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Product: 598-30-1 Sec Butyllithium

sec-Butyllithium, typ. 12 % solution in Cyclohexane

C6H13Li

CAS Number:  598-30-1 EC Number:  209-927-7 REACH Number:  01-2119913304-49-0000

sec-Butyllithium (CAS 598-30-1) is a lithium alkyl with molecular formula C4H9Li. It is provided as a typ. 12% solution in Cyclohexane (typ. 1.4 M) and typically has a colorless to clear pale yellow appearance.

It is used as an initiator for anionic polymerization of olefines such as isoprene, butadiene and styrene. Furthermore, it shows broad synthetic application as a strong base applied for example in (hetero-)arene metalation and as a reagent for halogen-lithium exchange. Further synthetic applications include alkylation and transmetalation reactions.

s-Butyllithium reacts readily with moisture and oxygen and should be handled under dry, inert conditions. Consult the SDS and site-specific procedures for compatible materials, fire response, and storage.

Physical and Chemical Properties
Property Value
IUPAC Name
lithium butane
Molecular Weight
64.06g/mol
Appearance
Liquid
Color
Clear To Yellow
Flash Point
-26 °C
Boiling Point
75 - 80 °C
Density
ca. 0.75 g/cm3 at 20 °C
Solubility in Water
(Not applicable)
Additional Properties
Composition of solvent: abt. 92 % cyclohexane abt. 8 % hexanes

Applications

Initiator for olefin polymerization. Alkylating and metalating agent.

Specifications

Chemical analysis:
  • active base typ. 11.5 - 12.5 % (1.4 M)
  • free base *) typ. < 0.3 %
  • activity typ. > 97.4 %
  • Cl (covalent) typ. < 0.03 %
  • *) mainly LiOC4H9

    Method of Analysis

    Total base: titration of base resulting from hydrolysis. Free base: removal of butyllithium with benzyl chloride, hydrolysis and titration of residual base.

    Handling Instructions

    Butyllithium should always be handled under inert gas like nitrogen although hydro-carbon solutions of sec-butyllithium in containers of LiR of approx. 12 % normally do not ignite spontaneously when coming in contact with air. Increase in concentration due to evaporation of solvent results in rising danger of self-ignition.

    Storage Instructions

    Under exclusion of air and humidity and when stored in a cool place, the solutions are fairly stable (decomposition rate at 5 °C: abt. 0.2 %; at 20 °C: abt. 1.4 %; at 35 °C: abt. 10 % of active material per month). Decomposition does not cause pressure build up in containers. However, after longer storage, LiH can precipitate as a finely dispersed white powder that will nearly always ignite when coming in contact with air. For quality reasons sec-Butyllithium should be stored between -15 °C and 20 °C. Pay attention to official safety regulations (see also: ' 'Transport regulations' and 'GHS Hazard Pictograms', especially fire-fighting). Please ask for our Butyllithium brochure.

    Legal Disclaimer

    The information presented herein is believed to be accurate and reliable but is presented without guarantee or responsibility on the part of Albemarle Corporation and its subsidiaries and affiliates. It is the responsibility of the user to comply with all applicable laws and regulations and to provide for a safe workplace. The user should consider any health or safety hazards or information contained herein only as a guide and should take those precautions which are necessary or prudent to instruct employees and to develop work practice procedures in order to promote a safe work environment. Further, nothing contained herein shall be taken as an inducement or recommendation to manufacture or use any of the herein materials or processes in violation of existing or future patent.