Dimethyl oxalate - ≥99% , CAS No.553-90-2

CAS: 553-90-2 Cat. No.: D103009 Peso molecular: 118.09 Beilstein Registry Number: 1071744 Número EC: 209-053-6

GRADE & PURITY ≥99%

Synonyms

Oxalic acid, dimethyl ester | dimethyl ethanedioate | EINECS 209-053-6 | UNII-IQ3Q79344S | METHYL OXALATE | Ethanedioic acid, dimethyl ester | NSC 9374 | NSC-9374 | MFCD00008442 | Oxalic acid dimethyl ester | Dimethyl oxalate | Ethanedioic acid, 1,2-dimet

Storage

Room temperature

Shipped In

FedEx DG Service

Descripción general

Dimethyl oxalate (DMO) was used as alternate fuel in direct oxidation fuel cell. DMO was used to study the IR spectra of DMO isolated in noble gas low-temperature matrices

Specifications

Sinónimos

Oxalic acid, dimethyl ester | dimethyl ethanedioate | EINECS 209-053-6 | UNII-IQ3Q79344S | METHYL OXALATE | Ethanedioic acid, dimethyl ester | NSC 9374 | NSC-9374 | MFCD00008442 | Oxalic acid dimethyl ester | Dimethyl oxalate | Ethanedioic acid, 1, 2-dimet

Especificaciones y pureza

≥99%

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

FedEx DG Service

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥99%

Nombres e identificadores

• Pubchem Sid: 504752065
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504752065
• Sonrisas canónicas: COC(=O)C(=O)OC
• IUPAC Name: dimethyl oxalate
• InChIKey: LOMVENUNSWAXEN-UHFFFAOYSA-N
• INCHI: 1S/C4H6O4/c1-7-3(5)4(6)8-2/h1-2H3
• Isómeros SMILES: COC(=O)C(=O)OC
• WGK Alemania: 3
• RTECS: RO2850000
• Número ONU: 3263
• Grupo de embalaje: III
• Peso molecular: 118.09
• Beilstein: 1071744
• Reaxy-Rn: 1071744
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1071744&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Dicarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Dicarboxylic acids and derivatives
• Alternative Parents: Methyl esters Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Dicarboxylic acid or derivatives - Methyl ester - Carboxylic acid ester - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Descripción: 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: dicarboxylic 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

Propiedades químicas y físicas

• Solubilidad: Slightly soluble in cold water, soluble in ethanol and ether.
• Sensibilidad: monisture sensitive
• Índice de refracción: 1.39
• Punto de inflamación (°F): 167°F
• Punto de inflamación (°C): 75℃
• Punto de ebullición (°C): 163-164°C
• Punto de fusión (°C): 54°C
• Peso molecular: 118.090 g/mol
• XLogP3: -0.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 118.027 Da
• Monoisotopic Mass: 118.027 Da
• Topological Polar Surface Area: 52.600 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 92.600
• 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

Referencias

1. Jianrui Zha, Yaoqi Gu, Shuya Wei, Huarui Han, Ankun Wang, Qinglin Ma.  (2022)  Preliminary Investigation of Sequential Application of Different Calcium Oxalate Solutions for Carbonate Rock Conservation.  Coatings,  12  (10): (1412).  [PMID:] [10.3390/coatings12101412]

2. Yanjie Duan, Zhixiong Huang, Xiangbin Dong, Jingyu Ren, Lin Lin, Shuhong Wu, Runping Jia, Xiaowei Xu.  (2021)  A comprehensive evaluation of Co, Ni, Cu and Zn doped manganese oxalate for lithium storage.  JOURNAL OF SOLID STATE CHEMISTRY,      [PMID:] [10.1016/j.jssc.2021.122728]

3. Jianzhe Shi, Yan He, Kui Ma, Siyang Tang, Changjun Liu, Hairong Yue, Bin Liang.  (2020)  Cu active sites confined in MgAl layered double hydroxide for hydrogenation of dimethyl oxalate to ethanol.  CATALYSIS TODAY,      [PMID:] [10.1016/j.cattod.2020.04.042]

4. Chunbao Du, Yaowen Bai, Yuhang Shui, Yijian Zhao, Xiaohan Zheng, Shuwen Guo, Qinzhi Wang, Tao Yang, Shuxuan Wang, Weihang Dong, Li Wang.  (2019)  Carbon-Based Nanorod Catalysts for Nitrophenol Reduction.  ACS Applied Nano Materials,      [PMID:] [10.1021/acsanm.8b02148]

5. Zexiang Lyu, Fen-e Gao, Lizhu Wen, Kemeng Shi, Minjun Ma, Chunju Li, Yingxiong Wang, Yan Qiao.  (2018)  DOSY Plus Selective TOCSY: An Efficient NMR Combination for Analyzing Hydrogenation/Hydrogenolysis Mixtures of Biomass-Derived Platform Compounds.  ENERGY & FUELS,      [PMID:] [10.1021/acs.energyfuels.7b03992]

6. Fei Xia, Zhongtian Du, Junxia Liu, Yangyang Ma, Jie Xu.  (2016)  Catalytic oxidative C–C bond cleavage route of levulinic acid and methyl levulinate.  RSC Advances,  6  (76): (72744-72749).  [PMID:] [10.1039/C6RA16149A]

7. Lu Li, Dezhang Ren, Jun Fu, Yunjie Liu, Fangming Jin, Zhibao Huo.  (2016)  Heterogeneous Cu2O-mediated ethylene glycol production from dimethyl oxalate.  Journal of Energy Chemistry,      [PMID:] [10.1016/j.jechem.2016.02.002]

8. Xiaomeng Deng, Wensheng Wei, Zizhen Yan, Zhanguo Zhang, Yuxin Wang, Guangwen Xu, Jianjun Guo, Jinggang Zhao, Lei Shi.  (2024)  Product as additive for facilitating CO2 conversion into cyclic carbonate.  Journal of CO2 Utilization,      [PMID:] [10.1016/j.jcou.2024.102850]

9. Jinglin Zou, Xinping Duan, Xu Liu, Lele Huang, Xiaoying Liu, Jiachang Zuo, Weizhou Jiao, Haiqiang Lin, Linmin Ye, Youzhu Yuan.  (2022)  Identifying the activity origin of silver catalysts induced by interfacial electron localization for regioselective CO bond hydrogenation.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2022.140110]

10. Aidi Xie, Jia Zhang, Chun Chen, Yunxia Zhang, Haimin Zhang, Huijun Zhao, Guozhong Wang.  (2025)  Enhanced selective hydrogenation of dimethyl oxalate to methyl glycolate through Cu-Ag bimetallic catalysts encapsulated in amino-functionalized mesoporous silica nanospheres.  Surfaces and Interfaces,      [PMID:] [10.1016/j.surfin.2025.106612]

11. Xiaofang Wen, Hongcan Lou, Zheng Li, Jiehao Xie, Zirui Qin, Xingkun Chen, Yuan Tan, Nian Lei, Wei Lu, Yunjie Ding.  (2026)  Tuning product selectivity in dimethyl oxalate hydrogenation via Ga-promoted Cu/SiO2 catalysts: the interplay between Cu+/Cu0 sites and surface acidity.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2026.165881]

12. Jian Wang, Penglei Guo, Jie Zhang, Yabin Zhu, Haijun Zhang, Xiaoqing Liu.  (2026)  Synthesis of high-molecular-weight poly(ethylene oxalate-co-terephthalate) via a temperature-matching melt polymerization strategy.  EUROPEAN POLYMER JOURNAL,      [PMID:] [10.1016/j.eurpolymj.2026.114680]