クレゾールレッド
クレゾールレッド (0.1%, 約20%エタノール溶液) · クレゾールスルホフタレイン · o-クレゾールスルホンフタレイン · 3',3''-ジメチルフェノールスルホンフタレイン · o-クレゾールレッド · 3,3-ビス(3-メチル-4-ヒドロキシフェニル)-3H-2,1-ベンゾオキサチオール1,1-ジオキシド · クレゾールレッド溶液 · クレゾールレッド INDICATOR
識別子と物理属性
| CAS No. | 1733-12-6 |
|---|---|
| 分子式 | C21H18O5S |
| 平均分子量 | 382.4 g/mol |
| 単同位体質量 | 382.08749468 g/mol |
| SMILES | Cc1cc(C2(c3ccc(O)c(C)c3)OS(=O)(=O)c3ccccc32)ccc1O |
| InChIKey | OBRMNDMBJQTZHV-UHFFFAOYSA-N |
| PubChem CID | 73013 |
| ChEBI | CHEBI:86218 |
| EC No. | 217-064-2 |
| DTXSID | DTXSID8061929 |
| 現地名 | クレゾールレッド |
化学・物理的性質
| XLogP | 3.7 |
|---|---|
| 極性表面積 | 92.2 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 5 |
| 回転可能結合数 | 2 |
| 重原子数 | 27 |
| 形式電荷 | 0 |
| 複雑度 | 615 |
| 物質分類 | Dyes -> Indicator Dyes |
| Physical Description | Reddish-brown solid[Merck Index] Reddish-brown or green odorless solid[CHEMINFO] Crystalline solid[MSDSonline] |
| 融点 | 290 °C |
| 沸点 | 479.59°C (rough estimate) |
| 密度 | 0.998 g/cm3 |
| 屈折率 | 1.5300 (estimate) |
| 貯蔵条件 | Store at +5°C to +30°C. |
| 溶解度 | 溶解度 水にやや溶けにくい。エタノールに可溶溶ける |
| 外観・状態 | 粉 |
| pKa（酸解離定数） | 1.0(at 25℃) |
| 色 | ダークグリーンまたはブラウンレッド |
| pH | 7.2~8.8 |
| Merck | 14,2578 |
| BRN | 343399 |
| 主な用途 | 表示装置、光学センサー、燃焼ガス検知システム、インク、修正液、おむつ、歯磨き粉、生米と古米の識別、食品保存、透析液中のグルコース測定、微生物の代謝活動のモニタリング、細菌感染の検出、向精神薬、歯科印象材 |
| InChI | 1S/C21H18O5S/c1-13-11-15(7-9-18(13)22)21(16-8-10-19(23)14(2)12-16)17-5-3-4-6-20(17)27(24,25)26-21/h3-12,22-23H,1-2H3 |
| InChIKey | ASMGMVUGPNODGX-UHFFFAOYSA-N |
| SMILES | Cc1cc(ccc1O)C2(OS(=O)(=O)c3ccccc23)c4ccc(O)c(C)c4 |
| EPAの化学物質情報 | Cresol Red (1733-12-6) |
化学的特性
Dark green or brown-red powder
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 6.5% (3 of 46) of reports.WarningH315 (91.3%): 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 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Chemical: Phenol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis[2-methyl-, S,S-dioxidePhenol, 4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis[2-methyl-: Does not have an individual approval but may be used under an appropriate group standard |
| 有害性の概要 | May cause irritation[MSDSonline] |
| Hazard Classes and Categories | Skin Irrit. 2 (91.3%) |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| 輸送番号（UN） | UN1170 - class 3 - PG 3 - Ethanol, solution |
| 毒性 | A potent lacrimator which is chemically stable and retains its irritancy in water and so can be used in liquid jets in personnel control. In addition to lacrimation, it causes eye pain, blepharospasm, eyelid swelling, irritation of the conjunctiva, a rise in intraocular pressure, and erythema of the skin. Because it can be used in water, its use is less affected by changes in climatic conditions. It is a more potent lacrimator than CS but it is less potent in lethality than CS. |
| 税関コード | 29349990 |
| 危険文句（R） | 36/37/38-20/21/22-11 |
| 安衛法 | 57,57-2 |
| 危険表示 | Xi,Xn,F |
| 安全措置（S） | 24/25-36-26-16 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
用途
酸塩基指示薬 : 変色域が二つある。pH0.4～2.2で赤色から黄色に、pH7.2～8.8で黄色から赤色に変わる。
使用
Cresol red is commonly used with lead acetate for the detection of urease after PAGE. It is also used as an indicator with the following transition intervals: pH 1.8 (orange) to pH 2.0 (yellow); pH 7.0 (yellow) to pH 8.8 (violet). Cresol Red is used as a tracking dye in DNA, RNA (agarose) and protein (polyacrylamide) electrophoresis. In agarose, Cresol Red runs with an apparent molecular size of approx. 125 bp DNA. Cresol Red does not inhibit Taq polymerase.
製法・合成法
純化方法
Crystallise it from glacial acetic acid. Dry it in air. Dissolve it in aqueous 5% NaHCO3 solution and precipitate it from a hot solution by dropwise addition of aqueous HCl. Repeat the procedure till the UVmax does not increase. [Beilstein 19 IV 1133.]