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214027

Sigma-Aldrich

1,2,3,4,5-Pentamethyl-cyclopentadien

95%

Synonym(e):

1,2,3,4,5-Pentamethyl-1,3-cyclopentadiene

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About This Item

Empirische Formel (Hill-System):
C10H16
CAS-Nummer:
4045-44-7
Molekulargewicht:
136.23
Beilstein:
1849832
EG-Nummer:
223-743-4
MDL-Nummer:
MFCD00001354
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24852821
NACRES:
NA.22
Preise und Verfügbarkeit sind derzeit nicht verfügbar.

Qualitätsniveau

200

Assay

95%

Brechungsindex

n20/D 1.474 (lit.)

bp

58 °C/13 mmHg (lit.)

Dichte

0.87 g/mL at 25 °C (lit.)

SMILES String

CC1C(C)=C(C)C(C)=C1C

InChI

1S/C10H16/c1-6-7(2)9(4)10(5)8(6)3/h6H,1-5H3

InChIKey

WQIQNKQYEUMPBM-UHFFFAOYSA-N

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Verwandte Kategorien

Allgemeine Beschreibung

Ligand recently used in a "one-pot" iridium-catalyzed transformation of alcohols to amides via the intermediacy of oximes.[1]

Anwendung

Cyclopentadienyl (Cp) replacement ligand used to alter the stability and reactivity of organometallic complexes.[2][3]

Piktogramme

Flame
GHS02

Signalwort

Warning

H-Sätze

H226

Gefahreneinstufungen

Flam. Liq. 3

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 3

Flammpunkt (°F)

111.2 °F - closed cup

Flammpunkt (°C)

44 °C - closed cup

Persönliche Schutzausrüstung

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

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
BCCJ4190
BCBV7825
BCBS9206V
BCBJ9905V
1451030V

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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

The Aminium Salt and Photoinduced Electron Transfer Initiated Diels-Alder Cycloaddition of Electron-rich Allenes: Evidence for a Stepwise Mechanism and the Importance of Steric and Electronic Effects for the Reactivity of Distonic Radical Cation Intermediates.
Schmittel M, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 2(8), 1031-1040 (1996)
Nathan A Owston et al.
Organic letters, 9(1), 73-75 (2006-12-29)
[reaction: see text] The iridium catalyst [Ir(Cp*)Cl2]2 is effective for the rearrangement of oximes to furnish amides. The reaction has been combined with catalytic transfer hydrogenation between an alcohol and alkene to allow the conversion of alcohols into amides in
Journal of Organometallic Chemistry, 472, 359-359 (1994)
An improved synthesis of 1,2,3,4,5-pentamethylcyclopentadiene.
Kohl FX and Jutzi P.
Journal of Organometallic Chemistry, 243(1), 119-121 (1983)
The use of 1, 2, 3, 4, 5 pentamethylcyclopentadiene as an in situ growth modifier chemical for the chemical vapour deposition of iron from iron pentacarbonyl.
Lane PA and Wright PJ.
Journal of Crystal Growth, 204(3), 298-301 (1999)
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Artikel

Diels–Alder Reaction

The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. It is also referred to as a cycloaddition.

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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