sec-Butyllithium

Base Information

• Chemical Name: sec-Butyllithium
• CAS No.: 598-30-1
• Deprecated CAS: 72993-42-1
• Molecular Formula: C4H9Li
• Molecular Weight: 64.0565
• Hs Code.: 29319090
• European Community (EC) Number: 209-927-7
• UNII: 5YV3GII1TB
• DSSTox Substance ID: DTXSID80883459
• Wikipedia: Sec-Butyllithium
• Wikidata: Q220108
• Mol file: 598-30-1.mol

Synonyms:sec-Butyllithium;598-30-1;2-butyllithium;Lithium, (1-methylpropyl)-;s-BuLi;lithium;butane;s-butyllithium;sec-BuLi;sec-butyl lithium;5YV3GII1TB;EC 209-927-7;(1-Methylpropyl)lithium;s-butyl lithium;Lithium, sec-butyl-;UNII-5YV3GII1TB;secbutyllithium;b-butyllithium;sec-butyllitium;s-butyl-lithium;sec butyllithium;sec.butyllithium;secbutyl lithium;sBuLi;2-butyl lithium;sec-butyl-lithium;sec.-butyllithium;Sec. butyllithium;sec. butyl lithium;sec.-butyl lithium;Sec. butyl-lithium;EINECS 209-927-7;MFCD00009323;1-methylpropyllithium;secondary butyllithium;secondary butyl lithium;BUTYLLITHIUM, SEC-;DTXSID80883459;VATDYQWILMGLEW-UHFFFAOYSA-N;AMY14890;AKOS000121177;AKOS015902111;Q220108

Chemical Property of sec-Butyllithium

Chemical Property:

• Appearance/Colour: clear yellowish solution
• Flash Point: -17 °C
• PSA: 0.00000
• Density: 0.769 g/mL at 25 °C
• LogP: 1.75410
• Storage Temp.: 2-8°C
• Sensitive.: Air & Moisture Sensitive
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 64.08642872
• Heavy Atom Count: 5
• Complexity: 7.6

Purity/Quality:

99% ^*data from raw suppliers

s-Butyllithium, 12% in cyclohexane (1.4M) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C,N
• Hazard Codes: F,C,N
• Statements: 11-15-17-34-50/53-65-67-66-51/53-14/15
• Safety Statements: 26-36/37/39-43-45-60-61-62-33-16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Metals -> Metals, Organic Compounds
• Canonical SMILES: [Li+].CC[CH-]C
• Uses: sec-Butyllithium is used almost exclusively as a polymerization catalyst. It is more expensive than n-butyllithium and is used mainly because of its greater reactivity and faster polymerization initiation.

Technology Process of sec-Butyllithium

There total 4 articles about sec-Butyllithium which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.8%

s-butyl chloride (78-86-4,53178-20-4) + s-butylmagnesium chloride (15366-08-2,79722-38-6) + lithium (7439-93-2) → sec.-butyllithium (598-30-1) + di-sec-butylmagnesium (17589-14-9)

Guidance literature:

In tetrahydrofuran; toluene; at 20 - 25 ℃; for 3.75 - 4.58333h; Product distribution / selectivity;

Reference yield: 41.8%

s-butyl chloride (78-86-4,53178-20-4) → sec.-butyllithium (598-30-1)

Guidance literature:

With sodium; lithium; In hexane; at 20 - 40 ℃; for 6.5h; under 217.522 Torr;

Reference yield:

s-butyl chloride (78-86-4,53178-20-4) → sec.-butyllithium (598-30-1)

Guidance literature:

upstream raw materials:

s-butyl chloride

s-butylmagnesium chloride

lithium

Downstream raw materials:

3-deuterio-2,4-dimethyl-hex-2-ene

4-methyl-3-phenylhexanal

2-(1-methylpropyl)quinoline

N-(4-s-Butylbenzylidene)-t-butylamine

Refernces

• 1、 Su, Chicheung,Hopson, Russell,Williard, Paul G.. "Characterization of hexameric and octameric sec-butyllithium/sec-butoxide mixed aggregates". . p. 4136 - 4141. Retrieved 2013.
• 2、 -. "Method for Preparing Diorganomagnesium-Containing Synthesis Means". Page/Page column 25-26. . Retrieved 2008/12/04.