3057-91-8

Basic information

• Product Name: spiro[3.3]heptane-2,6-dicarboxylic acid
• Synonyms: spiro[3.3]heptane-2,6-dicarboxylic acid;Spiro[3.3]heptane-2,6-dic...;spiro-[3.3]-Heptane-2,6-dicarboxylic acid fecht's acid;Fecht acid;NSC 47621;Spiro[3.3]heptane-2,6-dicarboxylic acid - S7175
• CAS NO: 3057-91-8
• Molecular Formula: C9H12O4
• Molecular Weight: 184.19
• Mol File: 3057-91-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 230-235℃
• Boiling Point: 417.8°Cat760mmHg
• Flash Point: 220.6°C
• Appearance: /
• Density: 1.40
• Vapor Pressure: 3.77E-08mmHg at 25°C
• Refractive Index: 1.568
• Storage Temp.: 2-8°C
• PKA: 4.35±0.40(Predicted)
• CAS DataBase Reference: spiro[3.3]heptane-2,6-dicarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: spiro[3.3]heptane-2,6-dicarboxylic acid(3057-91-8)
• EPA Substance Registry System: spiro[3.3]heptane-2,6-dicarboxylic acid(3057-91-8)

Safety Data

• Hazardous Substances Data: 3057-91-8(Hazardous Substances Data)

Usage

General Description

Spiro[3.3]heptane-2,6-dicarboxylic acid is a chemical compound with a unique molecular structure consisting of a spirocyclic ring and two carboxylic acid groups. It is used in the production of pharmaceuticals, agrochemicals, and other organic compounds. spiro[3.3]heptane-2,6-dicarboxylic acid has potential applications in the synthesis of novel materials, such as polymers and dyes, due to its versatile chemical reactivity. Additionally, spiro[3.3]heptane-2,6-dicarboxylic acid has been studied for its potential pharmacological properties, including its ability to act as an inhibitor of certain enzymes and receptors in the human body. Overall, this compound has the potential to be utilized in a wide range of applications in the fields of chemistry, pharmaceuticals, and materials science.

InChI:InChI=1/C9H12O4/c10-7(11)5-1-9(2-5)3-6(4-9)8(12)13/h5-6H,1-4H2,(H,10,11)(H,12,13)

Upstream product

• 3229-00-3 pentaerythritol tetrabromide 
• 18424-76-5 dimethyl malonate sodium salt 
• 22290-30-8 spiro[3.3]heptane-2,2,6,6-tetracarboxylic acid 
• 1071-46-1 hydrogen ethyl malonate 
• 27259-79-6 dimethyl spiro[3.3]heptane-2,6-dicarboxylate 
• 105-53-3 diethyl malonate 
• 2514-70-7 pentaerythritol tetrakis(benzenesulfonate) 

Downstream Products

• 27259-79-6 dimethyl spiro[3.3]heptane-2,6-dicarboxylate 
• 10481-25-1 Methyl-hydrogen-spiro<3.3>heptan-2,6-dicarboxylat 
• 132616-34-3 diethyl spiro[3.3]heptane-2,6-dicarboxylate 
• 52097-91-3 (+)-2,6-dibromo-spiro[3.3]heptane-dicarboxylic acid-(2.6) 

Relevant articles and documents

Preparation and characterization of a new chiral metal-organic framework with spiranes

Herein we report the first homochiral IRMOF structure with chiral carbocyclic spirolinkers, basic Zn-(R)-spiro[3.3]heptane-2,6-dicarboxylate, named WIG-5. First, (R)-spiro[3.3]heptane-2,6-dicarboxylic acid was prepared involving a HPLC separation on chiral stationary phase, then further transformed into homochiral WIG-5 by the solvothermal reaction with zinc nitrate hexahydrate in dimethyl formamide (DMF). WIG-5 crystallizes in the P212121 space group and is built of two interpenetrated networks with pcu underlying network topology. The tetranuclear secondary building units (SBUs) of WIG-5 are coordinated to two DMF molecules and six (R)-spiro[3.3]heptane-2,6-dicarboxylic acid linkers, that results in the formation of a homochiral distorted MOF-5-like structure. Extensive characterization by single crystal X-ray diffraction, powder X-ray diffraction, polarized light microscopy, infrared microspectroscopy, solid-state vibrational circular dichroism spectroscopy and thermogravimetry/mass spectroscopy has been performed on the new material. Birefringence of large WIG-5 single crystals enables potential optical applications.

Cyclobutane-derived diamines: Synthesis and molecular structure

Cyclobutane diamines (i.e., cis- and trans-1,3-diaminocyclobutane, 6-amino-3-azaspiro[3.3]heptane, and 3,6-diaminospiro[3.3]heptane) are considered as promising sterically constrained diamine building blocks for drug discovery. An approach to the syntheses of their Boc-monoprotected derivatives has been developed aimed at the preparation of multigram amounts of the compounds. These novel synthetic schemes exploit classical malonate alkylation chemistry for the construction of cyclobutane rings. The conformational preferences of the cyclobutane diamine derivatives have been evaluated by X-ray diffraction and compared with the literature data on sterically constrained diamines, which are among the constituents of commercially available drugs.