Pular para o conteúdo
Merck
Todas as fotos(2)

Key Documents

Outros documentos

380237

Sigma-Aldrich

Tebbe reagent solution

0.5 M in toluene

Sinônimo(s):

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

Faça loginpara ver os preços organizacionais e de contrato
Todas as fotos(2)

About This Item

Fórmula empírica (Notação de Hill):
C13H18AlClTi
Número CAS:
67719-69-1
Peso molecular:
284.58
Número MDL:
MFCD00151575
Código UNSPSC:
12352101
ID de substância PubChem:
24863730
NACRES:
NA.22

forma

liquid

Nível de qualidade

100

adequação da reação

reaction type: C-C Bond Formation

concentração

0.5 M in toluene

densidade

0.927 g/mL at 25 °C

cadeia de caracteres SMILES

[CH]1[CH][CH][CH][CH]1.[CH]2[CH][CH][CH][CH]2.C[Al](C)C[Ti]Cl

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

chave InChI

QEJAQNUJXFLWSP-UHFFFAOYSA-M

Procurando produtos similares? Visita Guia de comparação de produtos

Categorias relacionadas

Descrição geral

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.

Aplicação

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.

Embalagem

The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Informações legais

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

Palavra indicadora

Danger

Classificações de perigo

Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - Skin Corr. 1B - STOT RE 2 - STOT SE 3

Órgãos-alvo

Central nervous system, Respiratory system

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

39.2 °F - closed cup

Ponto de fulgor (°C)

4 °C - closed cup

Equipamento de proteção individual

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

Já possui este produto?

Encontre a documentação dos produtos que você adquiriu recentemente na biblioteca de documentos.

Visite a Biblioteca de Documentos

Stereoselective synthesis of C-glycosides via Tebbe methylenation and Claisen rearrangement
Godage HY and Fairbanks AJ
Tetrahedron Letters, 41(39), 7589-7593 (2000)
Transformation of carbonyl to vinylidene groups in the pi-conjugated peripheral substituent of chlorophyll derivatives by Tebbe reagent
Tamiaki H, et al.
Tetrahedron Letters, 57(7), 788-790 (2016)
Xuequan Lu et al.
Organic letters, 7(8), 1645-1648 (2005-04-09)
[reaction: see text] A new analogue of (2S,3R)-ceramide (2) with a methylene group at C4 has been synthesized from d-tartaric acid (3) by using Tebbe methylenation as the key step. Compound 2 exhibited markedly higher antiproliferative activity on mouse embryonic
Ketone Methylenation Using the Tebbe and Wittig Reagents-A Comparison
Pine SH, et al.
Synthesis, 1991(2), 165-167 (1991)
Mauricio A Cuellar et al.
Bioorganic & medicinal chemistry, 11(12), 2489-2497 (2003-05-22)
The Diels-Alder reaction between two polygodial-derived dienes and simple quinones to yield substituted naphtho- and anthraquinones, is described. The in vitro trypanocide activity for the series was determined. Two of the new compounds showed an activity ten and two times

Artigos

Reagents for C–C Bond Formation

We carry a large variety of electrophiles and nucleophiles that are widely used in C–C bond-forming reactions. This group of products contains many organometallic reagents as well as commonly-used alkylating and acylating reagents.

Nossa equipe de cientistas tem experiência em todas as áreas de pesquisa, incluindo Life Sciences, ciência de materiais, síntese química, cromatografia, química analítica e muitas outras.

Entre em contato com a assistência técnica