p-トルエンスルホン酸一水和物

p-Toluenesulfonic acid monohydrate

HCID 521998CAS 6192-52-5

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

p-Toluenesulfonic acid monohydrate6192-52-54-methylbenzenesulfonic acid hydrateBenzenesulfonic acid, 4-methyl-, monohydrate4-toluenesulfonic acid monohydrateDTXSID50443163BTO78GAFFDTXCID3024316RefChem:169388612-715-04-Methylbenzenesulfonic acid monohydratep-Toluenesulphonic acid monohydrate
名称をさらに表示
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p-トルエンスルホン酸P‐トルエンスルホン酸一水和物P-トルエンスルホン酸,1水和物4-トルエンスルホン酸一水和物4-メチルベンゼンスルホン酸一水和物P-トルエンスルホン酸 MONOHYDRATEP-トルエンスルホン酸 一水和物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・水和物PTSATSAPTSATOLUENE-4-SULFONIC ACIDTSOH.H2OPTSA.H2OPTXTOLUENESULFONIC ACID MONOHYDRATETOLUENE-4-SULFONIC ACID MONOHYDRATEPTSA Monohydrate
p-Toluene sulfonic acid monohydrate4-methylbenzene-1-sulfonic acid hydrate4-methylbenzenesulfonic acid;hydratepara-toluenesulfonic acid monohydrateMFCD00142137p-toluenesulfonic acid hydrateC7H10O4S4-methylbenzenesulphonic acid hydrate

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

実験および物理化学的性質

Chemical ClassesOther Classes -> Benzenesulfonic Acid Derivatives
Melting Point107 °C
Physical DescriptionWhite crystalline solid; [Alfa Aesar MSDS]

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

化学的性質

化学的特性White crystals

安全と法規制

GHS分類

GHS Classification · 6 件

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 · 2 件

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

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to human health
Hazards Summary · 1 件

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 · 3 件

Skin Corr. 1C (20.5%)

Skin Irrit. 2 (100%)

Acute Tox. 4 (100%)

安全と保護具

Protective Action Criteria (PAC) · 3 件

4.2 [mg/m3]

47 [mg/m3]

280 [mg/m3]

毒性情報

Adverse EffectsDermatotoxin - Skin burns.

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

化学と産業

応用分野 · 3 件

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 · 1 件

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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