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195596

Sigma-Aldrich

sec-Butyllithium solution

sec-Butyllithium solution
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1.4 M in cyclohexane

Synonyme(s) :

Lithium-2-butanide, s-BuLi

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About This Item

Formule linéaire :
CH3CH2CH(CH3)Li
Numéro CAS:
598-30-1
Poids moléculaire :
64.06
Beilstein:
3587206
Numéro MDL:
MFCD00009323
Code UNSPSC :
12352103
ID de substance PubChem :
24851700
Nomenclature NACRES :
NA.22
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Forme

liquid

Niveau de qualité

200

Concentration

1.4 M in cyclohexane

Densité

0.769 g/mL at 25 °C

Température de stockage

2-8°C

Chaîne SMILES 

[Li]C(C)CC

InChI

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

Clé InChI

VATDYQWILMGLEW-UHFFFAOYSA-N

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Catégories apparentées

Application

sec-Butyllithium solution (1.4M in cyclohexane) has been used in the multi-step synthesis of 5-methyl-5,6-dihydrothymidine (5-MDHT) from thymidine.[1] It has also been used in the copper-catalyzed asymmetric allylic alkylation (AAA) of allyl bromides, chlorides, and ethers in the presence of a chiral ligand.[2]

Conditionnement

The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Informations légales

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

Mention d'avertissement

Danger

Classification des risques

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

Organes cibles

Central nervous system

Code de la classe de stockage

4.2 - Pyrophoric and self-heating hazardous materials

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

1.4 °F - closed cup

Point d'éclair (°C)

-17 °C - closed cup

Équipement de protection individuelle

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

Listes réglementaires

Les listes réglementaires sont principalement fournies pour les produits chimiques. Seules des informations limitées peuvent être fournies ici pour les produits non chimiques. L'absence d'indication signifie qu'aucun des composants n'est répertorié. Il incombe à l'utilisateur de s'assurer de l'utilisation sûre et légale du produit.

EU REACH Annex XVII (Restriction List)

CAS No.

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Certificats d'analyse (COA)

Lot/Batch Number
SHBS3401
SHBQ9596
STBL2742
SHBQ5914
STBL0210

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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
Qinghui Wang et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 118, 32-39 (2018-03-20)
Tumor pH detection and pH value change monitoring have been of great interest in the field of nanomedicine. In this study, a pH-sensitive near-infrared fluorescence probe SiRB (Si-rhodamine and Boronic acid group) was synthesized by introducing a boronic acid group
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
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Questions

1–2 sur 2 questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 réponse

    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 réponse

    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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Évaluations

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1–2 sur 3 avis  

Filtres actifs

  1. South West, UK
    • Avis 1
    • Votes 7
    2 sur 5 étoiles.

    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

    Traduire avec Google

    Utile ?

    1. Réponse de Sigma-Aldrich Corporation :

      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
    • Avis 1
    • Votes 6
    1 sur 5 étoiles.

    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.

    Traduire avec Google

    Utile ?

    1. Réponse de Sigma-Aldrich Corporation :

      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 avis avec notes uniquement

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