36413-60-2

Basic information

• Product Name: 1,3,4,5-tetrahydroxycyclohexanecarboxylic acid
• Synonyms: Hexahydro-1,3,4,5-tetrahydroxybenzoic acid;Cyclohexanecarboxylic acid, 1,3,4,5-tetrahydroxy-, (1.alpha.,3R,4.alpha.,5R)-rel-
• CAS NO: 36413-60-2
• Molecular Formula: C₇H₁₂O₆
• Molecular Weight: 192.16658
• EINECS: 253-023-5
• Mol File: 36413-60-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 438.4°Cat760mmHg
• Flash Point: 233.1°C
• Appearance: /
• Density: 1.828g/cm³
• PKA: 4.27±0.50(Predicted)
• CAS DataBase Reference: 1,3,4,5-tetrahydroxycyclohexanecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,4,5-tetrahydroxycyclohexanecarboxylic acid(36413-60-2)
• EPA Substance Registry System: 1,3,4,5-tetrahydroxycyclohexanecarboxylic acid(36413-60-2)

Safety Data

• Hazardous Substances Data: 36413-60-2(Hazardous Substances Data)

Usage

General Description

1,3,4,5-tetrahydroxycyclohexanecarboxylic acid is a chemical compound with the molecular formula C7H12O7. It is a cyclohexane derivative with four hydroxyl groups and a carboxylic acid group attached to the cyclohexane ring. 1,3,4,5-tetrahydroxycyclohexanecarboxylic acid is an important intermediate in the production of various pharmaceuticals, including antiviral and anticancer drugs. It is also utilized in the synthesis of natural products and synthetic building blocks for organic chemistry. Additionally, 1,3,4,5-tetrahydroxycyclohexanecarboxylic acid is being studied for its potential biomedical applications, particularly in drug delivery systems and as a chelating agent for metal ions.

Upstream product

• 1049703-62-9 chlorogenic acid 
• 640-06-2 1,3,4-trihydroxy-6-oxa-bicyclo[3.2.1]octan-7-one 
• 202650-88-2 3-caffeoylquinic acid 
• 7647-01-0 hydrogenchloride 
• 7664-93-9 sulfuric acid 
• 7732-18-5 water 
• 144-62-7 oxalic acid 
• 25514-46-9 (1S,3S,4R,5R)-3-((3-(3,4-dihydroxyphenyl)propanoyl)oxy)-1,4,5-trihydroxycyclohexane-1-carboxylic acid 
• 77-95-2 D-(-)-quinic acid 
• 191916-39-9 methyl (-)-quinate 
• 135711-62-5 methyl quinicate 
• 213250-58-9 (3R,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-1-hydroxy-4-oxocyclohexanecarboxylic acid methyl ester 
• 896-60-6 (+/-)-1,3t,4t-triacetoxy-5c-hydroxy-cyclohexane-r-carboxylic acid-lactone 
• 770-67-2 (+/-)-γ-Quinide 

Downstream Products

• 99-50-3 3,4-Dihydroxybenzoic acid 
• 1768-31-6 pentachloroacetone 
• 81010-88-0 2,5-dihydroxy-benzene-1,3-disulfonic acid 
• 618-46-2 m-Chlorobenzoyl chloride 
• 90-02-8 salicylaldehyde 
• 123-31-9 hydroquinone 
• 65-85-0 benzoic acid 
• 106-51-4 p-benzoquinone 
• 71-43-2 benzene 
• 99-96-7 4-hydroxy-benzoic acid 
• 32469-24-2 (1R,3R,4R,5R)-(-)-quinic acid tetraacetate 
• 896-60-6 (+/-)-1,3t,4t-triacetoxy-5c-hydroxy-cyclohexane-r-carboxylic acid-lactone 
• 14210-97-0 1,4-dibenzoyloxybenzene 
• 126-47-6 (-)-quinic acid ; salt with urea 

Relevant articles and documents

Synthesis, Structure, and Tandem Mass Spectrometric Characterization of the Diastereomers of Quinic Acid

(-)-Quinic acid possess eight possible stereoisomers, which occur both naturally and as products of thermal food processing. In this contribution, we have selectively synthesized four isomers, namely, epi-quinic acid, muco-quinic acid, cis-quinic acid, and scyllo-quinic acid, to develop a tandem LC-MS method identifying all stereoisomeric quinic acids. Four derivatives have been unambiguously characterized by single-crystal X-ray crystallography. The missing diastereomers of quinic acid were obtained by nonselective isomerization of (-)-quinic acid using acetic acid/concentrated H2SO4 allowing chromatographic separation and assignment of all diastereomers of quinic acid. We report for the first time that a full set of stereoisomers are reliably distinguishable on the basis of their tandem mass spectrometric fragment spectra as well as their elution order. A rationale for characteristic fragmentation mechanisms is proposed. In this study, we also observed that muco-quinic acid, scyllo-quinic acid, and epi-quinic acid are present in hydrolyzed Guatemalan roasted coffee sample as possible products of roasting.