Hexyllithium

Structural formula
General
Surname	Hexyllithium
other names	n -hexyllithium
Molecular formula	C 6 H 13 Li
Brief description	colorless liquid
External identifiers / databases
CAS number 21369-64-2 EC number 404-950-0 ECHA InfoCard 100.100.655 PubChem 2733163 Wikidata Q5749096
properties
Molar mass	92.108 g mol −1
Physical state	liquid
density	0.766 g cm −3
solubility	reacts violently with water
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary danger H and P phrases H: 260-250-314 EUH: 014 P: ?
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Hexyllithium (more precisely n -hexyllithium) is a chemical compound from the group of organolithium compounds .

Extraction and presentation

Hexyllithium can be obtained, among other things, by reacting an alkyl halide such as 1-chlorohexane with lithium in an inert organic liquid.

${\displaystyle \mathrm {C_{6}H_{13}Cl+2\ Li\longrightarrow C_{6}H_{13}Li+LiCl} }$

properties

Hexyllithium is a pyrophoric colorless viscous liquid that reacts violently with water. It is marketed as a solution in n -hexane .

use

Hexyllithium has similar properties to n -butyllithium and can therefore be used for similar organic syntheses. One advantage is that it does not form any gaseous by-products during deprotonation reactions and hydrolysis .

Individual evidence

1. ^ ^{A b c d e} Wiley-VCH: Ullmann's Fine Chemicals . John Wiley & Sons, 2013, ISBN 978-3-527-68357-4 , pp. 842 ( limited preview in Google Book search).
2. ↑ ^{a b c} Entry for CAS no. 21369-64-2 in the GESTIS substance database of the IFA , accessed on September 8, 2014(JavaScript required) .
3. ↑ Entry on N-hexyllithium in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
4. ↑ Patent CN103435634A : Preparation method of n-hexyl lithium. Published on December 11, 2013 , inventor: 李 典 正, 张江林, 何光明. ‌
5. ↑ Data sheet Hexyllithium solution, 2.3 M in hexane from Sigma-Aldrich , accessed on September 8, 2014 ( PDF ).