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283754

Sigma-Aldrich

2(5H)-呋喃酮

98%

别名:

γ-巴豆酰内酯, 2(5H)-呋喃酮

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About This Item

经验公式（希尔记法）:
C4H4O2
CAS号:
497-23-4
分子量:
84.07
Beilstein:
383585
EC 号:
207-839-3
MDL编号:
MFCD00005376
UNSPSC代码:
12352100
PubChem化学物质编号:
24857130
NACRES:
NA.22
价格与库存信息目前不能提供

方案

98%

表单

liquid

折射率

n20/D 1.469 (lit.)

沸点

86-87 °C/12 mmHg (lit.)

mp

4-5 °C (lit.)

密度

1.185 g/mL at 25 °C (lit.)

官能团

ester

储存温度

2-8°C

SMILES字符串

O=C1OCC=C1

InChI

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

InChI key

VIHAEDVKXSOUAT-UHFFFAOYSA-N

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相关类别

一般描述

手性尿素化合物催化 2 (5 H )-呋喃酮（γ-巴豆内酯）到吡咯烷 [1]。利用生物指示剂菌株研究了 2 (5 H )-呋喃酮的群体感应抑制活性 [2]。

应用

2 (5 H )-呋喃酮（γ-巴豆内酯）已用于：
  • (+)-L-733,060、(+)-CP-99,994 和 (2 S 、3 R )-3-羟基吡哌酸的合成[3]
  • 5-取代-2-(5 H ) 呋喃酮（γ-丁烯羟酸内酯）通过双功能氨基硫脲和氨基四胺有机催化剂催化的芳香醛直接羟醛化反应[4]
  • 合成木脂素的 Michael 加成反应 [5][6]
  • 三组分 Michael-Aldol 反应与醛和硫醇盐 [7] 或碳负离子[8]

包装

无底玻璃瓶。内含物在插入的融合锥体内。

储存分类代码

10 - Combustible liquids

WGK

WGK 3

闪点(°F)

213.8 °F - closed cup

闪点(°C)

101 °C - closed cup

个人防护装备

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCD2607
BCCB0195
BCBZ1874
BCBT3336
BCBQ3590V

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Tetrahedron, 49, 9039-9039 (1993)
Tetrahedron, 49, 8073-8073 (1993)
Tetrahedron, 49, 4173-4173 (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
Alexey S Vasilchenko et al.
Frontiers in microbiology, 11, 556063-556063 (2020-10-20)
In this work, we report the isolation and detailed functional characterization for the new non-ribosomally synthesized antibiotic 5812-A/C, which was derived from metabolites of Streptomyces roseoflavus INA-Ac-5812. According to its chemical structure, the studied 5812-A/C preliminary is composed of a
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    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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  2. 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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