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283754

Sigma-Aldrich

2(5H)-Furanone

98%

Sinónimos:

γ-Crotonolactone, 2-Buten-1,4-olide

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About This Item

Fórmula empírica (notación de Hill):
C4H4O2
Número de CAS:
497-23-4
Peso molecular:
84.07
Beilstein:
383585
Número CE:
207-839-3
Número MDL:
MFCD00005376
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
24857130
NACRES:
NA.22
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Nivel de calidad

200

Ensayo

98%

Formulario

liquid

índice de refracción

n20/D 1.469 (lit.)

bp

86-87 °C/12 mmHg (lit.)

mp

4-5 °C (lit.)

densidad

1.185 g/mL at 25 °C (lit.)

grupo funcional

ester

temp. de almacenamiento

2-8°C

cadena SMILES

O=C1OCC=C1

InChI

1S/C4H4O2/c5-4-2-1-3-6-4/h1-2H,3H2

Clave InChI

VIHAEDVKXSOUAT-UHFFFAOYSA-N

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Descripción general

Chiral urea compounds catalyzed hetero-Michael addition reaction of 2(5H)-furanone (γ-crotonolactone) to pyrrolidine[1]. The quorum sensing inhibition activity by 2(5H)-furanone was studied using bioindicator strains[2].

Aplicación

2(5H)-Furanone (γ-Crotonolactone) has been used in:
  • synthesis of (+)-L-733,060, (+)-CP-99,994 and (2S,3R)-3-hydroxypipecolic acid[3]
  • synthesis of 5-substituted 2(5H) furanones (γ-butenolides) via direct aldol reaction with aromatic aldehydes catalyzed by bifunctional aminothiourea and aminosquaramide organocatalysts[4]
  • Michael addition reactions[5] for synthesis of lignans[6]
  • three-component Michael-Aldol reactions with an aldehyde anda thiolate[7] or carbanion[8]

Envase

Bottomless glass bottle. Contents are inside inserted fused cone.

Código de clase de almacenamiento

10 - Combustible liquids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

213.8 °F - closed cup

Punto de inflamabilidad (°C)

101 °C - closed cup

Equipo de protección personal

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
BCCD2607
BCCB0195
BCBZ1874
BCBT3336
BCBQ3590V

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BETA-HYDROXY-GAMMA-BUTYROLACTONE

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Frontiers in microbiology, 9, 2139-2139 (2018-09-25)
Human campylobacteriosis is considered one of the most common foodborne diseases worldwide with poultry identified as the main source of infection accounting for 50-80% of human cases. Highly virulent Campylobacter spp., positive for the Type VI secretion system (T6SS), which
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ACS synthetic biology, 9(8), 2107-2118 (2020-08-14)
Strigolactones are plant hormones and rhizosphere signaling molecules with key roles in plant development, mycorrhizal fungal symbioses, and plant parasitism. Currently, sensitive, specific, and high-throughput methods of detecting strigolactones are limited. Here, we developed genetically encoded fluorescent strigolactone biosensors based
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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