5802-65-3

Basic information

• Product Name: CYCLOPENTANE-1,1-DICARBOXYLIC ACID
• Synonyms: CYCLOPENTANE-1,1-DICARBOXYLIC ACID
• CAS NO: 5802-65-3
• Molecular Formula: C₇H₁₀O₄
• Molecular Weight: 158.1519
• Product Categories: Carboxylic Acids;Carboxylic Acids;Ring Systems
• Mol File: 5802-65-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 368.9 °C at 760 mmHg
• Flash Point: 191.1 °C
• Appearance: /
• Density: 1.416 g/cm³
• Vapor Pressure: 1.88E-06mmHg at 25°C
• Refractive Index: 1.542
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: pK1:3.23;pK2:4.08 (25°C)
• CAS DataBase Reference: CYCLOPENTANE-1,1-DICARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLOPENTANE-1,1-DICARBOXYLIC ACID(5802-65-3)
• EPA Substance Registry System: CYCLOPENTANE-1,1-DICARBOXYLIC ACID(5802-65-3)

Safety Data

• Statements: 68-20/21/22-36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 5802-65-3(Hazardous Substances Data)

Usage

Purification Methods

Recrystallise the di-acid from water or pentane/Et2O (10:1), and it decarboxylates on melting. [IR, NMR: Hoberg et al. Synthesis 395 1991.]

InChI:InChI=1/C7H10O4/c8-5(9)7(6(10)11)3-1-2-4-7/h1-4H2,(H,8,9)(H,10,11)

Upstream product

• 34867-86-2 2,3-dioxaspiro[4.4]nonane-1,4-dione 
• 99421-73-5 β-phenylethyl trichloroacetimidate 

Downstream Products

• 53179-95-6 cyclopentane-1,1-dicarbonyl dichloride 
• 277756-41-9 1-trifluoromethyl-cyclopentanecarbonyl fluoride 
• 277756-44-2 1-(Trifluoromethyl)-1-cyclopentanecarboxylic acid 
• 54758-32-6 phenyl cyclopentanecarboxylate 
• 3400-41-7 N-phenylcyclopentanecarboxamide 
• 4524-93-0 Cyclopentanecarboxylic acid chloride 
• 3400-45-1 cyclopentanecarboxylic acid 
• 4167-77-5 cyclopentane-1,1-dicarboxylic acid diethyl ester 

Relevant articles and documents

Site-Specific C(sp3)–H Aminations of Imidates and Amidines Enabled by Covalently Tethered Distonic Radical Anions

The utilization of N-centered radicals to synthesize nitrogen-containing compounds has attracted considerable attention recently, due to their powerful reactivities and the concomitant construction of C?N bonds. However, the generation and control of N-centered radicals remain particularly challenging. We report a tethering strategy using SOMO-HOMO-converted distonic radical anions for the site-specific aminations of imidates and amidines with aid of the non-covalent interaction. This reaction features a remarkably broad substrate scope and also enables the late-stage functionalization of bioactive molecules. Furthermore, the reaction mechanism is thoroughly investigated through kinetic studies, Raman spectroscopy, electron paramagnetic resonance spectroscopy, and density functional theory calculations, revealing that the aminations likely involve direct homolytic cleavage of N?H bonds and subsequently controllable 1,5 or 1,6 hydrogen atom transfer.