D-(-)-Quinic Acid TCI Q0009

Chemical Identity

CAS No.: 77-95-2
PubChem: CID 6508·SID 87575547
Formula: C7H12O6
Molecular weight: 192.17 g/mol
Purity: >98.0%(T)
Reference databases: ChEBI·ChemSpider·ECHA·Wikipedia

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: trans-(3R,5R)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylic acid
SMILES: C1[C@H](C([C@@H](CC1(C(=O)O)O)O)O)O
InChIKey: AAWZDTNXLSGCEK-LNVDRNJUSA-N

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D-(-)-Quinic Acid from TCI, product code Q0009, is a naturally occurring cyclitol acid: a carboxylic acid on a cyclohexane ring that carries several hydroxyl groups. The compound, registered under CAS number 77-95-2, is found in cinchona bark, coffee beans and many other plants. Because nature supplies it as a single enantiomer, D-(-)-quinic acid is an important member of the "chiral pool." In the laboratory it serves both as a chiral resolution reagent and as a starting material for asymmetric synthesis.

The main strength of D-(-)-quinic acid is its cyclohexane framework, which has several chiral centres with fixed configurations. This framework gives chemists a ready-made stereochemical template, so they do not have to build chirality from scratch. Its acidic carboxyl group can form diastereomeric salts with racemic amines, and those salts can then be separated by crystallisation. The hydroxyl groups can be protected or modified selectively, which suits stepwise synthetic routes that need control at each stage. Its many polar groups also make the compound readily soluble in water, which simplifies work in aqueous systems and in some purification steps.

In Indonesia, D-(-)-quinic acid is relevant to organic synthesis and medicinal chemistry laboratories that need chiral starting materials. University research groups working on natural product chemistry and stereoselective methods can use it as a dependable, well-defined building block. Pharmaceutical research and development teams can use it to resolve racemic amine intermediates. Teaching laboratories can also use it to show how chiral pool compounds and diastereomeric salt formation work in practice.

TCI brochures (PDF)

Chiral Auxiliaries and Optical Resolving Agents 2025-06-17 · p. 6

Related TCI products

Chiral resolution of racemic amines: the acidic carboxyl group forms diastereomeric salts with amine enantiomers, and these salts can then be separated by crystallisation into enantiomerically enriched fractions.
Asymmetric synthesis starting material: as a single-enantiomer chiral pool compound, it provides a cyclohexane framework with fixed chiral centres, so chemists do not have to build stereochemistry from scratch.
Stepwise synthesis of complex targets: its several hydroxyl groups can be protected or modified selectively, which allows controlled, sequential transformations in multistep organic synthesis routes.
Medicinal chemistry research: laboratories that design chiral drug candidates can use its defined stereochemical template to prepare enantiopure intermediates and structurally related analogues for further study.
Natural product and teaching studies: because it occurs in cinchona bark and coffee beans, it is a practical example for studying plant-derived chiral compounds and demonstrating chiral pool concepts.

Brand	TCI (product code Q0009)
CAS number	77-95-2
Molecular formula	—
Purity	—
Category	Chemistry > Asymmetric Synthesis > Chiral Resolution Reagents
Pack sizes	Available in the pack sizes listed on the product page; contact AMI Scientific for current options
Physical form	Refer to the TCI certificate of analysis and product documentation
Storage	Keep in a tightly closed container in a cool, dry place; follow the label and SDS

Store D-(-)-Quinic Acid in its original, tightly sealed container in a cool, dry, well-ventilated area, away from direct sunlight, heat sources and incompatible substances such as strong oxidising agents. Because the compound is highly polar and water-soluble, keep moisture out by resealing the container promptly after each use. Weigh and transfer it with clean, dry tools to avoid contamination. Wear standard laboratory protective equipment, including safety glasses, gloves and a lab coat, and avoid breathing in dust or letting it touch your skin or eyes. Always read the Safety Data Sheet (SDS) supplied with the product for specific hazard, first-aid and disposal guidance, and follow your institution's chemical safety procedures.

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