Cucurbituril

Base Information

• Chemical Name: Cucurbituril
• CAS No.: 80262-44-8
• Molecular Formula: C36H36N24O12
• Molecular Weight: 996.835
• European Community (EC) Number: 805-571-7
• DSSTox Substance ID: DTXSID101317823
• Nikkaji Number: J1.139.200H
• Wikidata: Q413979,Q27122602
• Metabolomics Workbench ID: 57744
• Mol file: 80262-44-8.mol

Synonyms:cucurbit(6)uril

Chemical Property of Cucurbituril

Chemical Property:

• Melting Point: -470oC
• Boiling Point: °Cat760mmHg
• PKA: 0.02±0.20(Predicted)
• Flash Point: °C
• PSA: 282.60000
• Density: 2.66g/cm³
• LogP: -7.15440
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -6.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 0
• Exact Mass: 996.29445268
• Heavy Atom Count: 72
• Complexity: 2140

Purity/Quality:

98%,99%, ^*data from raw suppliers

Cucurbit[6]uril (CB[6]) hydrate, 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1N2C3C4N(C2=O)CN5C6C7N(C5=O)CN8C9C2N(C8=O)CN5C8C%10N(C5=O)CN5C%11C%12N(C5=O)CN5C%13C(N1C5=O)N1CN3C(=O)N4CN6C(=O)N7CN9C(=O)N2CN8C(=O)N%10CN%11C(=O)N%12CN%13C1=O

Technology Process of Cucurbituril

There total 33 articles about Cucurbituril 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%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3a,6a-diphenylglycoluril (101241-21-8) + glycouril (496-46-8,117911-83-8) → cucurbituril (80262-44-8) + diphenyl cucurbit[6]uril

Guidance literature:

With ammonium sulfate; sulfuric acid; at 70 - 95 ℃; for 36h;

DOI:10.1021/ol025749o

Reference yield:

C36H36N24O12*C7H15N → cucurbituril (80262-44-8) + cyclohexylmethylamine (3218-02-8)

Guidance literature:

With formic acid; sodium sulfate; In water-d2; at 40 ℃; pH=7.0; Further Variations:; pH-values; Equilibrium constant;

DOI:10.1002/1521-3773(20010903)40:17<3155::AID-ANIE3155>3.0.CO;2-7

Reference yield:

C36H36N24O12*C3H5N → cucurbituril (80262-44-8) + Propargylamine (2450-71-7)

Guidance literature:

With formic acid; at 40 ℃; Equilibrium constant;

DOI:10.1021/jo00283a024

upstream raw materials:

C₅H₁₃N*C₃₆H₃₆N₂₄O₁₂

formaldehyd

glycouril

3a,6a-diphenylglycoluril

Refernces

• 1、 Tang, Yuntao,Wang, Ke,Zuo, Yong,Chen, Xi,Xiong, Yubing,Yuan, Yumin. "Supramolecular assembly of poly(ionic liquid) nanogel driven by host-stabilized charge transfer interaction". . p. 2251 - 2259. Retrieved 2019/11/13.
• 2、 Vinciguerra, Brittany,Cao, Liping,Cannon, Joe R.,Zavalij, Peter Y.,Fenselau, Catherine,Isaacs, Lyle. "Synthesis and self-assembly processes of monofunctionalized Cucurbit[7]uril". supporting information; experimental part. p. 13133 - 13140. Retrieved 2012/10/08.