基本情報
- 標準SMILES
[Cl][Ti][Cl].[c-]1[c-][c-][cH-][c-]1.[c-]1[c-][c-][cH-][c-]1- InChIKey
DYUFLUNZOBVZGN-UHFFFAOYSA-L- 分子式
- C10H2Cl2Ti-10
- 平均分子量
- 240.89 g/mol
名称と識別子
- 優先名称
- Bis(cyclopentadienyl)titanium(IV) chloride
- IUPAC
- bis(cyclopenta-1,3-diene);dichlorotitanium
- 現地名
- チタノセンジクロリド
- 英語名
- Titanocene dichloride
- 分子式
- C10H10Cl2Ti
- 分子量
- 248.96
名称と別名
名称をさらに表示
データベース識別子
- CAS
1271-19-8- PubChem CID
- 416358
物性
構造計算による物性
- 極性表面積
- 0 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 10
- 回転可能結合数
- 0
- 重原子数
- 13
- 形式電荷
- -10
- 複雑度
- 163
物理化学的性質
- 融点
- 260 · 260-280 °C (dec.)(lit.)
- 沸点
- 355.52 °C · 355.52°C (estimate)
- 比重(密度)
- 1.6 g/mL · 1.6 g/mL at 25 °C(lit.)
- 蒸気圧
- 0.002 Pa · 0.002Pa at 25℃
- 貯蔵温度
- Inert atmosphere,Room Temperature
- 溶解性
- 2 O, · slightly soluble in H2O, benzene; soluble in chloroform,ethanol, toluene
- 外見
- 結晶
- 比重
- 1.6 · 1.6
- 色
- 赤
- 水溶解度
- 遅い分解
- Merck
- 14 · 14,9482
- 安定性
- 安定。強力な酸化剤とは相容れない。水で分解します。湿気に敏感。
- InChI
- 1S/2C5H5.2ClH.Ti/c2*1-2-4-5-3-1;;;/h2*1-5H;2*1H;/q;;;;+2/p-2
- InChIKey
- XKLWATAZDMHTSH-UHFFFAOYSA-L
- SMILES
- Cl[Ti]Cl.[CH]1[CH][CH][CH][CH]1.[CH]2[CH][CH][CH][CH]2
- LogP
- -1.35 at · -1.35 at 20℃
- CAS データベース
- 1271 · 1271-19-8(CAS DataBase Reference)
- NISTの化学物質情報
- Titanocene dichloride(1271-19-8)
- EPAの化学物質情報
- Titanocene dichloride (1271-19-8)
化学的性質
化学的特性Titanocene dichloride is a reddish-orange crystalline solid. Moderately soluble in toluene, chloroform, alcohol, and other hydroxylic solvents; sparingly soluble in water, petroleum ether, benzene, ether, carbon disulfide, and carbon tetrachloride. Stable in dry air, slowly hydrolyzed in moist air. Titanocene dichloride is irritating to the skin and mucous membranes.
安全と法規制
安全データ
- F
- 8-10-21
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- XR2050000
- ridadr
- UN3261
- 毒性
- Titanocene dichloride may cause skin and mucous membrane irritation. The LD50 in mice has been reported as 60 mg/kg (i.p.) and 180 mg/kg (i.v.). In the rat, the LD50 is 25 mg/kg (i.p.).
- hs_code
- 29310095
- risk_code
- 37/38-61-40-34-33-36/37/38
- 化審法
- (3)-4343
- hazard_code
- Xi,T
- safety_code
- 36-7/8-6A-45-36/37/39-26
- hazard_class
- 8
- packing_group
- II
- Hazard Classifications
- Aquatic Acute 1Aquatic Chronic 1Eye Dam. 1STOT SE 3
- ストレージクラス
- 11 - Combustible Solids
- 有毒物質データの
- 1271-19-8(Hazardous Substances Data)
化学と産業
応用分野
説明Titanocene dichloride is an organotitanium compound with the chemical formula (η5-C5H5)2TiCl2, often written as Cp2TiCl2, which is a common reagent in organometallic chemistry and organic synthesis. Cp2TiCl2 does not form a "sandwich" structure like ferrocene, but a tetrahedral structure due to its four ligands around a metal center. Because of its anti-tumor activity, it has been used in clinical trials as a chemotherapeutic agent.
使用Titanocene dichloride is used as an experimental cancer chemotherapeutic agent. It is used as a research chemical, as a catalyst in Ziegler–Natta polymerization reactions, and as an implant material in orthopedics, oral surgery, and neurosurgery.This metallocene is a common reagent in organometallic and organic synthesis. Titanocene dichloride is used to prepare titanocene pentasulfide. Used as an anticancer drug.
一般的な説明Titanocene dichloride appears as red to red-orange crystals. (NTP, 1992)
調製方法
Titanocene dichloride is produced by the reaction of titanium tetrachloride with cyclopentadienyl sodium.
純化方法It forms bright red crystals from toluene or xylene/CHCl3 (1:1) and sublimes at 190o/2mm. It is moderately soluble in EtOH and insoluble in Et2O, *C6H6, CS2, CCl4, pet ether and H2O. The crystalline dipicrate explodes on melting at 139-140o. [Wilkinson et al. J Am Chem Soc 75 1011 1953, IR: Wilkinson & Birmingham J Am Chem Soc 76 4281 1954, NMR and X-ray: Glivicky & McCowan Can J Chem 51 2609 1973, Clearfield et al. J Am Chem Soc 53 1622 1975, Beilstein 16 IV 1769.]
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