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Merck

283754

Sigma-Aldrich

2(5H)-Furanon

98%

Synonym(e):

γ-Crotonlacton, 2-Buten-1,4-olid

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1 G
CHF 80.90
5 G
CHF 359.00

About This Item

Empirische Formel (Hill-System):
C4H4O2
CAS-Nummer:
Molekulargewicht:
84.07
Beilstein:
383585
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

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Qualitätsniveau

Assay

98%

Form

liquid

Brechungsindex

n20/D 1.469 (lit.)

bp

86-87 °C/12 mmHg (lit.)

mp (Schmelzpunkt)

4-5 °C (lit.)

Dichte

1.185 g/mL at 25 °C (lit.)

Funktionelle Gruppe

ester

Lagertemp.

2-8°C

SMILES String

O=C1OCC=C1

InChI

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

InChIKey

VIHAEDVKXSOUAT-UHFFFAOYSA-N

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Allgemeine Beschreibung

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].

Anwendung

A versatile reagent used in Michael addition reactions[3] for synthesis of lignans.[4] Also employed in three-component Michael-Aldol reactions with an aldehyde anda thiolate[5] or carbanion.[6]

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 3

Flammpunkt (°F)

213.8 °F - closed cup

Flammpunkt (°C)

101 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Kunden haben sich ebenfalls angesehen

Tetrahedron, 49, 9039-9039 (1993)
Tetrahedron, 49, 8073-8073 (1993)
Yoshihiro Sohtome et al.
Chemical & pharmaceutical bulletin, 52(4), 477-480 (2004-04-02)
Chiral urea compounds 10a-g were synthesized as catalysts for conjugate addition of pyrrolidine (2) to gamma-crotonolactone (3). In the presence of a catalytic amount of the chiral ureas, this hetero-Michael reaction was greatly accelerated. Asymmetric induction was observed with the
Tetrahedron, 49, 4173-4173 (1993)
Rebecca J Chesterfield et al.
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

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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