Diglycolic Acid - ≥98% , CAS No.110-99-6

CAS: 110-99-6 Cat. No.: D155445 Molecular Weight: 134.09 Beilstein Registry Number: 1072120 EC Number: 203-823-5

GRADE & PURITY ≥98%

Synonyms

J-002501 | MFCD00004309 | DTXSID4041575 | InChI=1/C4H6O5/c5-3(6)1-9-2-4(7)8/h1-2H2,(H,5,6)(H,7,8 | 2-(carboxymethoxy)acetic acid | Diglycolic acid, 98% | DTXCID2021575 | Oxydiacetic acid | 3-Oxapentanedioic acid | Acetic acid, 2,2'-oxybis- | S4651635E0 |

Storage

Room temperature

Shipped In

Normal

Overview

Diglycolic acid was used in the preparation of needle-like aragonite particles from calcium nitrate aqueous solutions. It is also used in the synthesis of N-interlinked imipramines which show apoptotic activity against malignant cells as well as signs of combating BurkittÂ’s lymphoma.

Specifications

Synonyms

J-002501 | MFCD00004309 | DTXSID4041575 | InChI=1/C4H6O5/c5-3(6)1-9-2-4(7)8/h1-2H2, (H, 5, 6)(H, 7, 8 | 2-(carboxymethoxy)acetic acid | Diglycolic acid, 98% | DTXCID2021575 | Oxydiacetic acid | 3-Oxapentanedioic acid | Acetic acid, 2, 2'-oxybis- | S4651635E0 |

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Diglycolate has antithrombotic properties and can induce vasodilation. It inhibits succinate dehydrogenase activity in human proximal tubular cells.

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488180685
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180685
• Canonical Smiles: C(C(=O)O)OCC(=O)O
• IUPAC Name: 2-(carboxymethoxy)acetic acid
• InChIKey: QEVGZEDELICMKH-UHFFFAOYSA-N
• INCHI: 1S/C4H6O5/c5-3(6)1-9-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)
• Isomeric SMILES: C(C(=O)O)OCC(=O)O
• WGK Germany: 3
• RTECS: AJ1530000
• Molecular Weight: 134.09
• Beilstein: 1072120
• Reaxy-Rn: 1072117
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1072117&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Dicarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Dicarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Dicarboxylic acids and derivatives
• Alternative Parents: Dialkyl ethers Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Dicarboxylic acid or derivatives - Ether - Dialkyl ether - Carboxylic acid - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.
• External Descriptors: Not available

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

Chemical and Physical Properties

• Solubility: Soluble in water, methanol
• Melt Point(°C): 144 °C
• Molecular Weight: 134.090 g/mol
• XLogP3: -0.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 134.022 Da
• Monoisotopic Mass: 134.022 Da
• Topological Polar Surface Area: 83.800 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 104.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• 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. Wang Hanwen, Wang Ying, Wen Ping, Ma Lin, Fan Mingjin, Dong Rui, Zhang Chunhua.  (2023)  Low-viscosity oligoether esters (OEEs) as high-efficiency lubricating oils: Insight on their structure–lubricity relationship.  Friction,      [PMID:] [10.1007/s40544-023-0765-3]

2. Han Hu, Chen Lin, Qingyang Luan, Xiaoyu Jiang, Xiaoqin Zhang, Qianfeng Wang, Yunxiao Dong, Jing Wei, Jinggang Wang, Jin Zhu.  (2023)  Synergistic Modification of PBT with Diglycolic Acid and Succinic Acid: Fast Crystallization and High Strength-Toughness Copolyesters for Environmentally Degradable Packaging.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.3c03394]

3. Yiwen Wang, Yafei He, Aijun Gong, Lina Qiu, Min Zhang, Mory Traore, Xiaoning Zhan, You Li, Yuzhen Bai, Yang Liu, Ge Gao, Weiyu Zhao.  (2023)  Selective recovery of rare earth metals from acid mine drainage by pyrrolidine diglycolamide silica column.  Journal of Environmental Chemical Engineering,      [PMID:] [10.1016/j.jece.2023.110091]

4. Fukai Li, Aijun Gong, Lina Qiu, Weiwei Zhang, Jingrui Li, Zhe Liu.  (2019)  Diglycolamide-grafted Fe3O4/polydopamine nanomaterial as a novel magnetic adsorbent for preconcentration of rare earth elements in water samples prior to inductively coupled plasma optical emission spectrometry determination.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2019.01.004]

5. Yunxiao Dong, Yong Yang, Jinggang Wang, Qianfeng Wang, Xiaoqin Zhang, Han Hu, Jin Zhu.  (2024)  Study on the Synthesis and Properties of Biodegradable Poly(butylene diglycolate) Polyester.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.3c07667]

6. 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]