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195596

Sigma-Aldrich

sec-Butyllithium solution

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
Numéro Beilstein :
3587206
Numéro MDL:
MFCD00009323
Code UNSPSC :
12352103
ID de substance PubChem :
24851700
Nomenclature NACRES :
NA.22

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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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. 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.

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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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
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
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
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