Pular para o conteúdo
Merck
Todas as fotos(1)

Documentos Principais

Visualizar Toda a Documentação

226416

Sigma-Aldrich

α-Methylene-γ-butyrolactone

97%

Sinônimo(s):

alpha-Methylene-gamma-butyrolactone, 3-Methylenedihydro-2(3H)-furanone, Tulipane

Faça loginpara ver os preços organizacionais e de contrato
Todas as fotos(1)

About This Item

Fórmula empírica (Notação de Hill):
C5H6O2
Número CAS:
547-65-9
Peso molecular:
98.10
Beilstein:
107939
Número MDL:
MFCD00005407
Código UNSPSC:
12352100
ID de substância PubChem:
24853566
NACRES:
NA.22

Ensaio

97%

Formulário

liquid

contém

~2% 2,6-di-tert-butyl-p-cresol as stabilizer

índice de refração

n20/D 1.472 (lit.)

p.e.

86-88 °C/12 mmHg (lit.)

solubilidade

water: soluble(lit.)

densidade

1.119 g/mL at 25 °C (lit.)

grupo funcional

ester

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

C=C1CCOC1=O

InChI

1S/C5H6O2/c1-4-2-3-7-5(4)6/h1-3H2

chave InChI

GSLDEZOOOSBFGP-UHFFFAOYSA-N

Procurando produtos similares? Visita Guia de comparação de produtos

Aplicação

α-Methylene-γ-butyrolactone (Tulipane) was used to develop optically active spiro-[butyrolactone-pyrrolidine] via Cu(I)-catalyzed exo-selective 1,3-dipolar cycloaddition of azomethine ylides.

Pictogramas

FlameExclamation mark
GHS02,GHS07

Palavra indicadora

Warning

Frases de perigo

H226,H317,H412

Classificações de perigo

Aquatic Chronic 3 - Flam. Liq. 3 - Skin Sens. 1

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

98.6 °F - closed cup

Ponto de fulgor (°C)

37 °C - closed cup

Equipamento de proteção individual

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

Escolha uma das versões mais recentes:

Certificados de análise (COA)

Lot/Batch Number
BCCG7008
BCCC9019
BCBZ5322
BCBR1534V
BCBT6437

Não está vendo a versão correta?

Se precisar de uma versão específica, você pode procurar um certificado específico pelo número do lote ou da remessa.

Pesquise por COA

Já possui este produto?

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

Visite a Biblioteca de Documentos

Os clientes também visualizaram

Slide 1 of 4

1 of 4

α-Hydroxy-γ-butyrolactone technical grade

Sigma-Aldrich

364037

α-Hydroxy-γ-butyrolactone

(S)-(−)-5-Hydroxymethyl-2(5H)-furanone 98%

Sigma-Aldrich

346861

(S)-(−)-5-Hydroxymethyl-2(5H)-furanone

(S)-β-Hydroxy-γ-butyrolactone 96%

Sigma-Aldrich

422797

(S)-β-Hydroxy-γ-butyrolactone

MB-3 ≥95% (HPLC)

Sigma-Aldrich

M2449

MB-3

Qing-Hua Li et al.
Chemical communications (Cambridge, England), 49(83), 9642-9644 (2013-09-12)
An expedient access to optically active spiro-[butyrolactone-pyrrolidine] was successfully developed via an unprecedented Cu(I)-catalyzed exo-selective 1,3-DC of azomethine ylides with α-methylene-γ-butyrolactone, which exhibited high diastereoselectivity (>98 : 2), excellent enantioselectivity (96->99% ee) and a broad substrate scope under mild conditions.
T Patrick Montgomery et al.
Journal of the American Chemical Society, 134(27), 11100-11103 (2012-06-28)
Upon exposure of acrylic ester 1 to alcohols 2a-i in the presence of a cyclometalated iridium catalyst modified by (-)-TMBTP, catalytic C-C coupling occurs, providing enantiomerically enriched 5-substituted α-exo-methylene γ-butyrolactones 3a-i. Bromination of the methylene butyrolactone products followed by zinc-mediated
Fernando Torres et al.
Cancer letters, 269(1), 139-147 (2008-06-03)
In this study, we investigated the effect of three synthetic alpha-methylene-gamma-butyrolactones (MBL) on viability of 10 human tumor cell lines and found that these lactones were highly cytotoxic against leukemia cells. Studies performed on HL-60 cells indicate that MBL induce
Joëlle Moïse et al.
Organic letters, 9(9), 1695-1698 (2007-04-05)
[reaction: see text] Olefin cross-metathesis between alpha-methylene-gamma-butyrolactone and terminal olefins is described. Moderate to excellent yields of alpha-alkylidene-gamma-butyrolactones were obtained with high E-stereoselectivity in the presence of low catalyst loading in refluxing CH2Cl2. In addition, the use of various additives
David M Hodgson et al.
Organic letters, 13(10), 2594-2597 (2011-04-15)
Zinc or a chromium(II) source with 3-(bromomethyl)furan-2(5H)-one (3) and an aldehyde gives β-(hydroxymethylaryl/alkyl)-α-methylene-γ-butyrolactones 5 in good yields and high diastereoselectivities. The methodology is demonstrated in concise syntheses of (±)-hydroxymatairesinol (8) and (±)-methylenolactocin (10) by subsequent arylboronate conjugate addition and translactonization
Exibir todos os documentos relacionados

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