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重要文件

116130

Sigma-Aldrich

乙烯基膦酸二乙酯

97%

同義詞:

Vinylphosphonic acid diethyl ester

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About This Item

線性公式:
CH2=CHPO(OCH2CH3)2
CAS號碼:
分子量::
164.14
Beilstein:
507596
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22
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品質等級

化驗

97%

折射率

n20/D 1.429 (lit.)

bp

202 °C (lit.)

密度

1.068 g/mL at 25 °C (lit.)

官能基

phosphonate

儲存溫度

2-8°C

SMILES 字串

CCOP(=O)(OCC)C=C

InChI

1S/C6H13O3P/c1-4-8-10(7,6-3)9-5-2/h6H,3-5H2,1-2H3

InChI 密鑰

DREPONDJUKIQLX-UHFFFAOYSA-N

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應用

乙烯基膦酸二乙酯已用于制备N-烷基-2-氨基乙基膦酸二乙酯[1]
乙烯基膦酸二乙酯(DEVP)可用作合成以下物质的前体:
  • α, β与芳基硼酸进行Pd催化的Mizoroki−Heck反应生成不饱和膦酸酯。[2]
  • 通过氮杂迈克尔(aza-Michael)反应与伯胺和仲胺缩合生成2-(芳基氨基)乙基膦酸酯。[3]

它也可以用作单体单元,用于通过镧系元素络合物制备高分子量聚合物聚(二乙基乙烯基膦酸酯)。{18)

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

230.0 °F - closed cup

閃點(°C)

110 °C - closed cup

個人防護裝備

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


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分析證明 (COA)

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Synthesis of 2-(arylamino) ethyl phosphonic acids via the aza-Michael addition on diethyl vinylphosphonate
Orm Nadine B, et al.
Tetrahedron, 69(1), 115-121 (2013)
Convenient synthesis of α, β-unsaturated phosphonates via a Mizoroki-Heck reaction of arylboronic acids with diethyl vinylphosphonate
Kabalka GW, et al.
Tetrahedron Letters, 45(24), 4685-4687 (2004)
Poly (vinylphosphonate) s synthesized by trivalent cyclopentadienyl lanthanide-induced group transfer polymerization
Salzinger S, et al.
Macromolecules, 44(15), 5920-5927 (2011)
Joachim E Klee et al.
Beilstein journal of organic chemistry, 5, 72-72 (2009-01-01)
Novel N-alkyl-N-(phosphonoethyl) substituted mono-, bis- and tris(meth)acrylamides 3 were synthesized by two different three-step reactions and characterized by IR, (1)H NMR and (13)C NMR spectroscopy as well as refractive index and viscosity. The phosphonoethyl substituted (meth)acrylamide monomers show improved hydrolytic

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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?

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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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