L(+)-2,3-dihydrooxy butanedioic acid
L(+)-Tartaric acid
CAS: 87-69-4
Molecular Formula: C4H6O6
L(+)-2,3-dihydrooxy butanedioic acid - Names and Identifiers
L(+)-2,3-dihydrooxy butanedioic acid - Physico-chemical Properties
| Molecular Formula | C4H6O6 |
| Molar Mass | 150.09 |
| Density | 1.76 |
| Melting Point | 170-172°C(lit.) |
| Boling Point | 191.59°C (rough estimate) |
| Specific Rotation(α) | 12 º (c=20, H2O) |
| Flash Point | 210 °C |
| JECFA Number | 621 |
| Water Solubility | 1390 g/L (20 ºC) |
| Solubility | Soluble in water, methanol, propanol, glycerin and ethanol, insoluble in chloroform. |
| Vapor Presure | <5 Pa (20 °C) |
| Vapor Density | 5.18 (vs air) |
| Appearance | White crystal |
| Color | White or colorless |
| Merck | 14,9070 |
| BRN | 1725147 |
| pKa | 2.98, 4.34(at 25℃) |
| PH | 3.18(1 mM solution);2.55(10 mM solution);2.01(100 mM solution); |
| Storage Condition | Store at +5°C to +30°C. |
| Stability | Stable. Incompatible with oxidizing agents, bases, reducing agents. Combustible. |
| Sensitive | Easily absorbing moisture |
| Refractive Index | 12.5 ° (C=5, H2O) |
| MDL | MFCD00064207 |
| Physical and Chemical Properties | Density 1.76 melting point 168-172°C flash point 210°C Specific Rotation 12 ° (c = 20, H2O) water-soluble 1390g/L (20°C) |
| Use | L( )-tartaric acid is widely used as a acidulant for beverages and other foods, for wine, soft drinks, sweets, bread, and certain gum-like sweets. Mainly used as acidulants, resolving agents and pharmaceutical raw materials |
L(+)-2,3-dihydrooxy butanedioic acid - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R41 - Risk of serious damage to eyes |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
| WGK Germany | 3 |
| RTECS | WW7875000 |
| TSCA | Yes |
| HS Code | 29181200 |
| Hazard Note | Irritant |
L(+)-2,3-dihydrooxy butanedioic acid - Upstream Downstream Industry
| Raw Materials | Hydrogen peroxide |
L(+)-2,3-dihydrooxy butanedioic acid - Reference
| Reference Show more | 1. Duan Zhenzhen, Yuan Min, Chang Rong, etc. Changes of organic acids and volatile aroma in loquat vinegar processing and their effects on quality [J]. Food and Fermentation Industry, 2017, 043(012):114-123. 2. Duan Zhenzhen, Zhou Caiqiong, Yuan Min, etc. Optimization of alcohol fermentation process and analysis of sour taste characteristics in loquat vinegar production [J]. Food and machinery, 2018, 34(003):204-210. 3. Changrong, Yuan Min, Duan Zhenzhen, etc. Optimization of acetic acid fermentation process and quality characteristics of acetic acid flavor of loquat vinegar [J]. Food and Fermentation Industry, 2017, 43(010):102-110. 4. Liu Yuanlin, Xu Yinhu, Li Hui, etc. Effects of direct injection and activation process of active dry yeast on alcohol fermentation [J]. China Brewing, 2019, 038(009):102-106. 5. Li Ningning, Zhang Bo, cattle see Ming, etc. Co-color evaluation of basic anthocyanins and protocatechuic acids in wine based on CIELab parameters [J]. Food and Fermentation Industries, 2019, 45(15). 6. TUKHVATSHIN MARAT, Zhang, Qu, Yanqin, Zheng, Deyong, Yang, Jiangfan, Ye, Naixing. Analysis of organic acid components in white tea processing [J]. Fujian tea, 2019,41(03):11-12. 7. Gongfangfang, Fan Weiguo. Effects of exogenous citric acid on nutrient activation in calcareous yellow soil and nutrient uptake and growth of Rosa roxburghii Tratt seedlings [J]. Chinese Journal of Agricultural Sciences, 2018. 8. Yan Chao, Hou Lijuan, Qi Xiaoru, etc. Analysis on the changes of amino acids and organic acids in fermented grains during the fermentation process of jujube and Brandy [J]. Science and Technology of food industry, 2017, 38(014):121-125. 9. Ma Ning, Wang Chao-yi, Fang Dong Road, etc. Flavor variation of Flammulina velutipes packaged with polyethylene film during cold storage [J]. China Agricultural Science, 2019, 52(08):146-159. 10. Zou Ying, bu Zhibin, Yu Yuanshan, et al. Enzymatic preparation of purple potato juice and its lactic acid bacteria fermentation characteristics [J]. Science and Technology of food industry, 2020, v.41;No.442(02):22-26 32. 11. [IF = 6.576] Wenyue Li et al."Both Acidic pH Value and Binding Interactions of Tartaric Acid With α-Glucosidase Cause the Enzyme Inhibition: The Mechanism in α-Glucosidase Inhibition of Four Caffeic and Tartaric Acid Derivates."Front Nutr. 2021; 8: 766756 12. [IF=6.429] Limei Wang et al."Changes in cell wall metabolism and flavor qualities of mushrooms (Agaricus bernardii) under EMAP treatments during storage."Food Packaging Shelf. 2021 Sep;29:100732 13. [IF=5.64] Li Jie et al."Investigation of the Lactic Acid Bacteria in Kazak Cheese and Their Contributions to Cheese Fermentation."Front Microbiol. 2020 Mar;0:228 14. [IF=5.64] Jing Xiao et al."Evaluation of the Effect of Auxiliary Starter Yeasts With Enzyme Activities on Kazak Cheese Quality and Flavor."Front Microbiol. 2020; 11: 614208 15. [IF=4.952] Zhiqiang Hou et al."Processing of chestnut rose juice using three-stage ultra-filtration combined with high pressure processing."Lwt Food Sci Technol. 2021 May;143:111127 16. [IF=4.556] Dandan Zhao et al."Physico-chemical properties and free amino acids profiles of six wolfberry cultivars in Zhongning."J Food Compos Anal. 2020 May;88:103460 17. [IF=4.35] Qian Ge et al."Effects of Simultaneous Co-Fermentation of Five Indigenous Non-Saccharomyces Strains with S. cerevisiae on Vidal Icewine Aroma Quality."Foods. 2021 Jul;10(7):1452 |
L(+)-2,3-dihydrooxy butanedioic acid - Nature
Open Data Verified Data
colorless or white crystalline powder. Odorless and sour. Soluble in ethanol, methanol, ether, insoluble in chloroform.
Last Update：2024-01-02 23:10:35
L(+)-2,3-dihydrooxy butanedioic acid - Preparation Method
Open Data Verified Data
in the production of wine tartar as raw material, it is converted into calcium salt, and then a slight excess of dilute acid to its decomposition. Or maleic acid and hydrogen peroxide as raw materials, at a certain temperature into epoxy succinic acid, and then hydrolyzed to DL-tartaric acid. Can also be synthesized by chemical
The epoxysuccinic acid obtained by the method is L() tartaric acid by the action of the ring opening enzyme contained in Nocardia succinate.
Last Update：2022-01-01 09:27:38
L(+)-2,3-dihydrooxy butanedioic acid - Introduction
It can form soluble complexes with several element salts, which are widely used in qualitative and quantitative analysis, such as masking iron, aluminum, titanium, and tungsten ions during precipitation. Dissolve certain melts (such as niobium oxide, tantalum oxide and potassium pyrosulfate). Inspection or determination of potassium salt.
Last Update：2022-10-16 17:29:28
L(+)-2,3-dihydrooxy butanedioic acid - Use
Open Data Verified Data
biochemical research, masking agent, tanning industry, beer foaming agent. Test or determination of potassium salts. It can act with several elemental salts to form soluble complexes (such as niobium oxide, tantalum oxide and potassium pyrosulfate). Photo industry.
Last Update：2022-01-01 09:27:39
L(+)-2,3-dihydrooxy butanedioic acid - Content analysis
about 2g of a sample pre-dried on phosphorus pentoxide for 3H was accurately weighed and dissolved in 40ml of water, several drops of phenolphthalein test solution (TS-167) were added and titrated with 1 mol/L sodium hydroxide solution. Each Ml of 1mol/L sodium hydroxide solution is equivalent to 75.04mg of tartaric acid (C4H6O6).
Last Update：2024-04-10 22:29:15
L(+)-2,3-dihydrooxy butanedioic acid - Storage and Transportation
25kg plastic woven Kraft paper bags, packed with plastic film bags, stored in a clean, dry and ventilated warehouse.
Last Update：2024-04-10 22:29:15
L(+)-2,3-dihydrooxy butanedioic acid - Synthetic Methods
1. In the production of wine tartar as raw material, it is converted into calcium salt, and then a slight excess of dilute acid to decompose the obtained. Or maleic acid and hydrogen peroxide as raw materials, at a certain temperature into epoxy succinic acid, and then hydrolyzed to DL-tartaric acid. It is also possible to obtain L(-) tartaric acid by the action of a ring-opening enzyme contained in Nocardia succinate from epoxysuccinic acid obtained by a chemical synthesis method.
2. Distilled water was added to industrial tartaric acid and dissolved by steam heating and stirring. Add an appropriate amount of activated carbon, fully stir and then stand, filter, heat and concentrate the filtrate to the surface of the conjunctiva, while hot Suction filtration, filtrate cooling crystallization, after complete, the crystals were washed with a small amount of distilled water, and then dried at 30 to 40 ° C. With a non-stick spoon. If the activated carbon decolorizing temperature is controlled to 80 ℃, after filtration, it is concentrated under reduced pressure at 80 ℃, cooled and crystallized, and the obtained crystals are recrystallized in a non-iron container, refined and dried at low temperature, L-tartaric acid L-tartaric acid products are available.
Last Update：2024-04-10 22:29:15
L(+)-2,3-dihydrooxy butanedioic acid - Safety instructions
first aid measures
[food intake] do not give anything to eat, in the Coma state of the people. Do not induce vomiting. If awake and alert, rinse your mouth with milk or water to drink 2-4 cupfuls,. If irritation symptoms or symptoms occur, seek medical assistance.
[Inhalation] immediately from the scene to fresh air. If you are not breathing, perform artificial respiration. Such as Dyspnea, to the delivery of oxygen. Seek medical attention if Cough or other symptoms occur.
Skin: Rinse your skin with plenty of soap and water for at least 15 minutes to remove contaminated clothes and shoes. Seek medical assistance if stimulation is exacerbated or sustained. Clothing should be washed before re-use.
Eyes: Rinse the eyes with plenty of water for at least 15 minutes and lift the upper and lower eyelids from time to time. He received medical assistance.
treatment
[treatment] thoroughly clean after operation. Take off the contaminated clothes and clean them for reuse. Reduce dust generation and accumulation. Avoid contact with eyes, skin and clothing. Keep the container closed. Avoid ingestion and inhalation. Do not swallow or inhale. Use with adequate ventilation.
hazard identification
[ingestion] caused gastrointestinal irritation symptoms, Nausea, Vomit and Diarrhea.
Inhalation causes irritation of the respiratory tract.
Skin causes skin irritation. The risk to the usual industrial treatment is low.
Eyes cause eye irritation.
[EC phrase] R 36/37/38
EC safety phrase S 26 36
exposure control/personal protection
[personal protection] Eyes: Wear suitable protective glasses or chemical safety goggles, OSHA's eye and face protection regulations 29 CFR 1910.133 or European standard EN 166. Skin: wear appropriate protective gloves to prevent skin contact. Clothing: wear appropriate protective clothing to prevent skin contact.
The respiratory protection program for respirators is designed to meet OSHA 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 when operating conditions must be observed to ensure the use of respirators.
Fire fighting measures.
[Flash point] 209
[Spontaneous combustion] 425
【 Fire extinguishing 】 self-contained respirator equipment, MSHA / NIOSH (or equivalent), and full-body protective clothing shall be worn under pressure. In the event of a fire, irritating and highly toxic gases may be produced by thermal decomposition or combustion. Fire extinguishing agent: use the most suitable fire extinguishing agent. In the case of spray with fire water, dry chemical powder, carbon dioxide, or appropriate foam.
accidental leakage treatment measures
[small leakage/leakage] to avoid the flow of runoff into the sewer and ditch channels. Clean the leak immediately and use appropriate protective equipment. The cleaned or absorbed material is then placed in a suitable clean, dry, closed container for handling. Avoid the production of dust-laden conditions. Provide good ventilation.
storage and transportation characteristics
[storage] storage in a closed container. Store in a cool, dry, well-ventilated place away from incompatible substances.
Last Update：2024-04-10 22:29:15
L(+)-2,3-dihydrooxy butanedioic acid - Introduction
L-tartaric acid is an organic compound. It is a dicarboxylic acid formed by the condensation of two hydroxyacetic acid molecules. L-tartaric acid is a colorless crystalline or crystalline powder that is soluble in water and alcohol solvents.
L-tartaric acid has certain applications in chemical experiments and other fields. In chemical experiments, it is commonly used as an indicator for complexometric titration, for quantitative analysis and quality control.
Last Update：2024-04-09 19:55:45
L(+)-2,3-dihydrooxy butanedioic acid - Toxicity and use limits
L-tartaric acid is a common organic acid. In chemistry, L-tartaric acid is an optical isomer and a colorless crystalline solid.
According to food safety standards, there will be regulations on the limit of use for L-tartaric acid. The usage limit refers to the maximum allowable concentration of L-tartaric acid added to food. The specific usage limit may vary depending on the regulations and standards of different countries and regions. Generally speaking, the food industry strictly adheres to hygiene standards and controls the amount of additives used to ensure food safety and compliance.
It should be noted that although L-tartaric acid has low toxicity, excessive intake may cause some problems such as abdominal pain, diarrhea, fatigue, etc. Therefore, when using L-tartaric acid, it is still necessary to follow the principle of moderate use and control intake to ensure food safety and health. If there are any doubts or worsening symptoms caused by the intake of L-tartaric acid, it is recommended to seek medical attention promptly.
Last Update：2024-04-09 19:55:45
L(+)-2,3-dihydrooxy butanedioic acid - Reference Information
| FEMA | 3044 | TARTARIC ACID (D-, L-, DL-, MESO-) |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | tartaric acid, 2, 3-dihydroxysuccinic acid. Molecular formula: HOOCCHOHCHOHCOOH, or dihydroxysuccinic acid. There are two asymmetric carbon atoms, there are three stereoisomers, namely: dextrorotatory (D-type, L-type), levorotatory (L-type, D-type), meso-type. Typically, the racemic form of tartaric acid is also referred to as grape acid. D-type tartaric acid is widely distributed in higher plants in the form of free or K salt, Ca salt and Mg salt, especially in fruits and leaves. In the manufacture of wine, a large amount of tartar (potassium hydrogen salt) is deposited. In addition, its presence is also common in molds and lichens. Recently isolated tartaric acid fermenting bacteria (Gluconoba-cter suboxydans variant strain), in vivo is passed through glucose |
| Use | as an antioxidant added to foods, it can make foods have a sour taste. The greatest use of tartaric acid is as a beverage additive. It is also a raw material for the pharmaceutical industry. In the mirror industry, tartaric acid is an important additive and reducing agent, which can control the formation rate of silver mirror and obtain a very uniform coating. It is used as Biochemical reagent, masking agent and beer foaming agent, and also used in tanning industry. L( )-tartaric acid is widely used as a acidulant for beverages and other foods, for wine, soft drinks, sweets, bread, and certain gum-like sweets. Mainly as a sour agent, resolving agent and pharmaceutical raw materials. L( )-tartaric acid is widely used as a acidulant in beverages and other foods, for wine, soft drinks, candy, bread, and certain gum-like sweets. Using its optical activity, as a chemical resolution agent, for the preparation of anti-tuberculosis drug intermediate DL-amino butanol resolution; Can also be used as chiral raw materials for the synthesis of tartaric acid derivatives, as a polyester fabric Resin finishing catalyst, oryzanol production of PH regulator; The use of its complexation, used for electroplating, desulfurization, pickling and chemical analysis, pharmaceutical testing in the complexing agent, masking agent, chelating agent, printing and dyeing agent; The use of its reducing, used as a reducing agent for chemical mirror. A developer for photography. Can also complex with a variety of metal ions, can be used as metal surface cleaning agent and polishing agent. as an antioxidant added to food, it can make food have a sour taste. The greatest use of tartaric acid is as a beverage additive. It is also a raw material for the pharmaceutical industry. Tartaric acid is an important auxiliary agent and reducing agent in the mirror industry, which can control the formation rate of silver mirror and obtain very uniform coating pharmaceutical intermediate, resolving agent and metal ion masking agent; anti-dyeing agent; Chiral block for natural products, also with the compound TiCl2(O-i-Pr)2 to form Diels-Alder catalyst used as biochemical reagents, masking agent and beer foaming agent, also used in tanning industry L( )-tartaric acid is widely used as a acidulant for beverages and other foods, for wine, soft drinks, candy, bread, some gum-like sweets. Mainly used as acidulants, resolving agents and pharmaceutical raw materials |
| Application | tartaric acid is also an antioxidant and has applications in the food industry. It can be used as an oxygen scavenger in biochemical tests. Also known as 2,3-dihydroxybutanedioic acid. Structural simplicity HOOCCH(OH)CH(OH)COOH. Potassium hydrogen tartrate exists in grape juice, this salt is difficult to dissolve in water and ethanol, precipitation in the grape juice wine making process, called Tartar, the name of tartaric acid. Tartaric acid exists mainly in the form of potassium salt in a variety of plants and fruits, but also a small amount in the free form. Tartaric acid molecule contains two identical chiral carbon atoms (see asymmetric atoms), there are three stereoisomers: dextrotartaric acid, levorottartaric acid and meso-tartaric acid (see optical isomerism), the structural formula is: equal amount of mixture of dextrotartaric acid and L-tartaric acid |
| content analysis | accurately weigh about 2g of a sample pre-dried on phosphorus pentoxide for 3H, dissolve in 40ml of water, phenolphthalein test solution (TS-167) was added several drops and titrated with 1 mol/L sodium hydroxide solution. Each Ml of 1mol/L sodium hydroxide solution is equivalent to 75.04mg of tartaric acid (C4H6O6). |
| toxicity | LD504.36g/kg (mouse, oral). ADI 0-30mg/kg (sum of L-tartaric acid and its salts; FAO/WHO,1999). GRAS(FDA,§ 184.1099,2000). |
| Use limit | GB 2760-96: all kinds of food, GMP. FDA,§ 184.1099(2000):GMP. FEMA(mg/kg): Soft drink 960; Cold drink 570; Candy 5400; Baked goods 1300; Pudding 60; Gum 3700; Condiment 10000. |
| production method | 1. In the production of wine when the production of tartar as raw material, it is converted into calcium salt, and then a slight excess of dilute acid to its decomposition. Or maleic acid and hydrogen peroxide as raw materials, at a certain temperature into epoxy succinic acid, and then hydrolyzed to DL-tartaric acid. Can also be prepared by chemical synthesis of epoxy succinic acid, by Nocardia succinate contained in the role of the ring-opening enzyme and L() tartaric acid. 2. Distilled water was added to industrial tartaric acid and dissolved by steam heating and stirring. Add an appropriate amount of activated carbon, fully stir and then stand, filter, heat and concentrate the filtrate to the surface of the conjunctiva, while hot Suction filtration, filtrate cooling crystallization, after complete, the crystals were washed with a small amount of distilled water, and then dried at 30 to 40 ° C. With a non-stick spoon. If the activated carbon decolorizing temperature is controlled to 80 ℃, after filtration, it is concentrated under reduced pressure at 80 ℃, cooled and crystallized, and the obtained crystals are recrystallized in a non-iron container, refined and dried at low temperature, D-tartaric acid [L(+) tartaric acid] product can be obtained. |
| autoignition temperature | 797 ° F. |
Last Update：2024-04-09 19:55:45
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Raw Materials for L(+)-2,3-dihydrooxy butanedioic acid