Dimethyl Itaconate - Moligand™,≥98%(GC),containing stabilizers , CAS No.617-52-7

CAS: 617-52-7 Cat. No.: D154394 Peso molecular: 158.15 Beilstein Registry Number: 386674 Número EC: 210-519-6

GRADE & PURITY Moligand™, ≥98%(GC), containing stabilizers

Synonyms

Butanedioic acid, 2-methylene-, 1,4-dimethyl ester | AC-24615 | Itaconic acid dimethyl ester | Dimethyl itaconate | Dimethyl itaconate, 99% | MFCD00008446 | Dimethyl methylenesuccinate | GTPL9939 | HY-W041892 | Butanedioic acid, 2-methylene-, dimethyl est

Storage

Room temperature

Shipped In

Normal

Descripción general

Dimethyl itaconate can be synthesized via esterification of itaconic acid.

Dimethyl itaconate can be used for the rhodium catalyzed asymmetric hydrogenation of (S)-dimethyl-2-methylsuccinate and (R)-methyl succinic acid dimethyl ester.

Specifications

Sinónimos

Butanedioic acid, 2-methylene-, 1, 4-dimethyl ester | AC-24615 | Itaconic acid dimethyl ester | Dimethyl itaconate | Dimethyl itaconate, 99% | MFCD00008446 | Dimethyl methylenesuccinate | GTPL9939 | HY-W041892 | Butanedioic acid, 2-methylene-, dimethyl est

Especificaciones y pureza

Moligand™, ≥98%(GC), containing stabilizers

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

Normal

Grado

Moligand™

Pureza

≥98%(GC)

Nombres e identificadores

• Pubchem Sid: 504754353
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504754353
• Sonrisas canónicas: COC(=O)CC(=C)C(=O)OC
• IUPAC Name: dimethyl 2-methylidenebutanedioate
• InChIKey: ZWWQRMFIZFPUAA-UHFFFAOYSA-N
• INCHI: 1S/C7H10O4/c1-5(7(9)11-3)4-6(8)10-2/h1,4H2,2-3H3
• Isómeros SMILES: COC(=O)CC(=C)C(=O)OC
• WGK Alemania: 3
• Peso molecular: 158.15
• Beilstein: 386674
• Reaxy-Rn: 386674
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=386674&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Clase Fatty Acyls
      • Subclass Fatty acid esters

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: Fatty Acyls
• Subclass: Fatty acid esters
• Intermediate Tree Nodes: Not available
• Direct Parent: Fatty acid methyl esters
• Alternative Parents: Dicarboxylic acids and derivatives Methyl esters Enoate esters Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Fatty acid methyl ester - Dicarboxylic acid or derivatives - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Methyl ester - Carboxylic acid ester - Carboxylic acid derivative - 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 fatty acid methyl esters. These are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group.
• 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

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Insoluble in water; soluble in acetone, ether, ethanol, methanol.
• Sensibilidad: Moisture sensitive.
• Punto de inflamación (°F): 212 °F
• Punto de inflamación (°C): 100 °C
• Punto de ebullición (°C): 109°C/10mmHg
• Punto de fusión (°C): 33-39°C
• Peso molecular: 158.150 g/mol
• XLogP3: 0.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 158.058 Da
• Monoisotopic Mass: 158.058 Da
• Topological Polar Surface Area: 52.600 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 183.000
• 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

Referencias

1. Desheng Yang, Rui Zhang, Ting Zhao, Tingting Sun, Xiaomeng Chu, Shaojie Liu, Erjun Tang, Xiaodong Xu.  (2019)  Efficient reduction of 4-nitrophenol catalyzed by 4-carbo-methoxypyrrolidone modified PAMAM dendrimer–silver nanocomposites.  Catalysis Science & Technology,  9  (21): (6145-6151).  [PMID:] [10.1039/C9CY01655D]

2. Wenjin Cai, Shihua Mao, Ying Wang, Bicong Gao, Jiaying Zhao, Yongzheng Li, Yani Chen, Dong Zhang, Jintao Yang, Guoli Yang.  (2024)  An Engineered Hierarchical Hydrogel with Immune Responsiveness and Targeted Mitochondrial Transfer to Augmented Bone Regeneration.  Advanced Science,      [PMID:39258577] [10.1002/advs.202406287]

3. Hao Lin, Wen Li, Qingpeng Ou, Jie Liu, Zhaoyang Wei, Zhao Wang, Dean Shi, Weiwei Lei, Liqun Zhang.  (2024)  Design and Characterization of High Gas Barrier and Fully Biobased Poly(1,5-pentylene succinate-co-itaconate-co-furanoate) Elastomers.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.4c00423]

4. Hanxu Zhu, Han Hu, Qingyang Luan, Chen Lin, Juanfang Xu, Jinggang Wang, Wu Bin Ying, Jin Zhu.  (2024)  Highly crystalline, heat resistant and biodegradable copolyesters from fully bio-based bis(pyrrolidone) monomer.  GIANT,      [PMID:] [10.1016/j.giant.2024.100276]

5. Weiqi Chen, Hanxu Zhu, Han Hu, Qingyang Luan, Qi Jiang, Peng Liang, Linyi Hu, Jie Feng, Jinggang Wang, Jin Zhu.  (2025)  Synthesis of Pyrrolidone-Based Copolyesters with Enhanced Glass Transition Temperatures and Abiotic Hydrolysability.  POLYMER DEGRADATION AND STABILITY,      [PMID:] [10.1016/j.polymdegradstab.2025.111426]

6. Changhui Jing, Falin Li, Shuai Du, Xin Wang, Fengyuan Zhang, Songqi Ma.  (2025)  Bio-based high-latent-efficiency cross-linking accelerator with steric-hindrance and salt-formation effects.  GREEN CHEMISTRY,      [PMID:] [10.1039/D5GC01732G]

7. Yangsong Chen, Dekang You, Xin Pan, Youfang Zhang, Zhao Wang, Dean Shi, Weiwei Lei, Liqun Zhang, Robert K. Y. Li.  (2025)  Remarkable Strain Hardening, Elasticity, and Gas Barrier of Biobased Poly(1,5-pentylene itaconate-co-furanoate-co-ε-caprolactone) Elastomers.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.5c08299]

8. Liya Yang, Na Yin, Tongge Wang, Ruilin Chao, Qiang Yang, Yifei Gao, Shenyao Jin, Yiman Chen, Jian Li, Ling Guo, Min Feng.  (2026)  In situ arming of NETs for targeted delivery of redox-modulating liposomes to eradicate intracellular bacteria in sepsis.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2026.175436]