138622

D-(−)-Quinic acid

98%

• Sinonimo/i: (-)-Quinic acid, (1alpha,3R,4alpha,5R)-1,3,4,5-Tetrahydroxycyclohexanecarboxylic acid, D-(-)-Quinic acid
• Formula empirica (notazione di Hill): C₇H₁₂O₆
• Numero CAS: 77-95-2
• Peso molecolare: 192.17
• Beilstein: 2212412
• Numero CE: 201-072-8
• Numero MDL: MFCD00003864
• Codice UNSPSC: 51113400
• ID PubChem: 24848361
• NACRES: NA.22

Proprietà

• Livello qualitativo: 200
• Saggio: 98%
• Stato: powder
• Attività ottica: [α]20/D −43.9°, c = 11.2 in H₂O
• Gruppo funzionale: carboxylic acid; hydroxyl
• Stringa SMILE: O[C@@H]1C[C@@](O)(C[C@@H](O)[C@H]1O)C(O)=O
• InChI: 1S/C7H12O6/c8-3-1-7(13,6(11)12)2-4(9)5(3)10/h3-5,8-10,13H,1-2H2,(H,11,12)/t3-,4-,5-,7+/m1/s1; AAWZDTNXLSGCEK-WYWMIBKRSA-N

Descrizione

Descrizione generale

D-(-)-Quinic acid, a plant metabolite, is chiral building block used in multistep chemical synthesis of natural compounds.

Applicazioni

D-(−)-Quinic acid can be used as:      

• A chiral selector electrolyte along with copper(II) sulfate. This electrolyte is utilized in chiral resolution DL-tartaric acid by ligand-exchange capillary electrophoresis method.        
• A starting material in the synthesis of stereoisomers of 3,4,6-trihydroxyazepanes, 7-hydroxymethyl-3,4,5-trihydroxyazepanes, and 3,4,5-trihydroxyazepanes, as potential inhibitors of glycosidase.        
• A precursor for the preparation of trihydroxy piperidine derivatives and (+)-proto-quercitol glycosidase inhibitors.

D-(-)-Quinic acid has been used as a standard to determine the composition of organic acids in bitter gentian teas and in developing cranberry fruit by HPLC. It may be used in the preparation of 3,4-O-isopropylidene-3(R),4(S)-dihydroxycyclohexanone.

Informazioni sulla sicurezza

• Pittogrammi: GHS07
• Avvertenze: Warning
• Indicazioni di pericolo: H319
• Consigli di prudenza: P264 - P280 - P305 + P351 + P338 - P337 + P313
• Classi di pericolo: Eye Irrit. 2
• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 1
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable
• Dispositivi di protezione individuale: Eyeshields, Gloves, type N95 (US)