Sulfonium, dimethyl-, dicyanomethylide
- Createtime： 2026-04-14
- Updatetime： 2026-09-30
Product Details
| useage |
Industrial use
|
| deliveryInfo |
|
| appearance |
powder
|
| Molecular Weight |
126.18
|
| aliasen |
|
| supplyCapacity |
50000MT/Month
|
| harbor |
Qingdao,China
|
| minorder |
1KG
|
| Appearance |
Off-white crystalline powder
|
Shandong Huashang Chemical Co., Ltd. is a high-tech enterprise focused on industry of fine chemicals research and develop, produce and sale. Shandong Huashang Chemical Co., Ltd. is located in Shan Dong Ji Nan China. we have the ability to provide you high quality products. More than 90 % of our products are exported to developed countries and regions such as north America, Europe, Japan, South Korea and the Middle East.
1. Basic Product Profile
- Full IUPAC Name: Dimethylsulfonium dicyanomethylide
- Aliases: Sulfonium, dimethyl-, dicyanomethylide; Dimethylsulfonium dicyanomethyl ylide
- CAS Number: 5362-78-7
- EINECS: Not available
- Molecular Formula: C5H6N2S
- Molecular Weight: 126.18
- Chemical Classification: Sulfur ylide reagent, Corey-Chaykovsky type sulfonium ylide, organic synthetic building block, cyclopropanation reagent
- Core Advantages
Dipolar sulfonium ylide with dimethyl sulfonium cation and dicyanomethylide carbanion, a nucleophilic carbene transfer reagent. It delivers dicyanomethylene unit for cyclopropanation of electron-deficient alkenes, substitutes toxic diazoacetonitrile in synthesis. High functional group tolerance, mild reaction conditions, widely used in heterocyclic synthesis, pharmaceutical intermediate construction and organic methodology research.
2. Physical & Chemical Properties
2.1 Physical Index
- Appearance: Off-white crystalline solid
- Odor: Odorless
- Solubility: Soluble in polar aprotic solvents (DMSO, DMF, acetonitrile); slightly soluble in methanol; insoluble in alkanes, ether, benzene
- Melting Point: >250 °C (decomposes upon heating)
- Hygroscopy: Slightly hygroscopic under high humidity
- Stability: Sensitive to strong acid, air and high temperature
2.2 Chemical Properties
- Molecular structure: Dipolar ylide Me2S+?C(CN)2, positively charged sulfur center adjacent to dicyano-stabilized carbanion
- Cyclopropanation reactivity: Reacts with α,β-unsaturated carbonyls, nitroalkenes to form dicyano-substituted cyclopropane derivatives
- Nucleophilic addition: Carbanion attacks electrophilic C=C, C=O double bonds for homologation and ring construction
- Thermal decomposition: Decomposes above 180°C to release dimethyl sulfide and cyanide-containing fragments
- Acid sensitivity: Instantly protonated and decomposed in acidic aqueous solution; stable under anhydrous neutral/weak alkaline environment
- Photostability: Gradually darkens under long-term UV irradiation; store light-proof
- Compatibility: Compatible with anhydrous polar aprotic solvents; incompatible with mineral acids, strong oxidants, protic solvents with low pH
3. Main Application Fields
3.1 Organic Synthetic Research (Core Usage)
- Cyclopropanation reagent for electron-poor olefins: Safe alternative to diazoacetonitrile to prepare dicyanocyclopropane intermediates
- Heterocyclic building block: Synthesize pyridones, indolinones and nitrogen-containing pharmaceutical heterocycles via ring-expansion/annulation reactions
- Peptide coupling auxiliary reagent for specialized cyano-functionalized polypeptide fragments
3.2 Pharmaceutical Intermediate Synthesis
Precursor for cyano-substituted small-molecule APIs, agrochemical fungicides and bioactive cyclopropane drug scaffolds.
3.3 Catalyst & Polymerization Research
Radical initiator precursor for specialty acrylate copolymerization, laboratory reagent for carbene transfer mechanism study.
3.4 Chromatography Reference Standard
Ylide compound reference substance for sulfur ylide chromatographic separation and spectral calibration.
4. Quality Specification Table
| Test Item | Standard Index |
| CAS No. | 5362-78-7 |
| Molecular Formula | C5H6N2S |
| Molecular Weight | 126.18 |
| Appearance | Off-white crystalline powder |
| HPLC Purity | Lab Synthetic Grade ≥98.0%; High Purity Research Grade ≥99.0% |
| Moisture Content (KF) | ≤0.30% |
| Single Unknown Impurity | ≤0.10% |
| Total Related Impurities | ≤0.50% |
| Heavy Metals (Pb) | ≤10 ppm |
| Residue on Ignition | ≤0.10% |
| Bulk Package | 25kg aluminum foil lined vacuum-sealed fiber drum |
| Sample Package | 5g / 100g light-proof vacuum glass bottle |
| Storage Requirements | Hermetic vacuum-sealed cool dry warehouse ≤20℃; isolate air, moisture, acid vapors and direct sunlight; inert nitrogen protection recommended |
| Transportation Rule | Air-sensitive toxic cyano-containing ylide reagent; vacuum sealed moisture-proof light-proof packaging required during transit |
| Shelf Life | 24 months under intact vacuum sealed packaging |
