148476-22-6

Basic information

• Product Name: 3-(2,4-Dichlorophenyl)-4-hydroxy-1-oxaspiro(4,5)dec-3-en-2-one
• Synonyms: 1-Oxaspiro(4,5)dec-3-en-2-one, 3-(2,4-dichlorophenyl)-4-hydroxy-;3-(2,4-Dichlorophenyl)-4-hydroxy-1-oxaspiro(4,5)dec-3-en-2-one
• CAS NO: 148476-22-6
• Molecular Formula: C₁₅H₁₄Cl₂O₃
• Molecular Weight: 313.17586
• Mol File: 148476-22-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: approximate 255℃ (dec.)
• Boiling Point: 506.4°C at 760 mmHg
• Flash Point: 260°C
• Appearance: /
• Density: 1.44g/cm³
• Vapor Pressure: 4.47E-11mmHg at 25°C
• Refractive Index: 1.628
• PKA: 4.50±1.00(Predicted)
• CAS DataBase Reference: 3-(2,4-Dichlorophenyl)-4-hydroxy-1-oxaspiro(4,5)dec-3-en-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2,4-Dichlorophenyl)-4-hydroxy-1-oxaspiro(4,5)dec-3-en-2-one(148476-22-6)
• EPA Substance Registry System: 3-(2,4-Dichlorophenyl)-4-hydroxy-1-oxaspiro(4,5)dec-3-en-2-one(148476-22-6)

Safety Data

• Hazardous Substances Data: 148476-22-6(Hazardous Substances Data)

Usage

Description

3-(2,4-Dichlorophenyl)-4-hydroxy-1-oxaspiro(4,5)dec-3-en-2-one is a complex organic compound characterized by its unique molecular structure, which features a dichlorophenyl group and a spiro-enone core. This molecule exhibits a range of biological activities and properties that make it suitable for various applications across different industries.

Uses

Used in Pharmaceutical Industry:
3-(2,4-Dichlorophenyl)-4-hydroxy-1-oxaspiro(4,5)dec-3-en-2-one is used as an active pharmaceutical ingredient (API) for its potential therapeutic effects. The compound's unique structure allows it to interact with specific biological targets, making it a promising candidate for the development of new drugs to treat various diseases.
Used in Agrochemical Industry:
In the agrochemical industry, 3-(2,4-Dichlorophenyl)-4-hydroxy-1-oxaspiro(4,5)dec-3-en-2-one is used as a key intermediate in the synthesis of acaricides, specifically for the production of O-Des-(2,2-methylbutyryl) Spirodiclofen. This metabolite of Spirodiclofen (S682990) is effective in controlling red mites, which are harmful to both animals and plants.
Used in Chemical Research:
3-(2,4-Dichlorophenyl)-4-hydroxy-1-oxaspiro(4,5)dec-3-en-2-one is also utilized in chemical research as a starting material or intermediate for the synthesis of other complex organic compounds. Its unique structure and reactivity make it a valuable tool for exploring new chemical reactions and developing novel molecules with potential applications in various fields.

InChI:InChI=1/C15H14Cl2O3/c16-9-4-5-10(11(17)8-9)12-13(18)15(20-14(12)19)6-2-1-3-7-15/h4-5,8,18H,1-3,6-7H2

Upstream product

• 361366-16-7 1-[2-(2,4-Dichloro-phenyl)-acetoxy]-cyclohexanecarboxylic acid ethyl ester 
• 1123-28-0 1-hydroxy-cyclohexanecarboxylic acid 
• 931-97-5 1-hydroxy-1-cyclohexanecarbonitrile 
• 19719-28-9 2,4-dichlorophenylacetic acid 
• 6306-60-1 2,4-Dichlorophenylacetonitrile 
• 108-94-1 cyclohexanone 
• 94-99-5 2,4-Dichlorobenzyl chloride 
• 1127-01-1 ethyl 1-hydroxycyclohexanecarboxylate 
• 53056-20-5 2,4-dichlorophenylacetyl chloride 
• 55954-23-9 methyl 2-(2,4-dichlorophenyl)acetate 
• 6149-50-4 methyl 1-hydroxycyclohexanecarboxylate 

Downstream Products

• 148477-71-8 spirodiclofen 
• 1256911-62-2 3-(2,4-dichlorophenyl)-2-oxo-1-oxaspiro[4.5]dec-3-en-4-yl ethyl carbonate 
• 1256911-67-7 3-(2,4-dichlorophenyl)-2-oxo-1-oxaspiro[4.5]dec-3-en-4-yl 4-fluorobenzoate 
• 1256911-66-6 3-(2,4-dichlorophenyl)-2-oxo-1-oxaspiro[4.5]dec-3-en-4-yl 3,4,5-trimethoxybenzoate 
• 1256911-61-1 3-(2,4-dichlorophenyl)-2-oxo-1-oxaspiro[4.5]dec-3-en-4-yl methanesulfonate 
• 1256911-65-5 3-(2,4-dichlorophenyl)-2-oxo-1-oxaspiro[4.5]dec-3-en-4-yl 2-o-tolylacetate 
• 1256911-63-3 3-(2,4-dichlorophenyl)-2-oxo-1-oxaspiro[4.5]dec-3-en-4-yl 2-phenylacetate 
• 1256911-64-4 3-(2,4-dichlorophenyl)-2-oxo-1-oxaspiro[4.5]dec-3-en-4-yl 2-(2,4-dichlorophenyl)acetate 

Relevant articles and documents

Synthesis and Acaricidal Activity of Aryl-Spirobutyrolactone Derivatives against Spider Mites under Greenhouse and Field Conditions

Abstract: Propesticides play an important role in modern agrochemicals research and development. In the controlling of harmful insects and mites in agriculture, propesticide strategy offers a unique and modern approach to acaricide development. In this study, a series of aryl-spirobutyrolactone pharmacophore based alkylated compounds were synthesized and characterized by 1H NMR and ESI-MS. All of this compounds exhibited excellent acaricidal activities against Tetranychus cinnabarinus at 2.5 mg/L in greenhouse test, and some of them showed better activity than spirodiclofen against eggs of T. cinnabarinus at 0.625 mg/L. In the field trials, compounds (Vc), (Ve) and (Vf) were evaluated against Panonychus ulmi and Panonychus citri at three different concentrations. The results showed that compounds (Ve) and (Vf) have the potential to develop into new proacaricide with further test and toxicity evaluation.

Preparation method of spirodiclofen and intermediate of spirodiclofen

The invention discloses a preparation method of spirodiclofen and an intermediate of spirodiclofen. The intermediate of spirodiclofen is 3-(2,4-dichlorophenyl)-2-oxo-1-oxaspiro[4,5]dec-3-ene-4-ol. Thepreparation method comprises the following steps: ethyl or methyl hydroxycyclohexanoate and 2,4-dichlorophenylacetic acid are esterified under the action of a dehydrating agent and then subjected tocyclization reaction, and 3-(2,4-dichlorophenyl)-2-oxo-1-oxaspiro[4,5]dec-3-ene-4-ol is generated. Compared with a traditional process, the synthesis process has the advantages of relatively short synthesis route, simple treatment process, greatly shortened production cycle, obviously increased total yield, reduced production cost and relatively reduced waste water and waste material emissions, and is environmentally friendly accordingly.

A group of pyrazole acid oxo spiro-heterocycle ester derivatives and preparing method and application thereof

The invention relates to a group of pyrazole acid oxo spiro-heterocycle ester derivatives which has the following structures(the specific structures are in the specification). In the pyrazole acid oxo spiro-heterocycle ester derivatives, R, Y and Xm perssad are chosen from specific definitions in the specification. The invention discloses the structures and control efficiencies of on agricultural pests of the compounds, and discloses applications of the compounds as insecticides.