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Merck
CN

G7305

Glycoluril

97%

Synonym(s):

Acetylene carbamide, Acetylenediurea, NSC 2765, Tetrahydroimidazo[4,5-d]imidazole-2,5-dione

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About This Item

Empirical Formula (Hill Notation):
C4H6N4O2
CAS Number:
Molecular Weight:
142.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
207-821-5
Beilstein/REAXYS Number:
128826
MDL number:
Assay:
97%
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InChI

1S/C4H6N4O2/c9-3-5-1-2(7-3)8-4(10)6-1/h1-2H,(H2,5,7,9)(H2,6,8,10)

InChI key

VPVSTMAPERLKKM-UHFFFAOYSA-N

SMILES string

O=C1NC2NC(=O)NC2N1

assay

97%

mp

>300 °C (lit.)

Quality Level

Application

Reactant involved in synthesis of:
  • Glycouril hexamers and monofunctionalized cucurbit[6]uril derivatives
  • N-chloro compounds from trichloroisocyanuric acid
  • Glycouril trimers

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


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Wolfgang-Andreas C Bauer et al.
Advanced materials (Deerfield Beach, Fla.), 23(45), 5404-5408 (2011-10-20)
Electron beam lithography is a powerful technique for the production of nanostructures but pattern quality depends on numerous interacting process variables. Orthogonal gradients of resist composition, baking temperatures, and development time as well as dose variations inside writing fields are
Anxin Wu et al.
The Journal of organic chemistry, 67(16), 5817-5830 (2002-08-03)
Methylene-bridged glycoluril dimers are the fundamental building blocks of cucurbituril (CB[6]), its homologues (CB[n]), and its derivatives. This paper describes three complementary methods for the synthesis of C- and S-shaped methylene-bridged glycoluril dimers (29-34 and 37-44). For this purpose, we
Chandra Kanth P et al.
ACS omega, 6(4), 3024-3036 (2021-02-09)
A supramolecular cucurbit[6]uril (CB[6])-enriched magnetic montmorillonite (CBCM) nanocomposite was prepared and characterized. CB[6] played a prominent role as a capping agent, helping in better distribution of the nanoparticles, and as a binder between nanoparticles. Montmorillonite provided structural stability and fortified
Konrad Tiefenbacher et al.
Chemical communications (Cambridge, England), 47(26), 7341-7343 (2011-06-02)
The synthesis of an azo-benzene glycoluril supergelator is reported. The control over the gel/sol state can be accomplished by irradiation and heat, but also (in a unidirectional sense) by incorporation of the glycoluril into a more stable supramolecular assembly.
Derick Lucas et al.
Organic letters, 13(15), 4112-4115 (2011-07-12)
The fragmentation reaction of bis-nor-seco-CB[10] with 3,5-dimethylphenol (3) delivers methylene bridged glycoluril pentamer 5 in 81% yield. The host-guest recognition properties of the previously known tetramer 4 and those of pentamer 5 and hexamer 6 toward cationic guests in water

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