CID 16211915

Base Information

• Chemical Name: CID 16211915
• CAS No.: 4111-55-1
• Molecular Formula: C12H23 N . Li
• Molecular Weight: 187.254
• Mol file: 4111-55-1.mol

Synonyms:SCHEMBL598455

Chemical Property of CID 16211915

Chemical Property:

• Vapor Pressure: 0.0157mmHg at 25°C
• Boiling Point: 256.1°Cat760mmHg
• Flash Point: 96.1°C
• PSA: 0.00000
• Density: g/cm³
• LogP: 4.02550
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 188.19905317
• Heavy Atom Count: 14
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

Lithium dicyclohexylamide 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,C
• Statements: 17-34
• Safety Statements: 16-26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: [Li].C1CCC(CC1)NC2CCCCC2
• Uses: Lithium Dicyclohexylamide is used in processes for preparing 2-Dihalo-ribolactones as synthons for antiviral nucleosides via coupling reaction.

Technology Process of CID 16211915

There total 7 articles about CID 16211915 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: 84.0%

N-cyclohexyl-cyclohexanamine (101-83-7) → lithium dicyclohexylamide (4111-55-1)

Guidance literature:

With n-butyllithium; In hexane; pentane; at -25 - 20 ℃;

DOI:10.1021/jacs.0c11482

Reference yield:

3-(1,3-dioxolan-2-yl)-phenylbromide (17789-14-9) + N-cyclohexyl-cyclohexanamine (101-83-7) → lithium dicyclohexylamide (4111-55-1)

Guidance literature:

N-cyclohexyl-cyclohexanamine; With n-butyllithium; In diethyl ether; hexane; toluene; at -20 - 0 ℃; for 0.25h;

3-(1,3-dioxolan-2-yl)-phenylbromide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri-tert-butyl phosphine;

Reference yield:

methyllithium (917-54-4) + N-cyclohexyl-cyclohexanamine (101-83-7) → lithium dicyclohexylamide (4111-55-1)

Guidance literature:

In diethyl ether; hexane; at -30 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/anie.201305973

upstream raw materials:

diphenylmethyllithium

N-cyclohexyl-cyclohexanamine

(4,4'-Dimethyldiphenylmethyl)lithium

C₂₁H₂₇Li

Downstream raw materials:

n-Octadecanal

N,N-dicyclohexylformamide

N,N,N',N'-tetracyclohexylhydroxymalonamide

N,N-dicyclohexylglyoxylamide hemihydrate

Refernces

• 1、 Xu, Maotong,Qu, Zheng-Wang,Grimme, Stefan,Stephan, Douglas W.. "Lithium Dicyclohexylamide in Transition-Metal-Free Fischer-Tropsch Chemistry". supporting information. p. 634 - 638. Retrieved 2021/01/25.
• 2、 Iwasaki, Masayuki,Yorimitsu, Hideki,Oshima, Koichiro. "Synthesis of (2-arylethylidene)cyclobutanes by palladium-catalyzed reactions of aryl halides with homoallyl alcohols bearing a trimethylene group at the allylic position". experimental part. p. 2177 - 2179. Retrieved 2011/03/20.