トリフェニルスルホニウム·クロリド
トリフェニルスルホニウム·クロリド · トリフェニルスルホニウム=クロリド · トリフェニルメチルスルホニウムクロリド · LFC1064 · triphenylsulfonium ion · triphenylsulfurchloride · triphenylchlorothiosalt · Triphenylsulfoniumchlorid
識別子と物理属性
| CAS No. | 4270-70-6 |
|---|---|
| 分子式 | C18H15S.Cl |
| 平均分子量 | 298.8 g/mol |
| 単同位体質量 | 298.05829916 g/mol |
| SMILES | [Cl-].c1ccc([S+](c2ccccc2)c2ccccc2)cc1 |
| InChIKey | ZFEAYIKULRXTAR-UHFFFAOYSA-M |
| PubChem CID | 61343 |
| EC No. | 224-259-6 |
| DTXSID | DTXSID5052096 |
| 現地名 | トリフェニルスルホニウム·クロリド |
化学・物理的性質
| 極性表面積 | 1 |
|---|---|
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 1 |
| 回転可能結合数 | 3 |
| 重原子数 | 20 |
| 形式電荷 | 0 |
| 複雑度 | 202 |
| 融点 | 277 °C |
| 貯蔵条件 | under inert gas (nitrogen or Argon) at 2-8°C |
| 外観・状態 | powder |
| 色 | Faint yellow |
| 溶解度 | 水に溶ける。 |
| InChI | InChI=1S/C18H15S.ClH/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H1H/q+1/p-1 |
| InChIKey | ZFEAYIKULRXTAR-UHFFFAOYSA-M |
| SMILES | [S+](C1=CC=CC=C1)(C1=CC=CC=C1)C1C=CC=CC=1.[Cl-] |
| CAS データベース | 4270-70-6(CAS DataBase Reference) |
| EPAの化学物質情報 | Triphenylsulfonium chloride (4270-70-6) |
安全性と法規制
| GHS 分類 | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Chemical: Sulfonium, triphenyl-, chlorideSulfonium, triphenyl-, chloride: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| 水環境危害等級（WGK） | 3 |
| 税関コード | 2930909899 |
| 危険文句（R） | 36/37/38 |
| 危険表示 | Xi |
| 安全措置（S） | 26 |
用途
使用
Triphenylsulfonium chloride is used as a key intermediate that is widely used in the new electronic chemicals such as semiconductor, LCD and TFT. It is also used as a photoacid generator (PAG) in Catalyst activation through in situ photogeneration of ligands.
製法・合成法
製造方法
Triphenylsulfonium Chloride Synthesis: Diphenyl sulfoxide, 40 g (0.2 mole), was dissolved in 400 g of dichloroethane, which was stirred under ice cooling. At a temperature below 20° C., 65 g (0.6 mole) of trimethylsilyl chloride was added dropwise to the solution, which was aged for 30 minutes at the temperature. Then, a Grignard reagent which had been prepared from 14.6 g (0.6 mole) of metallic magnesium, 67.5 g (0.6 mole) of chlorobenzene and 168 g of tetrahydrofuran (THF) was added dropwise at a temperature below 20° C. The reaction solution was aged for one hour, after which 50 g of water at a temperature below 20° C. was added to quench the reaction. To this solution, 150 g of water, 10 g of 12N hydrochloric acid, and 200 g of diethyl ether were further added.The water layer was separated and washed with 100 g of diethyl ether, yielding an aqueous solution of triphenylsulfonium chloride. The compound in aqueous solution form was used in the subsequent reaction without further isolation.