2698-11-5

Basic information

• Product Name: LITHIUM N-BUTOXIDE
• Synonyms: LITHIUM N-BUTOXIDE
• CAS NO: 2698-11-5
• Molecular Formula: C₄H₉LiO
• Molecular Weight: 80.05
• Mol File: 2698-11-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: LITHIUM N-BUTOXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: LITHIUM N-BUTOXIDE(2698-11-5)
• EPA Substance Registry System: LITHIUM N-BUTOXIDE(2698-11-5)

Safety Data

• Hazardous Substances Data: 2698-11-5(Hazardous Substances Data)

Usage

General Description

Lithium n-butoxide is a strong base and nucleophile that is commonly used in organic synthesis. It is a lithium alkoxide compound, derived from the alkyl group n-butyl and lithium metal. It is a white to yellow solid that is highly reactive and can spontaneously ignite in air. Lithium n-butoxide is a useful reagent in organic chemistry for performing various reactions, including deprotonation, condensation, and substitution reactions. It is often utilized in the production of pharmaceuticals, agrochemicals, and fine chemicals, as well as in polymerization processes. However, it must be handled with extreme caution due to its hazardous nature and reactivity.

InChI:InChI=1/C4H9O.Li/c1-2-3-4-5;/h2-4H2,1H3;/q-1;+1

Upstream product

• 71-36-3 butan-1-ol 
• 7439-93-2 lithium 

Downstream Products

• 603-33-8 triphenylbismuthane 
• 80-44-4 n-butyl benzenesulfonate 
• 98-11-3 benzenesulfonic acid 
• 53973-76-5 N-methyl-2-(phenylsulfonyl)aniline 
• 71-36-3 butan-1-ol 
• 109-21-7 butyl butyrate 
• 71-43-2 benzene 

Relevant articles and documents

RED-SHIFTED WATER-DISPERSIBLE IR DYES

A phthalocyanine dye of formula (I) is provided; wherein M is a metal group or is absent; Ar1, Ar2, Ar3, Ar4, Ar5, Ar6, Ar7 and Ar8 are selected from phenyl, naphthyl,

Proton affinities and aggregation states of lithium alkoxides, phenolates, enolates, β-dicarbonyl enolates, carboxylates, and amidates in tetrahydrofuran

The proton affinities of the title compounds are represented by their heats of deprotonation, ΔHdep, through reactions with lithium bis(trimethylsilyl)amide, LiHMDS, in tetrahydrofuran at 25°C. Aggregation numbers of the parent acid and of its lithium salt at a concentration of 0.10 M were obtained by vapor-pressure osmometry at 37°C. Lithium phenolates were also studied by conductivity at 25°C. ΔHdeps for 27 oxygen, nitrogen, and carbon acids of varied types correlate fairly well (R = 0.95) with their published pKas in dimethyl sulfoxide although their degrees of aggregation in THF vary from one to over seven. In some cases, the ΔHdep of an acid is strongly dependent on the concentration ratio of LiHMDS to that of the acid's lithium salt at the time of measurement. Aggregation numbers determined by VPO in this report agree with available published values obtained by previous workers using several techniques. There is no obvious relationship between the aggregation number of the lithium salt and the basicity of the corresponding anion as represented by ΔHdep. This observation along with independent evidence for equilibria between monomers, dimers, tetramers, etc. for a number of compounds indicate that there are only small differences between the relative stabilities of different aggregation states. Conductance data for lithium p-nitrophenolate were treated by Wooster analysis, the results of which suggest equilibria between ion triplets, ion pairs, and free ions in THF. The conductance of LiHMDS in this solvent is surprisingly high, and this property was used to demonstrate an interaction between LiHMDS and lithium o-tert-butylphenolate.