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L(+)-Tartaric acid

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Name

L(+)-Tartaric acid

EINECS 201-766-0
CAS No. 87-69-4 Density 1.886 g/cm3
PSA 115.06000 LogP -2.12260
Solubility 1390 g/L (20 °C) in water Melting Point 170-172 °C(lit.)
Formula C4H6O6 Boiling Point 399.3 °C at 760 mmHg
Molecular Weight 150.088 Flash Point 209.4 °C
Transport Information N/A Appearance white crystals
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 87-69-4 (L(+)-Tartaric acid) Hazard Symbols IrritantXi
Synonyms

Butanedioicacid, 2,3-dihydroxy- (2R,3R)-;Butanedioicacid, 2,3-dihydroxy- [R-(R*,R*)]-;Tartaric acid, L-(+)- (8CI);(+)-(2R,3R)-Tartaric acid;(+)-(R,R)-Tartaric acid;(+)-L-Tartaric acid;(+)-Tartaric acid;(2R,3R)-(+)-Tartaric acid;(2R,3R)-2,3-Dihydroxysuccinicacid;(2R,3R)-Tartaric acid;(R,R)-(+)-Tartaric acid;(R,R)-Tartaric acid;L-(+)-Tartaric acid;L-Tartaric acid;NSC 62778;Natural tartaric acid;Tartaric acid;d-a,b-Dihydroxysuccinic acid;L-(+)Tartaric acid,;

Article Data 228

L(+)-Tartaric acid History

Tartaric acid was first isolated from potassium tartrate, known to the ancients as tartar, c. 800 by the Persian alchemist Jabir ibn Hayyan, who was also responsible for numerous other basic chemical processes still in use today. The modern process was developed in 1769 by the Swedish chemist Carl Wilhelm Scheele. The chirality of tartaric acid was discovered in 1832 by Jean Baptiste Biot, who observed its ability to rotate polarized light. Louis Pasteur continued this research in 1847 by investigating the shapes of ammonium sodium tartrate crystals, which he found to be asymmetric. Pasteur was the first to produce a pure sample of levotartaric acid.

L(+)-Tartaric acid Consensus Reports

Reported in EPA TSCA Inventory.

L(+)-Tartaric acid Specification

L(+)-Tartaric acid , its cas register number is 87-69-4. It also can be called (+)-Tartaric acid ; L(+)-Dihydroxysuccinic acid ; and Natural tartaric acid . L(+)-Tartaric acid may be most immediately recognizable to wine drinkers as the source of "wine diamonds", the small potassium bitartrate crystals that sometimes form spontaneously on the cork. These "tartrates" are harmless, despite sometimes being mistaken for broken glass, and are prevented in many wines through cold stabilization. The tartrates that remain on the inside of aging barrels were at one time a major industrial source of potassium bitartrate. However, Tartaric acid plays an important role chemically, lowering the pH of fermenting "must" to a level where many undesirable spoilage bacteria cannot live, and acting as a preservative after fermentation. In the mouth, Tartaric acid provides some of the tartness in the wine, although citric and malic acids also play a role.

Physical properties about L(+)-Tartaric acid are: (1)ACD/LogP: -1.081; (2)ACD/LogD (pH 5.5): -5.52; (3)ACD/LogD (pH 7.4): -5.83; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 1.00; (7)ACD/KOC (pH 7.4): 1.00; (8)#H bond acceptors: 6; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 5; (11)Index of Refraction: 1.586; (12)Molar Refractivity: 26.697 cm3; (13)Molar Volume: 79.579 cm3; (14)Polarizability: 10.583 10-24cm3; (15)Surface Tension: 119.498001098633 dyne/cm; (16)Density: 1.886 g/cm3; (17)Flash Point: 209.43 °C; (18)Enthalpy of Vaporization: 75.131 kJ/mol; (19)Boiling Point: 399.264 °C at 760 mmHg;

Uses of L(+)-Tartaric acid: L(+)-Tartaric acid is widely used as acidulant in beverage and other foods, such as soft drinks, candy, bread and some colloidal sweetmeats. With its optical activity, L(+)-Tartaric acid is used as chemical resolving agent. With its acidity, it is used as catalyst in the resin finishing of polyester fabric or pH value regulator in oryzanol production. With its complexation, L(+)-Tartaric acid is used in electroplating, sulfur removal and acid pickling. It is also used as complexing agent, screening agent or chelating agent in chemical analysis and pharmaceutical inspection, or as resist agent in dyeing. With its reduction, it is used as reductive agent in manufacturing mirror chemically or imaging agent in photography. It can also complex with metal ion and can be used as cleaning agent or polishing agent of metal surface.

When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing;
3. Wear suitable gloves and eye/face protection;

You can still convert the following datas into molecular structure:
(1)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-/m1/s1;
(2)InChIKey=FEWJPZIEWOKRBE-JCYAYHJZSA-N;
(3)Smiles[C@@H]([C@H](C(=O)O)O)(C(=O)O)O;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo oral 5gm/kg (5000mg/kg)   Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 39, Pg. 275, 1950.
mouse LD50 intravenous 485mg/kg (485mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BLOOD: HEMORRHAGE
Journal of Agricultural and Food Chemistry. Vol. 5, Pg. 759, 1957.
rabbit LDLo oral 5gm/kg (5000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Industrial and Engineering Chemistry. Vol. 15, Pg. 628, 1923.
rat LDLo oral 7500mg/kg (7500mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

GASTROINTESTINAL: OTHER CHANGES
National Technical Information Service. Vol. OTS05558

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