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

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

Fecht's acid revisited: A spirocyclic dicarboxylate for non-aromatic MOFs

Spiro[3.3]heptane-2,6-dicarboxylic acid (Fecht's acid, H2SHDC) is examined as a non-aromatic terephthalic acid isostere for the first time. The rigid spirocyclic backbone provides greater steric bulk than conventional aromatic dicarboxylates with consequences for pore chemistry and control of interpenetration, presented here in the structures of two new MOFs. Complex 1 is a three-dimensional rod packed structure consisting of Yb-carboxylate chains bridged by SHDC linkers which, although non-porous, exhibits a surprisingly high thermal stability for a spirocyclic cyclobutane derivative. Complex 2 is a co-ligand complex of SHDC with trans-1,2-bis(4-pyridyl)ethene (bpe) which contains linear solvent channels despite fourfold interpenetration. Although the framework does not retain its structure following evacuation, a clear difference is observed in the extended structure compared to the structurally related terephthalate species. This observation suggests the non-aromatic backbone of Fecht's acid and other rigid aliphatic linkers may prove an effective means to disfavour deleterious close inter-framework contacts which prevail in interpenetrated aromatic MOFs. This journal is

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.