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D-Tartaric acid

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D-Tartaric acid Basic information
D-Tartaric acid Chemical Properties
  • Melting point:172-174 °C(lit.)
  • alpha -12.1 º (c=20, H2O)
  • Boiling point:191.59°C (rough estimate)
  • Density 1,8 g/cm3
  • refractive index -12.5 ° (C=5, H2O)
  • Flash point:210 °C
  • storage temp. Store below +30°C.
  • solubility water: soluble100mg/mL, clear, colorless
  • pka3.0, 4.4(at 25℃)
  • form Crystals or Crystalline Powder
  • color White
  • optical activity[α]20/D 13.5±0.5°, c = 10% in H2O
  • Water Solubility 1394 g/L (20 ºC)
  • Sensitive Light Sensitive
  • Merck 14,9068
  • BRN 1725145
  • Stability:Stable. Incompatible with oxidizing agents, bases, reducing agents. Combustible.
  • InChIKeyFEWJPZIEWOKRBE-LWMBPPNESA-N
  • CAS DataBase Reference147-71-7(CAS DataBase Reference)
  • NIST Chemistry ReferenceD-Tartaric acid(147-71-7)
  • EPA Substance Registry SystemButanedioic acid, 2,3-dihydroxy-, (2S,3S)- (147-71-7)
Safety Information
  • Hazard Codes Xi
  • Risk Statements 36/37/38
  • Safety Statements 26-36/37-37/39-36
  • WGK Germany 3
  • RTECS WW7875000
  • Autoignition Temperature425 °C
  • Hazard Note Light Sensitive
  • TSCA Yes
  • HS Code 29181200
MSDS
D-Tartaric acid Usage And Synthesis
  • Chemical propertiesThere are three stereoisomers of tartaric acid: dextrose tartaric acid, levophyllic acid and meso tartaric acid. The optical rotation of the mixture of the same amount of dextrorotatory and levorotism is mutually offset, known as racemic tartaric acid. The mesomer does not exist in nature and can be synthesized chemically. Various tartaric acids are colorless crystals that are easily soluble in water.
  • ApplicationD-(-)-tartaric acid is widely used as an acidizing agent for beverages and other foods, and this use is similar to citric acid. Tartaric acid can be used as an acid dye mordant when it is combined with tannin. It is also used for some development and fixing operations in the photographic industry. Its iron salts are photosensitive and therefore they can be used to make blueprints. Tartaric acid could complex with a variety of metal ions, and it could be used for cleaning agent and polishing agent of metal surface. Potassium tartrate (Rochelle salt) can be used to prepare Fehling reagent, and it is also used as as laxatives and diuretics in medicine. In addition, it is also used as an intermediate of quinophan. The crystal has piezoelectric properties, so it could be used for the electronics industry.
    It is used as a chromatographic reagent and masking agent.
    It is used as resolving agent of medicine and as biochemical reagent. This product is widely used in food industry, such as beer foaming agent, food sour agent, flavoring agent. And it is also used for refreshing drinks, candy, fruit juice, sauce, cold dishes and baking powder. This product is in line with the Japanese food additives certificate.
    It is used as chiral source and resolving agent for chiral synthesis.
  • PreparationD-(-)-tartaric acid is mainly present in the form of potassium salt in the fruit of a variety of plants, and a small amount of it exists in free form. We produce dextrose tartaric acid through glucose fermentation industrially. The racemate can be prepared by fumaric acid with potassium permanganate as oxidant. The mesomer can be prepared by maleic acid with potassium permanganate as oxidant. L-lactic acid can be obtained by resolution of racemates. In the practical application of tartaric acid, the main application is dextrose tartaric acid or its complex salt. The by-product tartra of brewing grape is the main raw material of actual production of tartaric acid, and the all tartaric acids are dextrose tartaric acids.
  • Chemical Propertieswhite crystals
  • UsesD-(-)-Tartaric Acid the synthetic enantiomer of L-(+)-Tartaric Acid (T007630), used in the preparation of synthetic analgesics.
  • Usestartaric acid is the second largest AHA in size (glycolic acid being the smallest AHA and citric acid the largest). It is not frequently used in cosmetic or anti-aging preparations as formulators find it difficult to work with and it can cause irritation to the skin.
  • UsesTartaric Acid is an acidulant that occurs naturally in grapes. It is hygroscopic and rapidly soluble, with a solubility of 150 g in 100 ml of distilled water at 25°c. It has a slightly tarter taste than citric acid, with a tartness equivalent of 0.8–0.9. It augments the flavor of fruits in which it is a natural constituent. It is used in grapeand limeflavored beverages and grape-flavored jellies. It is used as an acidulant in baking powder and as a synergist with antioxidants to prevent rancidity.
  • DefinitionChEBI: The D-enantiomer of tartaric acid.
  • Biotechnological ProductionTartaric acid is generally produced from crude tartar and lees, which are byproducts of wine production. However, there are a few reports of fermentative production of tartaric acid by Gluconobacter suboxydans growing on Glucose or sorbitol. Vanadate plays a central role in this process. The microorganism forms 5-keto-D-gluconic acid, which is oxidized to tartaric acid. The vanadium catalyzes this reaction. Product concentrations up to 2.96 g.L-1 have been observed after 3 days of fermentation.
  • Purification MethodsCrystallise the acid from distilled H2O or *benzene/diethyl ether containing 5% of pet ether (b 60-80o) (1:1). Soxhlet extraction with diethyl ether has been used to remove an impurity absorbing at 265nm. It has also been crystallised from absolute EtOH/hexane and dried in a vacuum for 18hours [Kornblum & Wade J Org Chem 52 5301 1987]. [Beilstein 3 IV 1229.]
D-Tartaric acid Preparation Products And Raw materials
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