基本情報
- CAS
1733-12-6- 標準SMILES
Cc1cc(C2(c3ccc(O)c(C)c3)OS(=O)(=O)c3ccccc32)ccc1O- InChIKey
OBRMNDMBJQTZHV-UHFFFAOYSA-N- 分子式
- C21H18O5S
- 平均分子量
- 382.4 g/mol
- 単同位体質量
- 382.08749468
概要
Cresol red is a member of the class of 2,1-benzoxathioles that is 2,1-benzoxathiole 1,1-dioxide in which both of the hydrogens at position 3 have been substituted by 4-hydroxy-5-methylphenyl groups. It has a role as a dye, an acid-base indicator and a two-colour indicator. It is a polyphenol, a 2,1-benzoxathiole, a sultone and an arenesulfonate ester.
名称と識別子
- 優先名称
- Cresol Red
- IUPAC
- 4-[3-(4-hydroxy-3-methylphenyl)-1,1-dioxo-2,1λ6-benzoxathiol-3-yl]-2-methylphenol
- 現地名
- クレゾールレッド
- 英語名
- Cresol Red
- 分子式
- C21H18O5S
- 分子量
- 382.43
名称と別名
Cresol red1733-12-6o-Cresolsulfonphthaleino-Cresol RedCresolsulfophthaleino-CresolsulfonephthaleinPhenol, 4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis[2-methyl-3',3''-DimethylphenolsulfonephthaleinNSC 7224NSC-7224839K2R4B8KDTXSID8061929
名称をさらに表示
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 INDICATORCRBROMCRESOL PURPLECRGFcresolreBETZ 0419Cvesol red
CHEBI:86218Phenol, 4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis(2-methyl-RefChem:579417DTXCID5035531217-064-23,3-bis(4-hydroxy-3-methylphenyl)-3H-benzo[c][1,2]oxathiole 1,1-dioxideCresolRedCresol red indicator
データベース識別子
物性
構造計算による物性
- XLogP
- 3.7
- 極性表面積
- 92.2 Ų
- 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
実験および物理化学的性質
Chemical ClassesDyes -> Indicator Dyes
Physical DescriptionReddish-brown solid; [Merck Index] Reddish-brown or green odorless solid; [CHEMINFO] Crystalline solid; [MSDSonline]
物理化学的性質
- 融点
- 290 °C · 290 °C
- 沸点
- 479.59 °C · 479.59°C (rough estimate)
- 比重(密度)
- 0.998 g/cm3 · 0.998 g/cm3
- 屈折率
- 1.53 · 1.5300 (estimate)
- 貯蔵温度
- 5 °C · Store at +5°C to +30°C.
- 溶解性
- 溶解度 水にやや溶けにくい。エタノールに可溶
- 外見
- 粉
- 酸解離定数(Pka)
- 1 · 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 · 7.2~8.8
- 水溶解度
- 溶ける
- Merck
- 14 · 14,2578
- BRN
- 343399 · 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
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 6.5% (3 of 46) of reports.
Warning
H315 (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.
危険有害性情報
Regulatory Information
Chemical: Phenol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis[2-methyl-, S,S-dioxide
Phenol, 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
Hazards SummaryMay cause irritation; [MSDSonline]
Hazard Classes and CategoriesSkin Irrit. 2 (91.3%)
安全データ
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- 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.
- hs_code
- 29349990
- risk_code
- 36/37/38-20/21/22-11
化学と産業
用途と製造
UsesUsed as acid-base indicator; [Merck Index] Color changes to red-yellow (pH 0.5-2.5) and orange-purple (pH 6.5-8.5); [Ullmann]
General Manufacturing InformationPhenol, 4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis[2-methyl-: ACTIVE
応用分野
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.
調製方法
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.]
上流・下流製品情報
上流原料
サプライヤー100 社
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