Tetramethylol acetylenediurea

Name: Tetramethylol acetylenediurea
Brand: ChemScene
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CAS No. 5395-50-6
Cat. No. CS-0140474
Purity≥97%
MDL No.MFCD00043995

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Tetramethylol acetylenediurea|CS-0140474

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General Information

CAS No. 5395-50-6
Cat. No. CS-0140474
Purity ≥97%
MDL No. MFCD00043995
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₄N₄O₆
Molecular Weight 262.22
Synonym(s) Tetramethylol glycoluril
SMILES O=C1N(CO)C(N(CO)C(N2CO)=O)C2N1CO

Description

Tetramethylol acetylenediurea offers a robust, moisture-tolerant platform for crosslinking applications. Featuring four hydroxyl groups attached to a rigid acetylene core, it enables efficient network formation under mild conditions. This structure enhances thermal stability and resistance to hydrolysis in resin systems.

Application

Tetramethylol acetylenediurea serves as a versatile, bench-stable building block for the synthesis of functionalized heterocycles and polyfunctional intermediates. Its four hydroxyl groups enable efficient derivatization via esterification or etherification, while the acetylenic linkage supports selective coupling reactions. The molecule demonstrates excellent functional group tolerance and facilitates straightforward purification, making it well-suited for iterative synthetic workflows in medicinal chemistry and materials development.

Synthesis

Route1
- 50-00-0
- In-stock
  
  496-46-8
- ~79%
- In-stock
  
  5395-50-6
References
- Chemistry of Heterocyclic Compounds, , vol. 42, # 3 p. 365 - 376

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 128.02
LogP -3.087
H_Acceptors 6
H_Donors 4
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Aliphatic heterocycle compounds Imidazolidin compounds

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Tetramethylol acetylenediurea

CAS No. 5395-50-6

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