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275123

Sigma-Aldrich

三丁基(1-乙氧基乙烯)锡

97%

别名:

(1-Ethoxyvinyl)tri-n-butylstannane

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About This Item

线性分子式:
[CH3(CH2)3]3SnC(OC2H5)=CH2
CAS号:
97674-02-7
分子量:
361.15
MDL编号:
MFCD00010240
UNSPSC代码:
12352103
PubChem化学物质编号:
24856628
NACRES:
NA.22
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方案

97%

表单

liquid

折射率

n20/D 1.476 (lit.)

沸点

85-86 °C/0.1 mmHg (lit.)

密度

1.069 g/mL at 25 °C (lit.)

SMILES字符串

CCCC[Sn](CCCC)(CCCC)C(=C)OCC

InChI

1S/C4H7O.3C4H9.Sn/c1-3-5-4-2;3*1-3-4-2;/h1,4H2,2H3;3*1,3-4H2,2H3;

InChI key

HGXJOXHYPGNVNK-UHFFFAOYSA-N

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相关类别

一般描述

该乙烯基锡烷可与乙烯基三氟甲磺酸酯进行 Stille 偶联反应，水解后生成 α,β-不饱和酮，因此可作为乙酰基阴离子等价物。[1]

应用

亲电甲基酮等价物，最近用于由相应的 13-溴二氢卟吩合成 13-oxophorbine（叶绿素）。[2]
用于与亚砜、[3]α-卤代醚[4]以及氯环丁烯酮进行钯催化的偶联反应。[5]也可用于将酸性氯化物转化成 α-含氧烯酮。[6]

警示用语：

Danger

危险分类

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT RE 1

储存分类代码

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

闪点(°F)

235.4 °F - closed cup

闪点(°C)

113 °C - closed cup

个人防护装备

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

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
SHBP5674
SHBG1597V
SHBC6956V
04096EMV
16096EMV

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Journal of the American Chemical Society, 114, 1412-1412 (1992)
Tetrahedron Letters, 34, 2429-2429 (1993)
Tetrahedron Letters, 33, 4885-4885 (1992)
Joydev K Laha et al.
The Journal of organic chemistry, 71(18), 7049-7052 (2006-08-26)
A new route to 13(1)-oxophorbines, the parent macrocycle of chlorophylls, begins with the synthesis of a 13-bromochlorin. Pd-mediated coupling of the latter with tributyl(1-ethoxyvinyl)tin and subsequent acidic hydrolysis afforded the 13-acetylchlorin (1). Treatment of 1 with NBS afforded the 15-bromo
Younggi Choi et al.
The Journal of organic chemistry, 69(11), 3758-3764 (2004-05-22)
2-Azabicyclo[2.2.2]oct-5-enes bearing an endo alkenyl substituent were synthesized by Diels-Alder addition of methyl vinyl ketone to a 1,6-dihydropyridine derived from methyl nicotinate. Although 1,5-dienes with this skeleton were unreactive under thermal conditions, they were photochemically reactive. Irradiation of these dienes
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  1. 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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  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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