p-トルエンスルホン酸一水和物
p-トルエンスルホン酸一水和物 · p-トルエンスルホン酸·水和物 · 4-メチルベンゼンスルホン酸·水和物 · ｐ－トルエンスルホン酸１水塩 · pトルエンスルホン酸一水和物 · トシル酸一水和物 · p-トルエンスルホン酸一水塩 · ｐトルエンスルホン酸１水
識別子と物理属性
| CAS No. | 6192-52-5 |
|---|---|
| 分子式 | C7H8O3S.H2O |
| 平均分子量 | 190.22 g/mol |
| 単同位体質量 | 190.0299798 g/mol |
| SMILES | Cc1ccc(S(=O)(=O)O)cc1.O |
| InChIKey | KJIFKLIQANRMOU-UHFFFAOYSA-N |
| PubChem CID | 521998 |
| ChEMBL | CHEMBL3183883 |
| EC No. | 612-715-0 |
| DTXSID | DTXSID5044316 |
| 現地名 | p-トルエンスルホン酸一水和物 |
化学・物理的性質
| 極性表面積 | 63.8 |
|---|---|
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 4 |
| 回転可能結合数 | 1 |
| 重原子数 | 12 |
| 形式電荷 | 0 |
| 複雑度 | 206 |
| 物質分類 | Other Classes -> Benzenesulfonic Acid Derivatives |
| 融点 | 107 °C96-99 °C(lit.) |
| Physical Description | White crystalline solid[Alfa Aesar MSDS] |
| 沸点 | 140°C 20mm |
| 密度 | 1,24 g/cm3 |
| 蒸気密度 | 5.9 (vs air) |
| 屈折率 | 1,382-1,384 |
| 引火点 | 180 °C |
| 貯蔵条件 | Store at +5°C to +30°C. |
| 溶解度 | H2O: 0.1 g/mL、透明溶ける |
| 外観・状態 | 個体 |
| 色 | 白からピンク |
| pH | 1 (650g/l, H2O, 20℃)(anhydrous substance) |
| Merck | 14,9533 |
| BRN | 3568023 |
| 安定性 | 安定。強力な酸化剤、強塩基、最も一般的な金属とは相容れない。防湿。 |
| InChI | 1S/C7H8O3S.H2O/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3,(H,8,9,10)1H2 |
| InChIKey | KJIFKLIQANRMOU-UHFFFAOYSA-N |
| SMILES | [H]O[H].Cc1ccc(cc1)S(O)(=O)=O |
| CAS データベース | 6192-52-5(CAS DataBase Reference) |
| EPAの化学物質情報 | Benzenesulfonic acid, 4-methyl-, monohydrate (6192-52-5) |
化学的特性
White crystals
安全性と法規制
| GHS 分類 | DangerH314 (20.5%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P260, P261, P264, P264+P265, P271, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P332+P317, P337+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 924 reports by companies from 39 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] |
|---|---|
| 規制情報 | Chemical: Benzenesulfonic acid, 4-methyl-, monohydrateToluene-4-sulphonic acid, monohydrate: Does not have an individual approval but may be used under an appropriate group standard |
| その他の安全情報 | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to human health |
| 有害性の概要 | Causes skin burns and corneal damageCauses effects on transaminases in acute inhalation studies of ratsCauses somnolence and effects on food intake in oral lethal-dose studies of rats and mice[RTECS] Causes burnsInhalation may cause corrosive injuries to upper respiratory tract and lungs[Alfa Aesar MSDS] See p-Toluenesulfonic acid. |
| Hazard Classes and Categories | Skin Corr. 1C (20.5%)Skin Irrit. 2 (100%)Acute Tox. 4 (100%) |
| Protective Action Criteria (PAC) | 4.2 [mg/m3]47 [mg/m3]280 [mg/m3] |
| 有害作用 | Dermatotoxin - Skin burns. |
| F | 3 |
| 水環境危害等級（WGK） | - |
| TSCA 収載状態 | Yes |
| RTECS 番号 | XT6300000 |
| 輸送番号（UN） | UN 2585 8/PG 3 |
用途
用途
有機合成用原料。
使用
p-Toluenesulfonic acid monohydrate is used as a catalyst in the synthesis of resveratrol, in oxane derivatives as an antimalarial agent, as substituted piperidine and unsymmetrical benzyl. It acts as a catalyst in the preparation of 1,3,5-trisubstituted pyrazoles derivatives, selenated ketene dithioacetals, triazoloquinazolinone and benzimidazoquinazolinone derivatives. It also serves as an intermediate in the esterification and in reductive amination reactions.
一般的な説明
p-Toluenesulfonic acid monohydrate, an oxonium salt, is an inexpensive and easy to handle organic catalyst used in organic synthesis. The study of its crystalline structure shows that it is monoclinic with P21/c space group. Its solubility in aqueous sulfuric acid solutions has been studied.
製法・合成法
純化方法
Purify the acid by precipitation from a saturated solution at 0o by introducing HCl gas. It can also be crystallised from conc HCl, then crystallised from dilute HCl (charcoal) to remove benzenesulfonic acid. It has been crystallised from EtOH/water. Dry it in a vacuum desiccator over solid KOH and CaCl2. p-Toluenesulfonic acid can be dehydrated by azeotropic distillation with *benzene or by heating at 100o for 4hours under water-pump vacuum. The anhydrous acid can be crystallised from *benzene, CHCl3, ethyl acetate, anhydrous MeOH, or from acetone by adding a large excess of *benzene. It can also be dried under vacuum at 50o. The S-benzylisothiuronium salt has m 182o (from aqueous EtOH). [Beilstein 11 IV 241.]