1 Contact Us Email: export@eastchem-cn.com Name:Arabella
Product Introduction: 2-(2,2-Difluoroethoxy)-6-(trifluoromethyl)benzenesulfonyl Chloride (CAS: 865352-01-8)
1. Chemical Structure & Basic Properties
- CAS Number: 865352-01-8
- IUPAC Name: 2-(2,2-Difluoroethoxy)-6-(trifluoromethyl)benzenesulfonyl chloride
- Molecular Formula: C₉H₆ClF₅O₃S
- Molecular Weight: 324.65 g/mol
- Appearance: White to pale yellow crystalline solid
- Purity: ≥97% (GC/HPLC)
- Moisture Content: <0.5%
- Key Structural Features:
- Aromatic Ring: Substituted with a 2,2-difluoroethoxy group (-OCH₂CF₂H) at position 2, a trifluoromethyl group (-CF₃) at position 6, and a sulfonyl chloride group (-SO₂Cl) at position 4.
- Fluorine Atoms: Enhance chemical stability and bioactivity.
- Sulfonyl Chloride: A highly reactive moiety for subsequent synthetic transformations.
2. Core Application: Key Intermediate for Penoxsulam Synthesis
This compound serves as a critical building block for producing Penoxsulam (CAS: 219714-96-2), a third-generation triazolopyrimidine sulfonamide herbicide.
- Agricultural Use:
- Target Weeds: Effective against (including resistant strains), annual sedges, and broadleaf weeds (e.g., Monochoria vaginalis, Sagittaria trifolia) in rice fields.
- Mechanism of Action: Inhibits acetolactate synthase (ALS), disrupting branched-chain amino acid biosynthesis in weeds.
- Advantages: High selectivity for rice, low toxicity to mammals, and environmental compatibility (rapid photodegradation and microbial decomposition).
3. Synthetic Routes & Technical Challenges
Common synthetic methods include:
- Route 1: Starting from 2-methylthio-3-aminobenzotrifluoride:
- Steps: Diazotization → fluorination → etherification → chlorination (total yield: 22.9% after optimization).
- Route 2: From 2,3-dichlorobenzotrifluoride:
- Steps: High-temperature fluorination → ethylthio substitution → etherification with 2,2-difluoroethanol → chlorination.
- Route 3: From 3-trifluoromethylphenol:
- Steps: Chloromethyl methyl ether protection → butyllithium deprotonation → etherification → deprotection.
- Technical Hurdles: Precise control of fluorination conditions to avoid over-fluorination or ether bond cleavage.
4. Safety & Handling Guidelines
- Hazards:
- Corrosive: Sulfonyl chloride hydrolyzes to release HCl, causing severe skin/eye irritation and respiratory damage.
- GHS Classification:
- Skin Corrosion/Irritation: Category 1B
- Serious Eye Damage: Category 1.
- Protective Measures:
- Wear acid-resistant gloves, chemical goggles, and a full-face shield.
- Avoid contact with water/alcohols to prevent hydrolysis.
- Storage: Store in airtight containers under dry, dark conditions.
5. Comparisons with Similar Compounds
Compared to 2-(trifluoromethyl)benzenesulfonyl chloride (CAS: 1777-19-5), this product offers:
- Enhanced Lipophilicity: Improved herbicidal activity and reduced phytotoxicity to rice.
- Structural Advantage: The 2,2-difluoroethoxy group optimizes binding to ALS enzymes.
6. Analytical & Customization Support
- Characterization: HNMR, LC-MS, and HPLC data available upon request from suppliers.
- Custom Synthesis: Scalable production and process optimization services are offered by Lanke Bio and Key Organics.
East Chemsources Limited was established in 2008, is a professional company engaged in the development of chemical products. In the past of 15 years， through continuous technological innovation and the use of talent introduction advantages, we have achieved rapid development, and has become an international diversified modern chemical enterprise. At present, our products have been exported to more than 80 countries,including food additives, pharmaceutical raw materials, chemical products and personal care
Since the establishment of the company, always adhere to the credibility first, quality first enterprise creed.
Our company is committed to creating a customer-centric, customer-demand-oriented, customer value creation and achievement of customer dreams for the purpose of the service concept, with a broad vision and broad mind, committed to creating good benefits and market operation, to build corporate brand.
Contact Us Email: export@eastchem-cn.com Name:Arabella
Factory
Whether your project is large or small, whether it needs one, several or all of our disciplines you will find our level of dedication to a quality result to be the same. We are looking forward to your sincere cooperation and participation.
East Chemsources Limited was established in 2008, is a professional company engaged in the development of chemical products. In the past of 15 years，through continuous technological innovation and the use of talent introduction advantages, we have achieved rapid development, and has become an international diversified modern chemical enterprise. At present, our products have been exported to more than 80 countries,including food additives, pharmaceutical raw materials, chemical products and personal care
Since the establishment of the company, always adhere to the credibility first, quality first enterprise creed.
Our company is committed to creating a customer-centric, customer-demand-oriented, customer value creation and achievement of customer dreams for the purpose of the service concept, with a broad vision and broad mind, committed to creating good benefits and market operation, to build corporate brand.
Contact Us
Factory
Whether your project is large or small, whether it needs one, several or all of our disciplines you will find our level of dedication to a quality result to be the same. We are looking forward to your sincere cooperation and participation.
