133-37-9 Usage
DESCRIPTION
Colourless or translucent crystals, or a white crystalline powder; odourless
FUNCTIONAL USES
Synergist for antioxidants, acid, emulsifier, sequestrant, flavouring agent
Solubility
Freely soluble in water; sparingly soluble in ethanol
Applications
Tartaric acid and its derivatives have a plethora of uses in the field of pharmaceuticals. It has been used in the production of effervescent salts, in combination with citric acid, in order to improve the taste of oral medications. The potassium antimonyl derivative of the acid known as tartar emetic is included, in small doses, in cough syrup as an expectorant.
Melting range
200 - 206o with decomposition when heated rapidly in a sealed capillarytube
substances
N potassium permanganate while keeping the solution at 20o . The colour of the solution does not disappear within 3 min.
METHOD OF ASSAY
Weigh accurately about 2 g of the dried sample, dissolve it in 40 ml of water, add phenolphthalein TS, and titrate with 1 N sodium hydroxide. Each ml of 1 N sodium hydroxide is equivalent to 75.04 mg of C4H6O6.
Chemical Properties
Different sources of media describe the Chemical Properties of 133-37-9 differently. You can refer to the following data:
1. Tartaric acid, HOOC(CHOH)2COOH, is a water- and alcohol-soluble colorless crystalline solid with an acid taste and a melting temperature of 170°C (338 OF). It is also known as dihydroxy succinic acid. Tartaric acid is used as a chemical intermediate and a sequestrant,as well as in tanning, effervescent beverages, baking powder, ceramics, photography, textile processing,mirror silvering,and metal coloring.
2. Tartaric acid is odorless, but has a characteristic acid taste. Naturally occurring tartaric acid is generally of the L-configuration (based on the absolute configuration of D-glyceric acid). The L-forms of tartrates are dextrorotatory in solution and thus are designated as L(+)-tartrates. For a detailed description on this chemical, refer to Burdock (1997).
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.
Uses
Different sources of media describe the Uses of 133-37-9 differently. You can refer to the following data:
1. 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.
2. DL-Tartaric acid can be used:In the Debus–Radziszewski reaction as a weak acid for the synthesis of imidazolium ionic liquid. As an additive in electrochemical deposition technique for the synthesis of bismuth thin films to be used as X-ray absorbers.As a complexing agent for the synthesis of nano-crystalline indium tin oxide (ITO) powder.As a dopant for the synthesis of polyaniline nanofibers and nanotubes by oxidation polymerization.
Preparation
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.
Check Digit Verification of cas no
The CAS Registry Mumber 133-37-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 3 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 133-37:
(5*1)+(4*3)+(3*3)+(2*3)+(1*7)=39
39 % 10 = 9
So 133-37-9 is a valid CAS Registry Number.
InChI:InChI=1/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2-/m1/s1
133-37-9Relevant articles and documents
Supramolecular metathesis: Co-former exchange in co-crystals of pyrazine with (R,R)-, (S,S)-, (R,S)- and (S,S/R,R)-tartaric acid
Braga, Dario,Grepioni, Fabrizia,Lampronti, Giulio I.
, p. 3122 - 3124 (2011)
Co-crystals of dextro-(R,R), levo-(S,S), meso-(R,S) and racemic (R,R-S,S)-tartaric acid with pyrazine were obtained by manual kneading and slurry experiments; subsequent reactions in the solid state between these co-crystals and the various forms of tartaric acid in the solid state and via slurry show that co-former exchange takes place according to the sequence of stability [(R,S)-ta]2·py > (S,S/R,R)-ta·py > (R,R)-ta·py or (S,S)-ta·py.
Newman,Riley
, p. 45 (1933)
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Zelikoff,Taylor
, p. 5039 (1950)
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4-AcNH-Tempo-catalyzed oxidation of aldoses to aldaric acids using chlorine or bromine as terminal oxidants
Merbouh, Nabyl,Bobbitt, James M.,Brueckner, Christian
, p. 64 - 78 (2007/10/03)
The 4-AcNH-TEMPO-catalyzed oxidation of D-glucose to D-glucaric acid using elemental chlorine or bromine as the terminal oxidant is reported. The pH and temperature of the reactions were closely controlled to be between 0-5 deg C and pH 11.5, respectively. Spectroscopically (1H NMR) determined yields of glucarate were greater than 90 percent; yields of crystalline monopotassium D-glucarate (or disodium D-glucarate), isolated and purified by precipitation, were between 70 and 85 percent. Oxidations of mannose to mannaric acid and galactose to mucic acid were also demonstrated.
Stereoselective pinacol coupling in aqueous media
Barden,Schwartz
, p. 5484 - 5485 (2007/10/03)
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