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Tebbe reagent solution

ALDRICH/380237 - 0.5 M in toluene

Synonym: Bis(cyclopentadienyl)-μ-chloro­(dimethylaluminum)-μ-methylenetitanium

CAS Number: 67719-69-1
Empirical Formula (Hill Notation): C13H18AlClTi
Molecular Weight: 284.58
MDL Number: MFCD00151575
Linear Formula: C13H18AlClTi
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-380237-25ML 25 mL
 $305.00
1/EA		 Add To Favorites
45-380237-4X25ML 25 mL
 $497.00
4/EA		 Add To Favorites
45-380237-100ML 100 mL
 $1150.00
1/EA		 Add To Favorites
25 mL Sure/Seal™ Packaging

 

concentration 0.5 M in toluene
density 0.927 g/mL at 25 °C
form liquid
InChI 1S/2C5H5.2CH3.CH2.Al.ClH.Ti/c2*1-2-4-5-3-1;;;;;;/h2*1-5H;2*1H3;1H2;;1H;/q;;;;;;;+1/p-1
InChI key QEJAQNUJXFLWSP-UHFFFAOYSA-M
reaction suitability reaction type: C-C Bond Formation
SMILES string [CH]1[CH][CH][CH][CH]1.[CH]2[CH][CH][CH][CH]2.C[Al](C)C[Ti]Cl
Application: Tebbe reagent can be used:     
• For the conversion of carbonyl groups of chlorophyll derivatives into the corresponding exo-methylene (or vinylidene) groups.
• In the synthesis of β-C-glycosides from 3-OH glycol esters.
• As 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.
• To olefinate aldehydes.
• To methylenate a chiral polyhydroxyketone with high diasteroselctivity.
General description: Tebbe reagent is a Lewis acid stabilized organometallic compound, which is used to transform carbonyl groups into β-substituted methylenes. It also reacts with a wide range of carbonyl compounds, including esters, amides, and lactones to yield corresponding olefins.
Legal Information: Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
Packaging: 25, 4×25, 100 mL in Sure/Seal™
Packaging: The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.
Density 0.927 g/mL at 25 °C
UNSPSC 12352101

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