100749-12-0

Basic information

• Product Name: 3,4-DI(CYCLOHEXYLAMINO)CYCLOBUT-3-ENE-1,2-DIONE
• Synonyms: 3,4-DI(CYCLOHEXYLAMINO)CYCLOBUT-3-ENE-1,2-DIONE;3,4-BIS(CYCLOHEXYLAMINO)CYCLOBUT-3-EN-1,2-DIONE
• CAS NO: 100749-12-0
• Molecular Formula: C₁₆H₂₄N₂O₂
• Molecular Weight: 276.37
• Mol File: 100749-12-0.mol

Chemical Properties

• Boiling Point: 414.3°Cat760mmHg
• Flash Point: 145.5°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 4.48E-07mmHg at 25°C
• Refractive Index: 1.555
• CAS DataBase Reference: 3,4-DI(CYCLOHEXYLAMINO)CYCLOBUT-3-ENE-1,2-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DI(CYCLOHEXYLAMINO)CYCLOBUT-3-ENE-1,2-DIONE(100749-12-0)
• EPA Substance Registry System: 3,4-DI(CYCLOHEXYLAMINO)CYCLOBUT-3-ENE-1,2-DIONE(100749-12-0)

Safety Data

• Hazardous Substances Data: 100749-12-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3,4-DI(CYCLOHEXYLAMINO)CYCLOBUT-3-ENE-1,2-DIONE serves as a key intermediate in the synthesis of pharmaceutical compounds, leveraging its unique structure to contribute to the development of new drugs with diverse therapeutic applications.
Used in Materials Science:
In the field of materials science, 3,4-DI(CYCLOHEXYLAMINO)CYCLOBUT-3-ENE-1,2-DIONE is utilized as a building block for the creation of advanced materials, capitalizing on its chemical properties to enhance material performance and functionality.
While the provided materials do not specify particular applications or industries for 3,4-DI(CYCLOHEXYLAMINO)CYCLOBUT-3-ENE-1,2-DIONE beyond its role as a building block and intermediate, its potential uses in the pharmaceutical and materials science industries are inferred based on its classification and the nature of its chemical structure. Further research and development would be necessary to explore and confirm specific applications within these fields.

InChI:InChI=1/C16H24N2O2/c19-15-13(17-11-7-3-1-4-8-11)14(16(15)20)18-12-9-5-2-6-10-12/h11-12,17-18H,1-10H2

Upstream product

• 2892-63-9 3,4-Dichlorocyclobut-3-ene-1,2-dione 
• 2211-64-5 N-cyclohexyl-hydroxylamine 
• 108-91-8 cyclohexylamine 
• 5231-87-8 3,4-diethoxy-3-cyclobuten-1,2-dione 

Relevant articles and documents

Squaramide–Quaternary Ammonium Salt as an Effective Binary Organocatalytic System for Oxazolidinone Synthesis from Isocyanates and Epoxides

Squaramide–quaternary ammonium salt is illustrated as a simple, tunable, and competent metal-free binary catalytic platform for the atom-economic conversion of epoxides and isocyanates into oxazolidinones. Although, various metal catalysts have been employed for the title reaction, application of organocatalysis is scarce. At first, a rational survey of catalytic activity of several air-stable and architecturally distinct squaramides was undertaken. Thereafter, the impact on catalytic capability of different parameters, such as temperature, catalyst loading, and nature of nucleophiles, was examined. This binary organocatalytic system for the oxazolidinone synthesis, composed of a squaramide entity along with a suitable halide anion, was applied to the challenging conversion of a plethora of alkyl- and aryl-substituted epoxides– including disubstituted and enantioenriched ones– and isocyanates into the corresponding oxazolidinones in high-to-excellent yields. The time-dependent formation of oxazolidinone from epoxide and isocyanate was monitored by FTIR-ATR and 1H NMR spectroscopy and the scalability of this process was also described. In light of 1H NMR experiment, a hydrogen-bonding/anion-binding mechanism was proposed wherein the nucleophilic ring-opening operation, and oxo- and carbamate-anions stabilization occur cooperatively towards isocyanate fixation.

Copper-mediated synthesis of tertiary diaryl squaramides

(Chemical Equation Presented) Tertiary aryl squaramides were synthesized by using copper catalyzed C-N bond-formation with L-proline as the ligand. Symmetrical diaryl squaramides could be prepared in a one-pot reaction by using excess aryl bromide with va