4111-55-1

Basic information

• Product Name: LITHIUM DICYCLOHEXYLAMIDE
• Synonyms: N-Lithiodicyclohexylamine;LITHIUM DICYCLOHEXYLAMIDE;(Dicyclohexylamino)lithium;Lithiodicyclohexylamine;N-Lithiobis(cyclohexyl)amine;LiN(Cy)2;lithium,dicyclohexylazanide
• CAS NO: 4111-55-1
• Molecular Formula: C₁₂H₂₂LiN
• Molecular Weight: 187.25
• EINECS: 223-894-6
• Product Categories: Chemical Synthesis;Organic Bases;Synthetic Reagents
• Mol File: 4111-55-1.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 256.1°Cat760mmHg
• Flash Point: 96.1°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 0.0157mmHg at 25°C
• CAS DataBase Reference: LITHIUM DICYCLOHEXYLAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: LITHIUM DICYCLOHEXYLAMIDE(4111-55-1)
• EPA Substance Registry System: LITHIUM DICYCLOHEXYLAMIDE(4111-55-1)

Safety Data

• Hazard Codes: F,C
• Statements: 17-34
• Safety Statements: 16-26-27-36/37/39-45
• RIDADR: UN 3393 4.2/PG 1
• WGK Germany: 3
• HazardClass: 4.2
• PackingGroup: I
• Hazardous Substances Data: 4111-55-1(Hazardous Substances Data)

Usage

Uses

Lithium Dicyclohexylamide is used in processes for preparing 2-Dihalo-ribolactones as synthons for antiviral nucleosides via coupling reaction.

InChI:InChI=1/C12H22N.Li/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;/h11-12H,1-10H2;/q-1;+1

Upstream product

• 917-54-4 methyllithium 
• 101-83-7 N-cyclohexyl-cyclohexanamine 
• 17789-14-9 3-(1,3-dioxolan-2-yl)-phenylbromide 
• 110426-35-2 C₂₁H₂₇Li 
• 68695-92-1 (4,4'-Dimethyldiphenylmethyl)lithium 
• 881-42-5 diphenylmethyllithium 

Downstream Products

• 22699-63-4 N,N-dicyclohexylformamide 
• 82024-47-3 N,N,N',N'-tetracyclohexylhydroxymalonamide 
• 83862-72-0 N,N-dicyclohexylglyoxylamide hemihydrate 
• 881-42-5 diphenylmethyllithium 
• 101-83-7 N-cyclohexyl-cyclohexanamine 
• 110-89-4 piperidine 
• 4706-32-5 2-oxo-2-(piperidin-1-yl)acetaldehyde 
• 7560-83-0 N-Methyldicyclohexylamine 
• 110-91-8 morpholine 
• 16423-59-9 2-(morpholin-4-yl)-2-oxoacetaldehyde 
• 500997-68-2 N,N-dicyclohexyl-[(R)-1,1'-spirobiindane-7,7'-diyl]phosphoramidite 
• 118666-11-8 tert-butyl β-(tri-n-butylstannyl)-α-benzyl-propionate 
• 118666-10-7 tert-butyl β-(tri-n-butylstannyl)-α-phenyl-propionate 

Relevant articles and documents

Synthesis of trisubstituted alkenylstannanes through copper-catalyzed three-component coupling of alkylboranes, alkynoates, and tributyltin methoxide

A versatile route to trisubstituted alkenylstannanes is presented. The alkyl and Sn moieties were introduced at the β and α carbon atoms of alkynoates, respectively, in a formal syn addition mode with complete regioselectivity (see scheme). A variety of functional groups were tolerated in the alkylboranes and alkynoates. Copyright

An organocatalytic asymmetric nazarov cyclization

An organocatalytic asymmetric Nazarov cyclization of diketoesters that proceeds by means of a dual activation mechanism has been developed. Screening of a number of catalysts led to a new thiourea that incorporates a primary amino group. The method gives rise to cyclic products with two adjacent quaternary asymmetric carbon atoms, one of which is an all-carbon stereocenter, with complete or nearly complete diastereoselectivity and in high or very high enantiomeric excess. A brief and very convenient synthesis of the acyclic diketoester starting materials through nucleophilic addition to a ketene is also described.

Synthesis of (2-arylethylidene)cyclobutanes by palladium-catalyzed reactions of aryl halides with homoallyl alcohols bearing a trimethylene group at the allylic position

Treatment of aryl bromides with homoallyl alcohols bearing a trimethylene group at the allylic position in the presence of cesium carbonate under palladium catalysis affords (2-arylethylidene) cyclobutanes selectively. The selective formation of the alkylidenecyclobutane skeleton results from regiospecific retroallylation of the homoallyl alcohols, which accompanies the transposition of the double bonds. Georg Thieme Verlag Stuttgart.