Ethylene Glycol Monoacetoacetate Monomethacrylate (AAEM) - ≥94%, stabilized with 300 ppm BHT , CAS No.21282-97-3

CAS: 21282-97-3 Cat. No.: A107223 Molecular Weight: 214.22 Beilstein Registry Number: 2099809 EC Number: 244-311-1

GRADE & PURITY ≥94%, stabilized with 300 ppm BHT

Synonyms

MFCD01076195 | 6L3EW3HZF2 | NCGC00248321-01 | SCHEMBL62134 | DTXSID7041388 | MFCD00054405 | 2-((2-Methyl-1-oxoallyl)oxy)ethyl acetoacetate | 2-(Acetoacetyloxy)ethyl Methacrylate | DTXCID5021388 | 3-chloro4-methoxybenzylamine | 2-[(2-METHYL-1-OXOALLYL)OXY]

Storage

Room temperature

Shipped In

Normal

Overview

Application：

2- (methylacryloxy) ethyl acetoacetate is a methylene active compound that can be used to synthesize 2- (methylacryloxy) 6-methyl-2-oxo-4-phenyl-1,2,3, 4-tetrahydropyrimidine-5-carboxylate ethyl ester. [1] It can be used as a polymerizable chelating agent for metal alkols to form polymerizable oxide precursors

Specifications

Synonyms

MFCD01076195 | 6L3EW3HZF2 | NCGC00248321-01 | SCHEMBL62134 | DTXSID7041388 | MFCD00054405 | 2-((2-Methyl-1-oxoallyl)oxy)ethyl acetoacetate | 2-(Acetoacetyloxy)ethyl Methacrylate | DTXCID5021388 | 3-chloro4-methoxybenzylamine | 2-[(2-METHYL-1-OXOALLYL)OXY]

Specifications & Purity

≥94%, stabilized with 300 ppm BHT

Storage

Room temperature

Shipped In

Normal

Purity

≥94%

Names and Identifiers

• Pubchem Sid: 504755962
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504755962
• Canonical Smiles: CC(=C)C(=O)OCCOC(=O)CC(=O)C
• IUPAC Name: 2-(2-methylprop-2-enoyloxy)ethyl 3-oxobutanoate
• InChIKey: IBDVWXAVKPRHCU-UHFFFAOYSA-N
• INCHI: 1S/C10H14O5/c1-7(2)10(13)15-5-4-14-9(12)6-8(3)11/h1,4-6H2,2-3H3
• Isomeric SMILES: CC(=C)C(=O)OCCOC(=O)CC(=O)C
• WGK Germany: 1
• Molecular Weight: 214.22
• Beilstein: 2099809
• Reaxy-Rn: 2099809
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2099809&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Keto acids and derivatives
      • Subclass Beta-keto acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Keto acids and derivatives
• Subclass: Beta-keto acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Beta-keto acids and derivatives
• Alternative Parents: Fatty acid esters Dicarboxylic acids and derivatives 1,3-dicarbonyl compounds Enoate esters Ketones Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Beta-keto acid - Fatty acid ester - Dicarboxylic acid or derivatives - Fatty acyl - 1,3-dicarbonyl compound - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Carboxylic acid ester - Ketone - Carboxylic acid derivative - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organic oxygen compound - Organooxygen compound - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as beta-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C3 carbon atom.
• 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: Insoluble in water
• Sensitivity: Heat sensitive
• Refractive Index: 1.456
• Flash Point(°F): 235.4 °F
• Flash Point(°C): 113 °C
• Boil Point(°C): 100 °C/0.8 mmHg
• Molecular Weight: 214.210 g/mol
• XLogP3: 0.800
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 214.084 Da
• Monoisotopic Mass: 214.084 Da
• Topological Polar Surface Area: 69.700 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 280.000
• 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. Jiaqi Su, Mengyuan Cai, Haoxin Zhu, Weijia Li, Peiyao Kang, Jincheng Xue, Weiwei Hu, Duanji Li, Shuangying Wei, Zhenhua Gao.  (2022)  Self-initiated UV-curable polyacrylate using soybean isolate as hydrogen donor.  PROGRESS IN ORGANIC COATINGS,      [PMID:] [10.1016/j.porgcoat.2022.107238]

2. Yaofeng Zhu, Wei Liu, Hongbo Dai, Farao Zhang.  (2021)  Synthesis of a self-assembly amphiphilic sizing agent by RAFT polymerization for improving the interfacial compatibility of short glass fiber-reinforced polypropylene composites.  COMPOSITES SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.compscitech.2021.109181]

3. Bin Feng, Di Wang, Yuhui Li, Junpeng Qian, Chenlei Yu, Mingsi Wang, Danni Luo, Shuangying Wei.  (2020)  Mechanical Properties of a Soy Protein Isolate–Grafted–Acrylate (SGA) Copolymer Used for Wood Coatings.  Polymers,  12  (5): (1137).  [PMID:32429326] [10.3390/polym12051137]

4. Ruming Jiang, Meiying Liu, Hongye Huang, Liucheng Mao, Qiang Huang, Yuanqing Wen, Qian-yong Cao, Jianwen Tian, Xiaoyong Zhang, Yen Wei.  (2018)  Facile fabrication of organic dyed polymer nanoparticles with aggregation-induced emission using an ultrasound-assisted multicomponent reaction and their biological imaging.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:29494876] [10.1016/j.jcis.2018.01.084]

5. Yin Zheng, Mingyue Wang, Xinge Zhang, Zhongming Wu, Ling Gao.  (2024)  A bacteria-responsive nanoplatform with biofilm dispersion and ROS scavenging for the healing of infected diabetic wounds.  Acta Biomaterialia,      [PMID:39710222] [10.1016/j.actbio.2024.12.042]

6. Xiaopeng Yang, Tingting Che, Shasha Tian, Yuanyuan Zhang, Yin Zheng, Yufei Zhang, Xinge Zhang, Zhongming Wu.  (2024)  A Living Microecological Hydrogel with Microbiota Remodeling and Immune Reinstatement for Diabetic Wound Healing.  Advanced Healthcare Materials,      [PMID:38744431] [10.1002/adhm.202400856]

7. Wenqian Chen, Zi Ye, Lixiong Gao, Yuhang Jiang, Yue Wei, Xuejun Chen, Liqin Li, Tengfei Mao, Zhaohui Li.  (2025)  Synthesis and Protective Mechanisms of Fluorescent Copolymers against Multi-Band UV-Induced Photodamage in HCE-T Cells.  BIOMACROMOLECULES,      [PMID:40344195] [10.1021/acs.biomac.4c01789]

8. Hu Rui, Zheng Anjia, Zhang Cancan, Wang Chuanxi, Zhang Jiaming, Ge Chongxiao, Li Qing, Zhang Bin, Jiang Feng.  (2025)  Preparation of cellulose-based fluorescent elastomers via RAFT polymerization and lanthanide coordination.  CELLULOSE,      [PMID:] [10.1007/s10570-025-06809-z]

9. Yucheng Zi, Guochen Wang, Dong Chen, Wantai Yang, Yuhong Ma.  (2025)  Vinylogous Urethane Vitrimers Derived from Styrene Copolymers for Reprocessable Damping Materials.  INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,      [PMID:] [10.1021/acs.iecr.5c03739]

10. Xuan Li, Yanan Zhang, Yating Zhang, Weiteng Lin, Hongbing Lu, Kemeng Ji, Mingming Chen.  (2026)  Gel Electrolyte Self-Healing via Dynamic Reversible Bonds for Stable Lithium Plating/Stripping in Lithium Metal Batteries.  ACS Applied Materials & Interfaces,      [PMID:41610373] [10.1021/acsami.5c22093]

11. Yusong Xiao, Lijuan Zhu, Juntao Li, Yi Li, Ce Liang.  (2026)  Amphiphilic terpolymer sizing enabling an interfacial toughening layer for enhanced interfacial and mechanical properties of CF/EP composites.  COMPOSITES SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.compscitech.2026.111609]