基本情報
- 標準SMILES
Cc1ccc(S(=O)(=O)O)cc1.O- InChIKey
KJIFKLIQANRMOU-UHFFFAOYSA-N- 分子式
- C7H8O3S.H2O
- 平均分子量
- 190.22 g/mol
- 単同位体質量
- 190.0299798
名称と識別子
- 優先名称
- p-Toluenesulfonic acid monohydrate
- IUPAC
- 4-methylbenzenesulfonic acid;hydrate
- 現地名
- p-トルエンスルホン酸一水和物
- 英語名
- p-Toluenesulfonic acid monohydrate
- 分子式
- C7H10O4S
- 分子量
- 190.22
名称と別名
名称をさらに表示
データベース識別子
- CAS
6192-52-5- PubChem CID
- 521998
- DTXSID
DTXSID5044316- ChEMBL
CHEMBL3183883- UNII
- 3BTO78GAFF
- EC Number
- 612-715-0、695-067-1、953-847-1
物性
構造計算による物性
- 極性表面積
- 63.8 Ų
- 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
実験および物理化学的性質
物理化学的性質
- 融点
- 96 · 96-99 °C(lit.)
- 沸点
- 140 °C · 140°C 20mm
- 比重(密度)
- 1 · 1,24 g/cm3
- 蒸気密度
- 5.9 · 5.9 (vs air)
- 屈折率
- 1 · 1,382-1,384
- 闪点
- 180 °C · 180 °C
- 貯蔵温度
- 5 °C · Store at +5°C to +30°C.
- 溶解性
- 2 O: · H2O: 0.1 g/mL、透明
- 外見
- 個体
- 色
- 白からピンク
- PH
- 1 · 1 (650g/l, H2O, 20℃)(anhydrous substance)
- 水溶解度
- 溶ける
- Merck
- 14 · 14,9533
- BRN
- 3568023 · 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 · 6192-52-5(CAS DataBase Reference)
- EPAの化学物質情報
- 4 · Benzenesulfonic acid, 4-methyl-, monohydrate (6192-52-5)
化学的性質
化学的特性White crystals
安全と法規制
GHS分類
GHS Classification
Danger
H314 (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.
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
危険有害性情報
Regulatory Information
Chemical: Benzenesulfonic acid, 4-methyl-, monohydrate
Toluene-4-sulphonic acid, monohydrate: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Causes skin burns and corneal damage; Causes effects on transaminases in acute inhalation studies of rats; Causes somnolence and effects on food intake in oral lethal-dose studies of rats and mice; [RTECS] Causes burns; Inhalation 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%)
安全と保護具
Protective Action Criteria (PAC)
4.2 [mg/m3]
47 [mg/m3]
280 [mg/m3]
毒性情報
安全データ
- F
- 3
- wgk
- -
- tsca
- Yes
- rtecs
- XT6300000
- ridadr
- UN 2585 8/PG 3
- 毒性
- LD50 orally in Rabbit: 2570 mg/kg
- hs_code
- 29041000
- risk_code
- 36/37/38-34-37
- 化審法
- (3)-1901
- hazard_code
- Xi,C
- safety_code
- 26-37-45-36/37/39
- hazard_class
- 8
- packing_group
- III
- 自然発火温度
- 600 °C
- Hazard Classifications
- Eye Irrit. 2Met. Corr. 1Skin Irrit. 2STOT SE 3
- ストレージクラス
- 8A - Combustible corrosive hazardous materials
化学と産業
応用分野
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.
調製方法
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.]
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