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Sigma-Aldrich

sec-Butyllithium solution

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

1.4 M in cyclohexane

Synonym(s):

Lithium-2-butanide, s-BuLi

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50 ML
$57.70
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$88.80
100 ML
$93.30
800 ML
$267.00

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50 ML
$57.70
4 X 25 ML
$88.80
100 ML
$93.30
800 ML
$267.00

About This Item

Linear Formula:
CH3CH2CH(CH3)Li
CAS Number:
Molecular Weight:
64.06
Beilstein/REAXYS Number:
3587206
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
concentration:
1.4 M in cyclohexane

$57.70


In StockDetails


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form

liquid

Quality Level

concentration

1.4 M in cyclohexane

density

0.769 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

[Li]C(C)CC

InChI

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

InChI key

VATDYQWILMGLEW-UHFFFAOYSA-N

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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]

Packaging

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

Legal Information

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

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Danger

Hazard Classifications

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

target_organs

Central nervous system

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk_germany

WGK 2

flash_point_f

1.4 °F - closed cup

flash_point_c

-17 °C - closed cup

ppe

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


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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
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
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
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
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

Reviews

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

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  1. South West, UK
    • Review 1
    • Votes 6
    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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