(+-)-Weinsure
TARTARIC ACID · RACEMIC ACID · dl-Tartaric acid anhydrous · DL-TARTRATE · DL-Tartaric · Clopidogrel Impurity 45 · DL-Tartaric acid concentrate · Butanedioic acid, 2,3-dihydroxy-, (2R,3R)-rel-
Identifikatoren & physikalische Daten
| CAS No. | 133-37-9 |
|---|---|
| Summenformel | C4H6O6 |
| Durchschnittliche Molmasse | 150,09 g/mol |
| Monoisotopische Masse | 150,01643791 g/mol |
| SMILES | O=C(O)[C@@H](O)[C@@H](O)C(=O)O |
| InChIKey | FEWJPZIEWOKRBE-XIXRPRMCSA-N |
| PubChem CID | 447315 |
| ChEMBL | CHEMBL225983 |
| ChEBI | CHEBI:15673 |
| EC No. | 205-105-7 |
| DTXSID | DTXSID60883336 |
| Lokaler Name | (+-)-Weinsure |
Chemische & physikalische Eigenschaften
| XLogP | -1,9 |
|---|---|
| Polarare Oberfläche (TPSA) | 115 |
| H-Brücken-Donoren | 4 |
| H-Brücken-Akzeptoren | 6 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 134 |
| Stoffklassen | Other Classes -> Organic Acids |
| SpringerMaterials Properties | Crystal structure |
| Duftstoffe | Fragrance Ingredient (Tartaric acid (d-, l-, dl-, meso-)) -> IFRA transparency List |
| LogP (Verteilungskoeffizient) | -0.76 (calculated) |
| Dichte | Relative density (water = 1): 1.791.788 |
| Aromastoffe | EU Flavoring substances |
| Löslichkeit | Solubility in water, g/l at 20 °C: 1400 (very soluble)H2O: 0.1 g/mL, clear |
| Flammpunkt | 210 °C c.c. |
| Schmelzpunkt | 206 °C210-212 °C(lit.) |
| Physical Description | Dry PowderWhite solid[ICSC] Colorless or white odorless solid[JECFA] White odorless crystalline powder[Acros Organics MSDS]WHITE CRYSTALLINE POWDER. |
| Collision Cross Section | 120.87 Ų [M-H]- [CCS Type: DTMethod: stepped-field]118.4 Ų [M-H]- |
| Selbstentzündungstemperatur | 425 °C |
| Siedepunkt | 191.59°C (rough estimate) |
| Dampfdruck | <0.1 hPa (20 °C) |
| FEMA | 3044 | TARTARIC ACID (D-, L-, DL-, MESO-) |
| Brechungsindex | 1.5860 (estimate) |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Liquid |
| pKa (Säurekonstante) | 3.03, 4.37(at 25℃) |
| Farbe | White |
| pH | 3.19(1 mM solution)2.58(10 mM solution)2.03(100 mM solution) |
| Geruch | at 100.00 %. very mild caramellic |
| Geruchsart | odorless |
| Biologische Quelle | synthetic |
| Merck | 14,9069 |
| JECFA Number | 621 |
| BRN | 1725148 |
| Dielektrizitätskonstante | 35.9(-10℃) |
| Stabilität | Stable. Incompatible with bases, oxidizing agents, reducing agents, silver. |
| Hauptanwendungen | flavors and fragrances |
| Kosmetik-Inhaltsstoffe Funktionen | BUFFERINGFRAGRANCE |
| InChI | 1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2-/m0/s1 |
| InChIKey | FEWJPZIEWOKRBE-UHFFFAOYSA-N |
| SMILES | O[C@@H]([C@H](O)C(O)=O)C(O)=O |
| LogP (Verteilungskoeffizient) | -1.43 |
| CAS Datenbank | 133-37-9(CAS DataBase Reference) |
| NIST chemische Informationen | Tartaric acid(133-37-9) |
| EPA chemische Informationen | Butanedioic acid, 2,3-dihydroxy-, (2R,3R)-rel- (133-37-9) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 5.1% (26 of 506) of reports.DangerH315 (22.1%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 506 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Butanedioic acid, 2,3-dihydroxy-, (R*,R*)-(.+-.)-Butanedioic acid, 2,3-dihydroxy-, (2R,3R)-rel- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Butanedioic acid, 2,3-dihydroxy-, (2R,3R)-rel- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 03-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/34095DL-Tartaric acid: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - Butanedioic acid, 2,3-dihydroxy-, (R*,R*)-(.+-.)-: Human health tier I assessment |
| Brandgefahren | Combustible. |
| Gefahrenübersicht | Causes burnsInhalation of aerosol may cause pulmonary edema[ICSC] An irritant[Acros Organics MSDS] |
| Chemical Dangers | The solution in water is a medium strong acid. Reacts with fluorine, strong oxidants, hydrogen peroxide, alkaline compounds and silver. This produces toxic fumes. |
| Physical Dangers | The vapour is heavier than air. |
| Hazard Classes and Categories | Skin Irrit. 2 (22.1%)Skin Irrit. 2 (50%)Skin Irrit. 2 (100%) |
| Brandbekämpfung | Use water spray, powder, foam, carbon dioxide. |
| Erste-Hilfe-Maßnahmen | Fresh air, rest. Seek medical attention if you feel unwell.Remove contaminated clothes. Rinse skin with plenty of water or shower.Rinse with plenty of water for several minutes (remove contact lenses if easily possible). Refer immediately for medical attention.Rinse mouth. Give one or two glasses of water to drink. Seek medical attention if you feel unwell. |
| Sichere Lagerung | Store only in original packaging. |
| Verschüttetes entsorgen | Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Store and dispose of according to local regulations. |
| Eye Prevention | Wear safety goggles. |
| Fire Prevention | NO open flames. |
| Inhalation Risk | A harmful concentration of airborne particles can be reached quickly when dispersed, especially if powdered. |
| Skin Prevention | Protective gloves. Protective clothing. |
| Exposure Prevention | PREVENT DISPERSION OF DUST! STRICT HYGIENE! |
| Ingestion Prevention | Do not eat, drink, or smoke during work. |
| Inhalation Prevention | Use local exhaust, ventilation or breathing protection. |
| Effects of Short Term Exposure | The substance is corrosive to the eyes. The substance is irritating to the skin and upper respiratory tract. |
| Unerwünschte Wirkungen | Dermatotoxin - Skin burns. |
| Expositionspfade | The substance can be absorbed into the body by inhalation and by ingestion. |
| Signs and Symptoms | Cough. Sore throat. Burning sensation.Redness.Redness. Pain. Severe burns.Cough. Sore throat. Burning sensation. Nausea. Vomiting. |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29181200 |
| R-Sätze (R) | 36/37/38-41 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-37/39-36 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Eye Dam. 1 |
| Selbstentzündungstemperatur | 425 °C |
Anwendungen & Verwendung
Occurrence
d-Tartaric acid occurs in many fruits or other parts of the plant, free or combined with potassium, calcium or magnesium. It is also reported found in raw, lean fish, white wine, red wine and port wine.
Verwenden
DL-Tartaric acid is used as a synergist for antioxidants, emulsifier, sequestrant and flavoring agent. It is also added with citric acid to prepare effervescent salts, thereby enhancing the taste of oral medications. It is also utilized in pigments, processing aids, ink, toner and colorant products. It acts as a chelating agent in metal and farming industries. Further, it is used as lubricant and grease. It is mixed with sodium bicarbonate and used as a leavening agent in food preparation. In the pharmaceutical industry, it is utilized in the preparation of tartar emetic, which is used in cough syrup as an expectorant.
Herstellung & Synthese
synthetische
The tartrates used in commerce are obtained as a by-product of wine manufacture and have the L(+) configuration. Produced from argols or wine lees, which are formed in the manufacture of wine by extracting the potassium acid tartrate, transforming this into the calcium salt and then acidifying with dilute sulfuric acid; also by oxidation of d-glucose with nitric acid. The dl-tartaric acid is obtained by boiling the d-tartaric acid with an aqueous solution of NaOH or by oxidation of fumaric acid. The l- and the meso-tartaric acid are also known, but are less important.