bis(cyclopenta-2,4-dien-1-yl)titaniumbis(ylium) dichloride

• ChemBase编号: 295203
• 分子式: C10H10Cl2Ti
• 平均质量: 248.9594
• 单一同位素质量: 247.96390198
• SMILES: C1=CC(C=C1)[Ti+2]C1C=CC=C1.[Cl-].[Cl-]
• Canonical SMILES: C1=CC(C=C1)[Ti+2]C1C=CC=C1.[Cl-].[Cl-]
• InChI: 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

名称和登记号

名称

• IUPAC标准名: bis(cyclopenta-2,4-dien-1-yl)titaniumbis(ylium) dichloride
• IUPAC传统名: bis(cyclopenta-2,4-dien-1-yl)titaniumbis(ylium) dichloride
• 别名: 双(环戊二烯)二氯化钛; Dichlorobis(cyclopentadienyl)titanium; Titanocene dichloride; Bis(cyclopentadienyl)titanium dichloride

登记号

• CAS号: 1271-19-8
• EC号: 215-035-9
• MDL号: MFCD00003723
• 默克索引号: 149482
• PubChem SID: 180680734
• PubChem CID: 53384597

理论计算性质

• Acid pKa: 6.2537427
• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 1.9007231
• LogD (pH = 7.4): 0.7856822
• Log P: 1.9712
• 摩尔折射率: 47.9718 cm^3
• 极化性: 19.448069 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Slightly soluble in water
• 外观: Crystalline, Packaged under argon
• 熔点: 289-290°C; ca 285°C dec.
• 密度: 1.60

安全信息

• 保存注意事项: Air & Moisture Sensitive
• RTECS编号: XR2050000
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); X
• 联合国危险货物编号: UN3096
• 联合国危险货物等级: 8
• 联合国危险货物包装类别(PG): II
• 危险公开号: 20/21/22-34-68; 20/22-37/38-41-68
• 安全公开号: 9-26-36/37/39; 9-26-36/37/39-45
• TSCA收录: 是
• GHS危险品标识: GHS05; GHS06; GHS08
• GHS危险声明: H301-H311-H332-H314-H318-H341; H301-H332-H315-H335-H318-H341
• GHS警示性声明: P260-P301+P310-P303+P361+P353-P305+P351+P338-P361-P405-P501A; P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A

产品相关信息

• 纯度: 97%; 99+%

参考文献

• In combination with trimethyaluminum, generates an ylide (Tebbe reagent): J. Am. Chem. Soc., 100, 3611 (1978), which transfers a methylene group not only to aldehydes and ketones (cf Wittig reaction) but also to the carbonyl groups of esters and lactones: J. Am. Chem. Soc., 102, 3270 (1980):
  
• A similar reagent can be prepared by reaction with the Simmons-Smith adduct (see Diiodomethane, A15457) and used for the methylenation of ketones in excellent yields: Tetrahedron Lett., 24, 2043 (1983).
• Reacts with Grignard reagents with a ?-hydrogen atom (e.g. isobutyl or isopropyl) to form, in a catalytic cycle, a titanium hydride species, which reduces aldehydes, ketones and esters to alcohols: Tetrahedron Lett., 21, 2171, 2175 (1980). The same combination effects regioselective cis-hydromagnesation of alkynes to give alkenyl Grignard reagents: Tetrahedron Lett., 22, 85 (1981); J. Chem. Soc., Chem. Commun., 718 (1981). For application in a highly stereospecific synthesis of vinylsilanes in excellent yields, see: Tetrahedron Lett., 24, 1041 (1983):
  
• For further examples of the hydroxymagnesation of alkynes, see: Org. Synth. Coll., 8, 507 (1993). Similarly π-allyl complexes with 1,3-dienes can be generated, which react regio-and stereo-selectively with aldehydes to give homoallylic alcohols: J. Chem. Soc., Chem. Commun., 621 (1984):
  
• For use, in combination with Mg metal, in formation of titanocycle intermediates, see: J. Org. Chem., 63, 9285 (1998); for reaction scheme, see Triphosgene, A14932.