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275123

Sigma-Aldrich

Tributyl(1-ethoxyvinyl)tin

97%

Sinonimo/i:

(1-Ethoxyvinyl)tri-n-butylstannane

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1 G
CHF 28.30
5 G
CHF 134.00
25 G
CHF 625.00
100 G
CHF 1’750.00

CHF 28.30

Spedizione prevista il30 maggio 2025

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Cambia visualizzazione
1 G
CHF 28.30
5 G
CHF 134.00
25 G
CHF 625.00
100 G
CHF 1’750.00

About This Item

Formula condensata:
[CH3(CH2)3]3SnC(OC2H5)=CH2
Numero CAS:
97674-02-7
Peso molecolare:
361.15
Numero MDL:
MFCD00010240
Codice UNSPSC:
12352103
ID PubChem:
24856628
NACRES:
NA.22

CHF 28.30

Spedizione prevista il30 maggio 2025

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Saggio

97%

Stato

liquid

Indice di rifrazione

n20/D 1.476 (lit.)

P. ebollizione

85-86 °C/0.1 mmHg (lit.)

Densità

1.069 g/mL at 25 °C (lit.)

Stringa SMILE

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;
HGXJOXHYPGNVNK-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

This vinylstannane undergoes Stille coupling with a vinyl triflate, giving, after hydrolysis, an α,β−unsaturated ketone, thus acting as an acetyl anion equivalent.[1]

Applicazioni

Electrophilic methyl ketone equivalent used in a recent synthesis of a 13-oxophorbine (chlorophyll) from the corresponding 13-bromochlorin.[2]
Reagent employed in palladium-catalyzed coupling reactions with sulfoxides,[3] α-haloethers,[4] and chlorocyclobutenones.[5] Also used to convert acid chlorides to α-oxygenated enones.[6]

Avvertenze

Danger

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

235.4 °F - closed cup

Punto d’infiammabilità (°C)

113 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
SHBP5674
SHBG1597V
SHBC6956V
04096EMV
16096EMV

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Sigma-Aldrich

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Sigma-Aldrich

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Sigma-Aldrich

271411

Allyltributylstannane

Journal of the American Chemical Society, 114, 1412-1412 (1992)
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
Tetrahedron Letters, 33, 4885-4885 (1992)
Tetrahedron Letters, 34, 2429-2429 (1993)
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
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Questions

1–2 of 2 Questions  

  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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