DL-Tartaric acid - AR , CAS No.133-37-9

CAS: 133-37-9 Cat. No.: T104048 Molecular Weight: 150.09 Beilstein Registry Number: 1725148 EC Number: 205-105-7

GRADE & PURITY AR

Synonyms

dl-2,3-dihydroxybutanedioic acid | DTXCID3026986 | FT-0624346 | bmse000167 | DTXSID501031477 | HMS3370M15 | 1007601-97-9 | 2,3-Dihydroxybutanedioic acid | DTXSID5046986 | AKOS016844048 | CAS-133-37-9 | BUTANEDIOIC ACID, 2,3-DIHYDROXY- | Dihydroxysuccinic

Storage

Room temperature,Desiccated,Cool

Shipped In

Normal

Specifications

Synonyms

dl-2, 3-dihydroxybutanedioic acid | DTXCID3026986 | FT-0624346 | bmse000167 | DTXSID501031477 | HMS3370M15 | 1007601-97-9 | 2, 3-Dihydroxybutanedioic acid | DTXSID5046986 | AKOS016844048 | CAS-133-37-9 | BUTANEDIOIC ACID, 2, 3-DIHYDROXY- | Dihydroxysuccinic

Specifications & Purity

AR

Storage

Room temperature, Desiccated, Cool

Shipped In

Normal

Grade

AR

Names and Identifiers

• Pubchem Sid: 488179566
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488179566
• Canonical Smiles: O[C@@H]([C@H](O)C(O)=O)C(O)=O
• IUPAC Name: 2,3-dihydroxybutanedioic acid
• InChIKey: FEWJPZIEWOKRBE-UHFFFAOYSA-N
• INCHI: 1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)
• Isomeric SMILES: C(C(C(=O)O)O)(C(=O)O)O
• WGK Germany: 3
• Alternate CAS: 526-83-0
• Molecular Weight: 150.09
• Beilstein: 1725148
• Reaxy-Rn: 1725145
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1725145&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Not available
• Direct Parent: Sugar acids and derivatives
• Alternative Parents: Short-chain hydroxy acids and derivatives Beta hydroxy acids and derivatives Monosaccharides Fatty acids and conjugates Dicarboxylic acids and derivatives Alpha hydroxy acids and derivatives Secondary alcohols 1,2-diols Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Sugar acid - Short-chain hydroxy acid - Beta-hydroxy acid - Fatty acid - Monosaccharide - Hydroxy acid - Dicarboxylic acid or derivatives - Alpha-hydroxy acid - Secondary alcohol - 1,2-diol - Carboxylic acid - Carboxylic acid derivative - Organic oxide - Hydrocarbon derivative - Carbonyl group - Alcohol - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as sugar acids and derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group.
• External Descriptors: tetraric acid

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water, alcohol, mineral acids and alkalies.
• Sensitivity: Moisture sensitive.
• Flash Point(°F): 410 °F
• Flash Point(°C): 210℃
• Melt Point(°C): 200-206°C
• Molecular Weight: 150.090 g/mol
• XLogP3: -1.900
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 150.016 Da
• Monoisotopic Mass: 150.016 Da
• Topological Polar Surface Area: 115.000 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 134.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 2
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Li Yujia, Bi Erping.  (2023)  Influencing mechanisms of tartaric acid on adsorption and degradation of tetracycline on goethite: insight from solid and liquid aspects.  ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH,  31  (4): (6411-6424).  [PMID:38148461] [10.1007/s11356-023-31465-w]

2. Jiawei Kang, Xiaohui Li, Kaili Liang, Penghao Qi, Xiaoyue Hu, Chacha Li, Rui Yang, Qing Wang.  (2023)  Enhancing effect of phosphoric acid on release of loxoprofen sodium in hot-melt pressure-sensitive adhesives based on polystyrene-isoprene-styrene.  JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.jddst.2023.104946]

3. Haipeng Wang, Shuyun Wang, May Thawda Oo, Yuewen Yang, Jiasheng Zhou, Miaoyan Huang, Rui-Qin Zhang.  (2023)  Boosting the photoelectrochemical performance of bismuth vanadate photoanode through homojunction construction.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:37229986] [10.1016/j.jcis.2023.05.097]

4. Dong Lu, Ke Lu, Hong-Tao Wen, Zhan Wei, Alberto Bianco, Gui-Gen Wang, Hua-Yu Zhang.  (2023)  Synthesis of Visible Light Excitable Carbon Dot Phosphor-Al2O3 Hybrids for Anti-Counterfeiting and Information Encryption.  Small,  19  (31): (2207046).  [PMID:36960674] [10.1002/smll.202207046]

5. Junzhe Fu, Weijiang Yu, Xuedan Qian, Youxiang Wang, Jian Ji.  (2023)  A photocatalytic carbon monoxide-generating effervescent microneedle patch for improved transdermal chemotherapy.  Journal of Materials Chemistry B,  11  (24): (5406-5415).  [PMID:36946621] [10.1039/D2TB02613A]

6. Ruoyun Lin, Fangjie Lv, Hao Zhang, Yang Li, Jiangang Lu, Jiansheng Li.  (2022)  Synergizing Fenton oxidation and in-situ coagulation over a wide pH range for the simultaneous removal of multiple pollutants.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2022.140340]

7. Dandan Cui, Jin Yang, Bosi Lu, Lansheng Deng, Hong Shen.  (2022)  Extraction and characterization of chitin from Oratosquilla oratoria shell waste and its application in Brassica campestris L.ssp.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:34995666] [10.1016/j.ijbiomac.2021.12.173]

8. Qi Zhang, Baolin Huang, Hongjiao Xue, Zimin Lin, Jie Zhao, Zheng Cai.  (2021)  Preparation, Characterization, and Selection of Optimal Forms of (S)-Carvedilol Salts for the Development of Extended-Release Formulation.  MOLECULAR PHARMACEUTICS,      [PMID:34032449] [10.1021/acs.molpharmaceut.1c00100]

9. Jun Sang, Kang Liu, Qun Ma, Bing Li, Cui-qin Li.  (2018)  Combination of a deep eutectic solvent and macroporous resin for green recovery of anthocyanins from Nitraria tangutorun Bobr. fruit.  SEPARATION SCIENCE AND TECHNOLOGY,      [PMID:] [10.1080/01496395.2018.1559190]

10. Shifeng Jiang, Yuande Zhang, Zhibao Li.  (2018)  A new industrial process of NaHCO3 and its crystallization kinetics by using the common ion effect of Na2CO3.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2018.12.028]

11. Li-Ping Wu, Ying-Zhan Li, Bi-Jia Wang, Zhi-Ping Mao, Hong Xu, Yi Zhong, Lin-Ping Zhang, Xiao-Feng Sui.  (2018)  Electroless Ag-plated sponges by tunable deposition onto cellulose-derived templates for ultra-high electromagnetic interference shielding.  MATERIALS & DESIGN,      [PMID:] [10.1016/j.matdes.2018.08.037]

12. Zhang Yao, Sang Jie, Chen Fang-fang, Sang Jun, Li Cui-qin.  (2018)  β-Cyclodextrin-assisted extraction and green chromatographic analysis of Hibiscus sabdariffa L. anthocyanins and the effects of gallic/ferulic/caffeic acids on their stability in beverages.  Journal of Food Measurement and Characterization,  12  (4): (2475-2483).  [PMID:] [10.1007/s11694-018-9864-7]

13. Jun Sang, Bing Li, Ya-ya Huang, Qun Ma, Kang Liu, Cui-qin Li.  (2018)  Deep eutectic solvent-based extraction coupled with green two-dimensional HPLC-DAD-ESI-MS/MS for the determination of anthocyanins from Lycium ruthenicum Murr. fruit.  Analytical Methods,  10  (10): (1247-1257).  [PMID:] [10.1039/C8AY00101D]

14. Fang-Fang Chen, Jie Sang, Yao Zhang, Jun Sang.  (2018)  Development of a green two-dimensional HPLC-DAD/ESI-MS method for the determination of anthocyanins from Prunus cerasifera var. atropurpurea leaf and improvement of their stability in energy drinks.  INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY,  53  (6): (1494-1502).  [PMID:] [10.1111/ijfs.13730]

15. Jianhua Li, Haiyan Liu, Tingting An, Yuanyuan Yue, Xiaojun Bao.  (2017)  Carboxylic acids to butyl esters over dealuminated–realuminated beta zeolites for removing organic acids from bio-oils.  RSC Advances,  7  (54): (33714-33725).  [PMID:] [10.1039/C7RA05298G]

16. Jun Sang, Qun Ma, Cui-qin Li.  (2017)  Development and validation of green chromatography for the determination of anthocyanins in haskap berry, mulberry and blackberry.  Analytical Methods,  9  (17): (2535-2545).  [PMID:] [10.1039/C7AY00229G]

17. Zhengting Yu, Fuchao Yang, Pengcheng Tang, Zhiguang Guo.  (2024)  Double bioinspired of robust BaSO4/SnO2 membrane with anti-crude oil adhesion and remarkable emulsion separation.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2024.130127]

18. Si-yu Kong, Hao-wen Zhang, Ming-hua Cheng, Yuan Yu, Zhe-sheng Feng, Fanbin Meng, Yan Wang.  (2024)  Flexible MXene/CuNWs/tartaric acid composite fabrics constructed by stacking assembly for electromagnetic interference shielding.  POLYMER,      [PMID:] [10.1016/j.polymer.2024.127732]

19. Fengfeng Dong, Qishen Huang, Shufeng Pang, Yun-Hong Zhang.  (2024)  Hydrogel network formation triggers atypical hygroscopic behavior in atmospheric aerosols.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:39488286] [10.1016/j.scitotenv.2024.177298]

20. Pan Tongtong, Guo Liyuan, Mao Lili, Wang Haizeng.  (2025)  Preparation and characterization of yellow materials derived from the decomposition of magnesium tartrate crystals.  JOURNAL OF MATERIALS SCIENCE,      [PMID:] [10.1007/s10853-025-10598-y]

21. Yunfei Yang, Hongfang Shen, Congcong Ma, Dong Li, Bo Ma, Youjun Lu, Yanmin Wang.  (2024)  Preparation of C@CuNi/TiO2 with a local surface plasmon resonance for photocatalytic degradation of organic dyes and antibiotics under visible light irradiation.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2024.135406]

22. Yunfei Yang, Hongfang Shen, Congcong Ma, Bo Ma, Dong Li, Haibo Li, Youjun Lu, Yanmin Wang.  (2024)  Visible-light driven photocatalyzing degradation of antibiotics and dyes enabled by 0D/1D Tb2O3/Er2O3/TiO2@C hybrids.  MATERIALS RESEARCH BULLETIN,      [PMID:] [10.1016/j.materresbull.2024.112910]

23. Panpan Yang, Sheng Lu, Yuemiao Zhang, Xiaoting Lu, Pengfei Huang, Kun Wu, Jun Shi, Yi Fu.  (2025)  High Thermal Conductivity and Recycling of Main-Chain Liquid Crystal Polyesters Based on π–π Stacking.  CHEMISTRY OF MATERIALS,      [PMID:] [10.1021/acs.chemmater.5c01317]

24. Beibei Sun, Qiuyan Bi, Rujie Li, Jie Xu, Wanji Zhou, Shiai Xu.  (2025)  The Synergistic Effect of Anhydrous Magnesium Carbonate and Eco-Friendly Inorganic Flame Retardants on Soft Polyvinyl Chloride Composites.  ChemistrySelect,  10  (32): (e01416).  [PMID:] [10.1002/slct.202501416]

25. Peng Du, Shihui Qiu, Chengbao Liu, Guangzhou Liu, Haichao Zhao, Liping Wang.  (2018)  In situ polymerization of sulfonated polyaniline in layered double hydroxide host matrix for corrosion protection.  NEW JOURNAL OF CHEMISTRY,  42  (6): (4201-4209).  [PMID:] [10.1039/C7NJ05127A]

26. Lixin Liu, Yuning Wang, Jiuyi Sun, Yunan Zhang, Xiangyu Zhang, Lili Wu, Yingli Liu, Xuan Zhang, Yidi Xia, Qiumei Zhang, Ning Gao.  (2024)  Improved photostability, solubility, hygroscopic stability and antimicrobial activity of fleroxacin by synthesis of fleroxacin-D-tartaric acid pharmaceutical salt.  EUROPEAN JOURNAL OF PHARMACEUTICS AND BIOPHARMACEUTICS,      [PMID:39181416] [10.1016/j.ejpb.2024.114464]

27. Zaohui Lei, Xiuyun Zhang, Shining Zhang, Guisheng Zhu, Yunyun Zhao, Laijun liu, Huarui Xu.  (2025)  Preparation of La2Zr2O7 nanopowders via a novel tartaric coprecipitation method.  CERAMICS INTERNATIONAL,  51  (19): (28455-28459).  [PMID:] [10.1016/j.ceramint.2025.04.016]