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-6-(trifluoroMethyl)benzene-1-sulfonyl_chloride主图.jpg "Factory Supply High Quality Best Price 2-(2,2-difluoroethoxy)-6-(trifluoroMethyl)benzene-1-sulfonyl chloride CAS 865352-01-8 with good service wholesale")
Strategic precursor — directly couples with triazolopyrimidine amine to form penoxsulam's critical sulfonamide bond
Fluorine-enhanced stability — five fluorine atoms boost metabolic resistance, lipophilicity, and bioavailability
Scalable synthesis — multiple patented routes achieving >85% overall yield
Growing demand — driven by global rice herbicide markets, especially Asia-Pacific
Versatile building block — also useful in pharmaceutical sulfonamide synthesis
Items | Specifications | Results |
Appearance | Pale Yellow Solid | Conforms |
Purity(HPLC) | ≥98.0% | 98.56% |
Loss on drying | ≤0.5% | 0.16% |
Storage Conditions | Store in a ventilated and dry environment,away from direct sunlight and avoid impact. | |
Conclusion | The product conforms to the above specifications. | |
Product Name:2-(2,2-difluoroethoxy)-6-(trifluoroMethyl)benzene-1-sulfonyl chloride
CAS:865352-01-8
MF:C9H6ClF5O3S
Melting point :70-72 °C
form:Solid
color:Pale Yellow
Uses:
2-(2,2-Difluoroethoxy)-6-(trifluoromethyl)benzene-1-sulfonyl Chloride
What Is This Compound?
This is a highly fluorinated aromatic sulfonyl chloride — a specialized organic building block used primarily as a key intermediate in the synthesis of advanced agrochemicals and pharmaceuticals.
| Property | Value |
|---|---|
| CAS Number | 865352-01-8 |
| Molecular Formula | C₉H₆ClF₅O₃S |
| Molecular Weight | 324.65 g/mol |
| Melting Point | 70–72 °C |
| Density | ~1.535 g/cm³ |
| SMILES | C1=CC(=C(C(=C1)OCC(F)F)S(=O)(=O)Cl)C(F)(F)F |
Structural Breakdown
The molecule consists of a benzene ring substituted with three functional groups:
Position 1 — Sulfonyl chloride (–SO₂Cl): The reactive handle. This electrophilic group readily undergoes nucleophilic substitution (especially with amines) to form sulfonamide bonds (–SO₂NR–), which is its primary mode of utility in downstream synthesis.
Position 2 — 2,2-Difluoroethoxy group (–OCH₂CF₂H): A fluorinated ether side chain that enhances lipophilicity, metabolic stability, and membrane permeability of the final drug/herbicide molecule.
Position 6 — Trifluoromethyl group (–CF₃): A strongly electron-withdrawing group that increases chemical and metabolic stability, and modulates the electronic properties of the aromatic ring.
Primary Use: Key Intermediate for Penoxsulam
The dominant commercial application of this compound is as a direct precursor to penoxsulam (CAS 219714-96-2), a high-value triazolopyrimidine sulfonamide herbicide developed by Dow AgroSciences (now Corteva Agriscience).
What Is Penoxsulam?
Penoxsulam is a post-emergence rice herbicide that works by inhibiting acetolactate synthase (ALS), an enzyme essential for branched-chain amino acid biosynthesis in plants. It is used globally to control annual grasses, sedges, and broadleaf weeds in rice paddies, including troublesome species like northern jointvetch, alligatorweed, Texasweed, and ducksalad.
How This Intermediate Fits into the Synthesis
The sulfonyl chloride group (–SO₂Cl) on this compound reacts with the amino group of 2-amino-5,8-dimethoxy-[1,2,4]triazolo[1,5-c]pyrimidine to form the critical sulfonamide linkage (–SO₂NH–) that defines the penoxsulam molecule:
This intermediate + triazolopyrimidine amine → Penoxsulam
This is the final coupling step in the penoxsulam synthesis, making this sulfonyl chloride one of the two most critical building blocks (alongside the triazolopyrimidine amine) for manufacturing the herbicide.
Selling Points & Value Propositions
1. Gateway to a High-Value Agrochemical
Penoxsulam is a globally significant rice herbicide registered in major rice-growing regions worldwide (USA, China, India, Brazil, Southeast Asia). As the direct precursor, demand for this intermediate is tightly coupled to penoxsulam production volumes, which have grown steadily since its 2004 EPA registration and 2008 Chinese registration.
2. Fluorine-Rich Structure Confers Superior Properties
The five fluorine atoms (three in –CF₃, two in –OCH₂CF₂H) provide:
Enhanced metabolic stability — C–F bonds are among the strongest in organic chemistry, resisting enzymatic degradation
Improved lipophilicity — aids in cuticle penetration and plant uptake
Better bioavailability — fluorination is a proven strategy in both agrochemical and pharmaceutical design
3. Multiple Established Synthetic Routes
Several patented processes exist for manufacturing this compound at scale:
Route A (CN-115974729-A): Starts from a formula I compound, proceeds through thiol intermediate, fluorination, etherification with 2,2-difluoroethanol, and final chlorination — achieving >85% overall yield.
Route B (Gharda Chemicals, India): Described as "simple, environment-friendly, and economical" with high purity and commercial scalability.
Route C (CN-105294515-B): Uses 2,2-difluoroethanol and m-trifluoromethylphenol with sulfonyl chloride coupling — noted for being "succinct, efficient, safe and reliable."
The availability of multiple scalable routes means supply is not bottlenecked by a single proprietary process.
4. High Purity Availability
Commercial suppliers offer the compound at ≥98% purity in quantities ranging from grams to 100+ kg, with some Chinese manufacturers (e.g., Shandong Yizhong, Shanghai Xinyuan) capable of ton-scale production.
5. Broader Utility Beyond Penoxsulam
While penoxsulam is the primary application, the compound's sulfonyl chloride functionality makes it a versatile building block for:
Other sulfonamide-based herbicides in the triazolopyrimidine family
Pharmaceutical sulfonamides — sulfonyl chlorides are classic reagents for constructing sulfonamide pharmacophores found in antibiotics, diuretics, and antivirals
Advanced materials — fluorinated aromatic sulfonyl compounds are explored in electronic materials and polymer chemistry
6. Growing Market Context
The broader market for fluorinated benzenesulfonyl chloride intermediates is projected to grow at a CAGR of ~6–7% through the early 2030s, driven by increasing demand for fluorine-containing agrochemicals and pharmaceuticals, particularly from Asia-Pacific manufacturing hubs.
Safety Note
This compound is classified as corrosive (GHS05, H314 — causes severe skin burns and eye damage). It is moisture-sensitive and should be stored under inert atmosphere. Proper PPE (gloves, goggles, face shield) is mandatory when handling.
Summary
| Aspect | Detail |
|---|---|
| Identity | Fluorinated aromatic sulfonyl chloride (CAS 865352-01-8) |
| Primary use | Direct intermediate for penoxsulam herbicide synthesis |
| Key selling points | High-value agrochemical precursor; fluorine-enhanced stability; multiple scalable synthesis routes; ton-scale availability; growing global demand |
| Market drivers | Global rice herbicide demand; fluorine chemistry trends in pharma/agro |
| Purity available | ≥98%, up to 100 kg+ batches |
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FAQ From Wuhan Fortuna Chemical Co.,Ltd
Q1: Can I get a sample for free ?
A: For small QTY and low value product, we can provide sample for free exclude shipping cost. For high value sample, we will charge the basic sample cost, but we can refund all the cost if customers place order after sample test.
Q2: How to confirm the product quality before placing orders ?
A: Most of our products confirm to international standards like USP/EP/BP/JP/CP. We will provide COA/TDS/MSDS for customers to confirm the specification before placing order.
Q3: What is the payment you accept?
A: For small and low value order, we accept CreditCard, MaterCard,VISA,Western Union and T/T.For large order, we can do T/T and L/C. Any pay on delivery or pay-after are not available for us.
Q4: What is your shipment way ?
A: For less than 100kg gross weight order will ship with courier like FedEx or UPS, we support customers to place courier orders remotely by their account, we will package the goods well and wait for pick up.For more than 100kg goods, we will transport by Air or Sea according to customers' requirement.
Q5: How long is your after-sales service?
A: We accept customer’s quality complaint in three month after customer received the goods. We provide tech.support for all-life if customer place order from our company.
Q6: How do you treat quality complaint ?
A: We support customer to provide our products to any rightful third party testing organization to test our products according to the COA specification, if the test result is confirm with COA, we will take all the loss for customers.
Name:Wuhan Fortuna Chemical Co.,Ltd
Category:Others
Trade Category: Trading Company
Employees: 11 - 50 People
Address: Room 2015, No.2 Building, Kaixin Mansion No.107
Company Information: Wuhan Fortuna Chemical Co.,Ltd established in 2006, is a big integrative chemical enterprise being engaged in Pharmaceutical and Intermediates, Food and Feed additives, Fine chemicals,Biochemical and Reagent, which is the members of Hubei E-commerce Chamber.
Our company has professional persons who major in chemical R&D and sicentific management, supply fine chemical products with high quality and close service, also supply custom-tailored products according to our clients' requirement.
We have a positive and self-motivated management work team with a common philosophy, caring and commitment through teamwork, our team strive to achieve success in delighting our clients and ourselves.
Since Wuhan Fortuna Chemical Co., Ltd founded, we continuously innovate our products and improve our service, sales network. Hence, we initiate the first sale mode on net in China, which is the retail trade of small package bring along wholesale of diversified management modes. Our products are exported widely to South Korea, Vietnam, Australia, Europe and South America, highly recommended by our clients.We insist on the management creed “Market is our compass, Quality is our life, Credit is our soul”. Clients’ trust is our forward power, their satisfaction is our struggling goal.
Wuhan Fortuna Chemical Co.,Ltd is a professional manufacturer which provide 2-(2,2-difluoroethoxy)-6-(trifluoroMethyl)benzene-1-sulfonyl chloride with good quality and best price, welcome to contact us to get COA/TDS/MSDS of 2-(2,2-difluoroethoxy)-6-(trifluoroMethyl)benzene-1-sulfonyl chloride.
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