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195596

Sigma-Aldrich

sec-Butyllithium -Lösung

sec-Butyllithium solution
1 of 3 reviewers received a sample product or took part in a promotion

1.4 M in cyclohexane

Synonym(e):

Lithium-2-Butanid, s-BuLi

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About This Item

Lineare Formel:
CH3CH2CH(CH3)Li
CAS-Nummer:
Molekulargewicht:
64.06
Beilstein:
3587206
MDL-Nummer:
UNSPSC-Code:
12352103
PubChem Substanz-ID:
NACRES:
NA.22
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Form

liquid

Qualitätsniveau

Konzentration

1.4 M in cyclohexane

Dichte

0.769 g/mL at 25 °C

Lagertemp.

2-8°C

SMILES String

[Li]C(C)CC

InChI

1S/C4H9.Li/c1-3-4-2;/h3H,4H2,1-2H3;

InChIKey

VATDYQWILMGLEW-UHFFFAOYSA-N

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Anwendung

sec-Butyllithium-Lösung (1,4 M in Cyclohexan) wird bei der mehrstufigen Synthese von 5-Methyl-5,6-Dihydrothymidin (5-MDHT) aus Thymidin verwendet.[1] Darüber hinaus wird es bei der Kupfer-katalysierten asymmetrischen allylischen Alkylierung (AAA) von Allylbromiden, -chloriden und -ethern in Gegenwart eines chiralen Liganden eingesetzt.[2]

Verpackung

Die 25-ml-Sure/Seal Flasche wird für den Einmalgebrauch empfohlen. Wiederholte Einstiche führen höchstwahrscheinlich zu einer Leistungsminderung des Produkts.

Rechtliche Hinweise

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

Signalwort

Danger

Gefahreneinstufungen

Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Skin Corr. 1B - STOT SE 3 - Water-react 1

Zielorgane

Central nervous system

Lagerklassenschlüssel

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 2

Flammpunkt (°F)

1.4 °F - closed cup

Flammpunkt (°C)

-17 °C - closed cup

Persönliche Schutzausrüstung

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


Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

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Besitzen Sie dieses Produkt bereits?

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

Die Dokumentenbibliothek aufrufen

Jason V Chari et al.
The Journal of organic chemistry, 84(6), 3652-3655 (2019-03-07)
Silyl triflate precursors to cyclic alkynes and allenes serve as valuable synthetic building blocks. We report a concise and scalable synthetic approach to prepare the silyl triflate precursors to cyclohexyne and 1,2-cyclohexadiene. The strategy involves a retro-Brook rearrangement of an
Dimitrios Moschovas et al.
Nanomaterials (Basel, Switzerland), 10(8) (2020-08-06)
The synthesis, molecular and morphological characterization of a 3-miktoarm star terpolymer of polystyrene (PS, M¯n = 61.0 kg/mol), polybutadiene (PB, M¯n = 38.2 kg/mol) and polyisoprene (PI, M¯n = 29.2 kg/mol), corresponding to volume fractions (φ) of 0.46, 0.31 and
Lukasz Otulakowski et al.
Polymers, 12(1) (2020-01-17)
In this work, the self-assembly of a series of amphiphilic polystyrene-b-polyglycidol (PS-b-PGL) diblock copolymers in dioxane and dioxane/water mixtures is presented. The PS-b-PGL have an average degree of polymerization (DP) of PS block equal to 29 units and varied degrees
Cheng Chen et al.
Organic & biomolecular chemistry, 15(25), 5364-5372 (2017-06-16)
A series of 6,6-dihalo-2-azabicyclo[3.1.0]hexane and 7,7-dihalo-2-azabicyclo[4.1.0]heptane compounds were prepared by the reaction of dihalocarbene species with N-Boc-2,3-dihydro-1H-pyrroles or -1,2,3,4-tetrahydropyridines. Monochloro substrates were synthesised as well, using a chlorine-to-lithium exchange reaction. The behaviour of several aldehydes and ketones under reductive amination
Leixing Chen et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 24(68), 18012-18019 (2018-11-15)
Although living polymerization methods are widely applicable to organic monomers, their application to inorganic monomers is rare. For the first time, we show that the living poly(methylenephosphine) (PMPn- ) anion can function as a macroinitiator for olefins. Specifically, the phosphaalkene

Questions

1–2 of 2 Questions  
  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

      Helpful?

  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

      Helpful?

Reviews

1 of 3 reviewers received a sample product or took part in a promotion
1–2 of 3 Reviews  

Active Filters

  1. South West, UK
    • Review 1
    • Votes 7
    2 out of 5 stars.

    Titrate your s-BuLi before use

    s-BuLi when titrated came to about 0.73 M not the 1.4 M stated on the bottle

    Helpful?

    1. Response from MilliporeSigma:

      Thank you for taking the time to leave a review! sec-Butyllithium is very sensitive to air, moisture and temperature and should be handled under inert atmosphere. During storage a white precipitate of lithium hydride may form as it slowly decomposes, which is part of the characteristics of this chemical resulting in a limited shelf life. We would love to learn more about your experience and see if there is anything more we can do to help with this issue. When you have a moment, please contact us by visiting https://www.sigmaaldrich.com/support/customer-support and submit a Product Technical Inquiry. We look forward to hearing from you soon!

  2. South West
    • Review 1
    • Votes 6
    1 out of 5 stars.

    Highly turbid, with sediment that doesn't settle

    Highly turbid, with sediment that doesn't settle, giving inconsistent results. Titre is less than half than marketed.

    Helpful?

    1. Response from MilliporeSigma:

      Thank you for taking the time to leave a review! We are sorry to hear that your experience did not meet expectations. We would like to learn more about your experience to see if there is anything we can do to help troubleshoot this issue. When you have a moment, please contact us by visiting https://www.sigmaaldrich.com/support/customer-support and submit a Report Product Issue ticket. We look forward to hearing from you soon!

  3. 1 Ratings-Only Review

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