Isobutyllithium

Base Information

• Chemical Name: Isobutyllithium
• CAS No.: 920-36-5
• Molecular Formula: C₄H₉Li
• Molecular Weight: 64.0565
• Hs Code.: 29319090
• European Community (EC) Number: 440-620-2,628-083-4
• DSSTox Substance ID: DTXSID50370563
• Mol file: 920-36-5.mol

Synonyms:ISOBUTYLLITHIUM;920-36-5;(2-methylpropyl)lithium;lithium;2-methanidylpropane;EC 440-620-2;i-butyllithium;isobutyl lithium;i-BuLi;DTXSID50370563;YZLMQRULZXAMEC-UHFFFAOYSA-N;AMY14929;AKOS015902194;FT-0689292

Chemical Property of Isobutyllithium

Chemical Property:

• Vapor Pressure: 2580mmHg at 25°C
• Flash Point: -4℃
• PSA: 0.00000
• Density: 0.69
• LogP: 1.61000
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 64.08642872
• Heavy Atom Count: 5
• Complexity: 11.1

Purity/Quality:

99% ^*data from raw suppliers

Isobutyllithium solution technical, ~16% in heptane (~1.7 M) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,C,N
• Statements: 11-14/15-17-34-50/53-65-67-51/53-35
• Safety Statements: 16-26-33-36/37/39-43-45-60-61-62-7/9-43B-6A

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [Li+].CC(C)[CH2-]

Technology Process of Isobutyllithium

There total 4 articles about Isobutyllithium 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: 30.0%

isobutyryl chloride (513-36-0) → (2-methylpropyl)lithium (920-36-5,90269-51-5)

Guidance literature:

With lithium; In n-heptane; at 20 ℃;

DOI:10.1007/BF01431309

Reference yield:

Isobutyl iodide (513-38-2) → (2-methylpropyl)lithium (920-36-5,90269-51-5)

Guidance literature:

With tert.-butyl lithium; In diethyl ether; pentane; -78 deg C, 0.5-1h, warmed to 23 deg C in 0.5-1h;

DOI:10.1021/jo00306a022

Reference yield:

isobutyryl chloride (513-36-0) → (2-methylpropyl)lithium (920-36-5,90269-51-5)

Guidance literature:

upstream raw materials:

isobutyryl chloride

Isobutyl iodide

Downstream raw materials:

1-(2-methylpropyl)-1-cyclohexanol

3-methyl-1-phenyl-1,2-pentanedione

diethyl isobutylphosphonate

2,5-dimethylhexane

Refernces

• 1、 -. "Convergent synthesis of alpha -aryl- beta -ketonitriles". . . Retrieved 2008/06/13.
• 2、 Negishi, Ei-ichi,Swanson, Douglas R.,Rousset, Christophe J.. "Clean and Convenient Procedure for Converting Primary Alkyl Iodides and α,ω-Diiodoalkanes into the Corresponding Alkyllithium Derivatives by Treatment with tert-Butyllithium". . p. 5406 - 5409. Retrieved 2007/10/02.