the cyclization reaction, generating 3 - (2, 4, 6 - trimethyl-phenyl) - 2 - oxo - 1 - oxaspiro [4, 4] nonyl - 3 - ene - 4 - ol. The process short reaction time, the reaction temperature is low, can obviously very high yield.

Spirodiclofen and spiromesifen - Novel acaricidal and insecticidal tetronic acid derivatives with a new mode of action

The broad spectrum acaricides spirodiclofen (BAJ2740, trade name: Envidor) and spiromesifen (BSN2060, trade name: Oberon) with an additional excellent activity against whiteflies, both belong to the new chemical class of tetronic acid derivatives discovered at Bayer CropScience during the 1990s. The discovery process starting from herbicidal PPO (protoporphyrinogen oxidase) chemistry, the synthetic routes leading to the products, and some insight into process development of central intermediates is given. Spirodiclofen and spiromesifen have a new mode of action (interference with lipid biosynthesis), show no cross-resistance to any resistant mite or whitefly field population and are therefore valuable tools for resistance management.