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208264

Sigma-Aldrich

Allyltrimethylsilane

98%

Sinonimo/i:

3-(Trimethylsilyl)propene

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10 G
CHF 274.00
50 G
CHF 915.00

CHF 274.00

Spedizione prevista il01 giugno 2025

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10 G
CHF 274.00
50 G
CHF 915.00

About This Item

Formula condensata:
H2C=CHCH2Si(CH3)3
Numero CAS:
762-72-1
Peso molecolare:
114.26
Beilstein:
906755
Numero CE:
212-104-5
Numero MDL:
MFCD00008635
Codice UNSPSC:
12352103
ID PubChem:
24852502
NACRES:
NA.22

CHF 274.00

Spedizione prevista il01 giugno 2025

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Saggio

98%

Stato

liquid

Indice di rifrazione

n20/D 1.407 (lit.)

P. ebollizione

84-88 °C (lit.)

Densità

0.719 g/mL at 25 °C (lit.)

Temperatura di conservazione

2-8°C

Stringa SMILE

C[Si](C)(C)CC=C

InChI

1S/C6H14Si/c1-5-6-7(2,3)4/h5H,1,6H2,2-4H3
HYWCXWRMUZYRPH-UHFFFAOYSA-N

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Applicazioni

Allyltrimethylsilane is a general reagent to introduce allyl groups across acid chlorides, aldehydes, ketones, iminium ions, enones, and for cross-coupling with other carbon electrophiles.[1][2][3] It is used as a reagent in Hosomi−Sakurai reaction.[4][5]

Pittogrammi

FlameExclamation mark
GHS02,GHS07

Avvertenze

Danger

Indicazioni di pericolo

H225,H315

Classi di pericolo

Flam. Liq. 2 - Skin Irrit. 2

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

60.8 °F - closed cup

Punto d’infiammabilità (°C)

16 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificati d'analisi (COA)

Lot/Batch Number
MKCS9034
MKCR1766
MKCR1641
MKCP5375
MKCN8829

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2-Bromoallyltrimethylsilane technical grade, 90%

Sigma-Aldrich

333530

2-Bromoallyltrimethylsilane

Trimethylsilyl trifluoromethanesulfonate 99%

Sigma-Aldrich

225649

Trimethylsilyl trifluoromethanesulfonate

Shoji Kobayashi et al.
Carbohydrate research, 343(3), 443-452 (2007-12-11)
An efficient route to the trans-fused tetrahydrooxepin corresponding to the E ring of ciguatoxin was developed. Wide screening of allylation reactions of sulfur or fluoro-substituted tetrahydrooxepin revealed that the optimum method for obtaining the beta-allylation product selectively was the use
Allylation of Imines with Allyltrimethylsilane and Experimental Evidences for a Fluoride-Triggered Autocatalysis Mechanism of the Sakurai- Hosomi Reaction
Wang D, et al.
The Journal of Organic Chemistry, 64(12), 4233-4237 (1999)
Armando Ramirez et al.
Organic letters, 7(21), 4617-4620 (2005-10-08)
[reaction: see text] The annulation reactions of alkenes with peroxycarbenium ions enable the synthesis of a variety of functionalizable 1,2-dioxolanes. Triethysilyl-protected peroxycarbenium ions proved to be optimal for the annulation reaction. Using this method, plakinic acid analogues can be synthesized
Allyltrimethylsilane
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2001)
Ming Yu et al.
Organic letters, 5(24), 4639-4640 (2003-11-25)
[reaction: see text] Direct allylation of glycal-derived donor-acceptor cyclopropanes has been achieved with TiCl(4) activation followed by addition of allyltrimethylsilane. The alpha diastereomer is the major product, with selectivities ranging from 3:1 to 10:1 and yields around 80%.
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Questions

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  1. 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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  2. 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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