chloro[(dimethylalumanyl)methyl]titaniumbis(ylium); bis(cyclopenta-2,4-dien-1-ide)

• ChemBase ID: 150543
• Molecular Formular: C13H18AlClTi
• Molecular Mass: 284.583558
• Monoisotopic Mass: 284.03918819
• SMILES: C[Al](C)C[Ti+2]Cl.C1=C[CH-]C=C1.C1=C[CH-]C=C1
• Canonical SMILES: [CH-]1C=CC=C1.[CH-]1C=CC=C1.Cl[Ti+2]C[Al](C)C
• InChI: InChI=1S/2C5H5.2CH3.CH2.Al.ClH.Ti/c2*1-2-4-5-3-1;;;;;;/h2*1-5H;2*1H3;1H2;;1H;/q2*-1;;;;;;+3/p-1
• InChIKey: QLLAQVSHVATAQY-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: chloro[(dimethylalumanyl)methyl]titaniumbis(ylium); bis(cyclopenta-2,4-dien-1-ide)
• IUPAC Traditional name: chloro[(dimethylalumanyl)methyl]titaniumbis(ylium); bis(cyclopentadienide)
• Synonyms: Bis(cyclopentadienyl)-μ-chloro-(dimethylaluminum)-μ-methylenetitanium; Tebbe reagent solution; 双(环戊二烯基)-μ-氯化(二甲基铝)-μ-亚甲基钛; TEBBE 试剂 溶液

Database IDs

• CAS Number: 67719-69-1
• MDL Number: MFCD00151575
• PubChem SID: 24863730; 162244704
• PubChem CID: 71311473

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 2.708
• LogD (pH = 7.4): 2.708
• Log P: 2.708
• Molar Refractivity: 21.7108 cm^3
• Polarizability: 13.463761 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 39.2 °F; 4 °C
• Density: 0.927 g/mL at 25 °C

Safety Information

• European Hazard Symbols: Corrosive (C); Flammable (F)
• UN Number: 2924
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 63-11-34-48/20-65-67
• Safety Statements: 16-26-36/37/39-45-62
• GHS Pictograms: GHS02; GHS05; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H304-H314-H336-H361d-H373
• GHS Precautionary statements: P210-P261-P280-P301 + P310-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2924 3/PG 2

Product Information

• Concentration: 0.5 M in toluene
• Empirical Formula (Hill Notation): C13H18AlClTi

DETAILS

Sigma Aldrich - 380237

Application
A versatile methylenation reagent for the conversion of ketones and aldehydes to olefins, it offers facile reaction with hindered ketones and allows the conversion of esters to vinyl ethers.1
Tebbe reagent can be used to olefinate aldehydes.
Used to methylenate a chiral polyhydroxyketone with high diasteroselctivity.
Packaging
25, 4×25, 100 mL in Sure/Seal™