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D97754

Sigma-Aldrich

丙二酸二乙酯

ReagentPlus®, 99%

同義詞:

胡萝卜酸二乙酯

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About This Item

線性公式:
CH2(COOC2H5)2
CAS號碼:
105-53-3
分子量：:
160.17
Beilstein:
774687
EC號碼:
203-305-9
MDL號碼:
MFCD00009195
分類程式碼代碼:
12352100
PubChem物質ID:
24894329
NACRES:
NA.22
暫時無法取得訂價和供貨情況

蒸汽密度

5.52 (vs air)

蒸汽壓力

1 mmHg ( 40 °C)

產品線

ReagentPlus®

化驗

99%

形狀

liquid

折射率

n20/D 1.413 (lit.)

bp

199 °C (lit.)

mp

−51-−50 °C (lit.)

密度

1.055 g/mL at 25 °C (lit.)

SMILES 字串

CCOC(=O)CC(=O)OCC

InChI

1S/C7H12O4/c1-3-10-6(8)5-7(9)11-4-2/h3-5H2,1-2H3

InChI 密鑰

IYXGSMUGOJNHAZ-UHFFFAOYSA-N

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相關類別

一般說明

丙二酸二乙酯是丙二酸的二乙酯形式。它广泛用于将丙二酸官能团引入分子的多功能合成砌块。[1]使用氯化镁和三乙胺对丙二酸二乙酯进行酰化已有报道。[2]通过K2CO3催化的丙二酸二乙酯与各种取代形式的1,2-联烯酮的1,4加成反应，生成多官能化的β,γ-不饱和烯酮。[3]

應用

利用沸石催化剂（通过在Nax和CSNax沸石上接枝氨基得到），使用丙二酸二乙酯对微反应器中的Knoevenagel缩合反应进行研究。[4]它可以通过碱催化与苯甲醛进行Knoevenagel缩合，以合成二亚苄基丙二酸酯。[5]它可用于合成α-芳基丙二酸酯。[6]

包裝

玻璃瓶封装

法律資訊

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

象形圖

Exclamation mark
GHS07

訊號詞

Warning

危險聲明

H319

危險分類

Eye Irrit. 2

儲存類別代碼

10 - Combustible liquids

水污染物質分類（WGK）

WGK 1

閃點（°F）

199.4 °F - closed cup

閃點（°C）

93 °C - closed cup

個人防護裝備

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

從最近期的版本中選擇一個：

分析證明 (COA)

Lot/Batch Number
SDBB0477
STBL2460
STBK6705
STBJ8137
STBJ7048

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Shengming Ma et al.
The Journal of organic chemistry, 68(23), 8996-9002 (2003-11-08)
The K2CO3 (10 mol %)-catalyzed 1,4-addition reaction of diethyl malonate with various substituted 1,2-allenic ketones leading to polyfunctionalized beta,gamma-unsaturated enones 3 or 4 was studied. With 3-unsubstituted 1-substituted-1,2-allenyl ketones, the highly selective formation of beta,gamma-unsaturated enones 4 was observed; with
Solvent-free organocatalytic Michael addition of diethyl malonate to nitroalkenes: the practical synthesis of Pregabalin and ?-nitrobutyric acid derivatives
J Liu, et al.
Tetrahedron, 67, 636-640 (2011)
Edward J Hennessy et al.
Organic letters, 4(2), 269-272 (2002-02-14)
[reaction: see text] A general method for the synthesis of alpha-aryl malonates is described. The coupling of an aryl iodide and diethyl malonate in the presence of Cs(2)CO(3) and catalytic amounts of copper(I) iodide and 2-phenylphenol affords the alpha-aryl malonate
Integration of heterogeneous catalysts into complex synthetic routes: sequential vs. one-pot reactions in a (Knoevenagel+ Mukaiyama-Michael+ hydrogenation+ transesterification) sequence.
Fraile JM, et al.
Catalysis Science & Technology, 3(2), 436-443 (2013)
Lian Jin Liu et al.
Nucleosides, nucleotides & nucleic acids, 30(10), 784-797 (2011-10-05)
Novel 5'-norcarbocyclic adenosine phosphonic acid analogues with 6'-electropositive moiety such as spirocyclopropane were designed and synthesized from the commercially available diethylmalonate 5. Regioselective Mitsunobu reaction proceeded in the presence of an allylic functional group at a low reaction temperature in
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文章

Knoevenagel 冷凝反應

Knoevenagel Condensation 是以 Emil Knoevenagel 命名的有機反應。它是典型的 C-C 鍵形成反應，也是 Aldol Condensation 的改良。

Knoevenagel Condensation Reaction

Knoevenagel Condensation is an organic reaction named after Emil Knoevenagel. It is a classic C-C bond formation reaction and a modification of the Aldol Condensation.

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    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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    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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