67719-69-1 Usage
Description
TEBBE REAGENT, also known as μ-Chloro-μ-methylenebis(cyclopentadienyl)titaniumdimethylaluminum, is a Lewis acid stabilized organometallic compound. It is characterized by its dark red to purple solution and is pyrophoric in the air, requiring air-free handling techniques. TEBBE REAGENT is known for its ability to transform carbonyl groups into β-substituted methylenes and reacts with a wide range of carbonyl compounds, including esters, amides, and lactones to yield corresponding olefins. It was originally synthesized by Fred Tebbe at DuPont Central Research and is the first reported compound where a methylene bridge connects a transition metal (Ti) and a main group metal (Al).
Uses
Used in Organic Synthesis:
TEBBE REAGENT is used 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.
Used in the Synthesis of β-C-glycosides:
TEBBE REAGENT is used as a reagent for the conversion of carbonyl groups of chlorophyll derivatives into the corresponding exo-methylene (or vinylidene) groups, which is essential in the synthesis of β-C-glycosides from 3-OH glycol esters.
Used in the Methylenation of Chiral Polyhydroxyketones:
TEBBE REAGENT is used to methylenate a chiral polyhydroxyketone with high diastereoselectivity, which is crucial for the synthesis of complex organic molecules with specific stereochemistry.
Used in the Olefination of Aldehydes:
TEBBE REAGENT is used to olefinate aldehydes, providing a direct route to olefins from aldehydes, which is an important transformation in organic chemistry.
Used in the Conversion of Carbonyl Groups:
TEBBE REAGENT is used as a reagent for the methylenation of carbonyl groups, enabling the conversion of various carbonyl compounds into their corresponding olefins, which is a valuable synthetic step in the preparation of a wide range of organic compounds.
Check Digit Verification of cas no
The CAS Registry Mumber 67719-69-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,7,7,1 and 9 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 67719-69:
(7*6)+(6*7)+(5*7)+(4*1)+(3*9)+(2*6)+(1*9)=171
171 % 10 = 1
So 67719-69-1 is a valid CAS Registry Number.
InChI:InChI=1/2C5H5.2CH3.CH2.Al.ClH.Ti/c2*1-2-4-5-3-1;;;;;;/h2*1-5H;2*1H3;1H2;;1H;/rC13H19AlClTi/c1-14(2)11-16(15-14,12-7-3-4-8-12)13-9-5-6-10-13/h3-10,12-13,15H,11H2,1-2H3
