(3-Acrylamidopropyl)trimethylammonium Chloride(APTAC) - 74-76% in Water,With stabilizer MEHQ , CAS No.45021-77-0

CAS: 45021-77-0 Cat. No.: A303742 Molecular Weight: 206.71 EC Number: 256-181-3

GRADE & PURITY 74-76% in Water,With stabilizer MEHQ

Synonyms

3-Acrylamido-N,N,N-trimethylpropan-1-aminium chloride | Trimethyl-3-((1-oxoallyl)amino)propylammonium chloride

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

(3-Acrylamidopropyl)trimethylammonium chloride(APTAC) is a quaternary ammonium cationic monomer with high water solubility. It undergoes rapid cationic polymerization due to the presence of a permanent positive charge. It is utilized in the field of stimuli-responsive coatings, biosensors, drug delivery systems, medical devices, contact lenses, dental composites, wound healing, ion-exchange membranes for water treatment, and polymer 3Dscaffolds for tissue engineering.

Application：

(3-Acrylamidopropyl)trimethylammonium chloride solution can be used:
As a cationic monomer to synthesize polyampholyte hydrogels (PAHs). These hydrogels show pH-responsive and ionic strength-responsive behavior and are suitable for application in smart coatings and biosensors.
As a monomer to prepare poly(APTAC) ion exchange membranes with high surface porosity, for the removal of Cu(II), Cr(VI), and As(V) ions from water.
As a precursor to fabricate cartilage mimetic polymer scaffolds that can be used in cartilage regeneration and replacement.

Specifications

Synonyms

3-Acrylamido-N, N, N-trimethylpropan-1-aminium chloride | Trimethyl-3-((1-oxoallyl)amino)propylammonium chloride

Specifications & Purity

74-76% in Water, With stabilizer MEHQ

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Pubchem Sid: 488188455
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488188455
• Canonical Smiles: C[N+](C)(C)CCCNC(=O)C=C.[Cl-]
• IUPAC Name: trimethyl-[3-(prop-2-enoylamino)propyl]azanium;chloride
• InChIKey: OEIXGLMQZVLOQX-UHFFFAOYSA-N
• INCHI: 1S/C9H18N2O.ClH/c1-5-9(12)10-7-6-8-11(2,3)4;/h5H,1,6-8H2,2-4H3;1H
• Isomeric SMILES: C[N+](C)(C)CCCNC(=O)C=C.[Cl-]
• Molecular Weight: 206.71
• Reaxy-Rn: 9360275
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=9360275&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Acrylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Acrylic acids and derivatives
• Alternative Parents: Tetraalkylammonium salts Secondary carboxylic acid amides Organopnictogen compounds Organic zwitterions Organic oxides Organic chloride salts Hydrocarbon derivatives Carbonyl compounds Amines
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Acrylic acid or derivatives - Tetraalkylammonium salt - Quaternary ammonium salt - Secondary carboxylic acid amide - Carboxamide group - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organic chloride salt - Organic salt - Organic zwitterion - Organooxygen compound - Organonitrogen compound - Carbonyl group - Amine - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as acrylic acids and derivatives. These are organic compounds containing acrylic acid CH2=CHCO2H or a derivative thereof.
• 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

• Refractive Index: n20/D 1.4848
• Molecular Weight: 206.710 g/mol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 206.119 Da
• Monoisotopic Mass: 206.119 Da
• Topological Polar Surface Area: 29.100 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 158.000
• 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: 2

XLogP3

References

1. Chenhui Yan, Junyu Li, Chuan Tan, Guangyuan Chen, Qian Zhao, Yuxuan Chen, Pan He, Yulong Luo, Tao Duan, Jiehong Lei, Lin Zhu.  (2023)  Cuprous Oxide-Based Cationic Hydrogel by the Integration of Enrichment and Immobilization of Radioiodine (I–, IO3–) in Aqueous Solution.  ACS Applied Materials & Interfaces,      [PMID:37255027] [10.1021/acsami.3c04816]

2. Junyao Wang, Yuyang Huang, Guangze Gao, Huan Liu, Yuhan Huang, Taipeng Wang, Zhida Li, Jianlang Shu, Tinggang Zhang.  (2024)  Accordion-Structured Hydrogel Battery Capable of Maintaining Ion Gradients for Extended Periods.  ACS Applied Materials & Interfaces,      [PMID:39423029] [10.1021/acsami.4c12092]

3. Mengjie Si, Yueman Tang, Chen Xu, Chen Yu Li, Kaishun Xia, Wei Xu, Ji Lin, Zhen Jiang, Jintao Yang, Si Yu Zheng.  (2025)  Developing tough, fatigue-resistant and conductive hydrogels via in situ growth of metal dendrites.  Materials Horizons,      [PMID:39866078] [10.1039/D4MH01778A]

4. Kaiqi Fan, Jiwei Peng, Wentong Yang, Xiaobo Wang, Sen Liu, Luxin Cao, Haijun Sun, Xiaojing Zhang.  (2024)  One-step preparation of highly conductive eutectogel for a flexible strain sensor.  JOURNAL OF APPLIED POLYMER SCIENCE,  141  (26): (e55561).  [PMID:] [10.1002/app.55561]

5. Jiaqian Li, Chenxiang Li, Huimin Dou, Xiaojin Zhang, Yu Dai, Fan Xia.  (2024)  PET-hydrogel heterogeneous membranes that eliminate concentration polarization for salinity gradient power generation.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2024.122644]

6. Lin Li, Yongfang Yang, Nan He, Xinyi Xu, Bingsen Wang, Jie Miao, Shengli Xu, Haonan Wang, Dawei Tang.  (2025)  Dual-interfacial gating unlocks bidirectional ionic flux for high-efficiency hydrovoltaic energy harvesting.  Energy & Environmental Science,      [PMID:] [10.1039/D5EE01678A]

7. Jiajia Wang, Yucen Cai, Lin Lei, Feng Zeng, Qi Liu, Yunqiang Xiang, Xinyuan Fu, Zhangyou Yang, Jing Luo.  (2025)  A mesoporous polydopamine-mediated programmed drug release hydrogel for burn wound treatment.  Materials Today Communications,      [PMID:] [10.1016/j.mtcomm.2025.113552]

8. Jiamin Zhang, Lifeng Chen, Yongqing Bai, Minghao Xue, Weiwei Sheng, Baofeng Hou, Huiyong Zeng, Xiaoxia Shang.  (2025)  A Novel Multi-Block High-Cationic Density Side-Chain Quaternary Ammonium Polymer: Preparation and Performance Evaluation of Clay Stabilizer for Efficient Water Injection.  JOURNAL OF APPLIED POLYMER SCIENCE,      [PMID:] [10.1002/app.58021]

9. Zhenming Qi, Xiaosai Hu.  (2022)  Water absorbency of super absorbent polymer based on flexible polymeric network.  EUROPEAN POLYMER JOURNAL,      [PMID:] [10.1016/j.eurpolymj.2022.111045]

10. Yilin Wang, Xiran Zhou, Xijing Yang, Jiahao Liang, Shifan Chen, Ziyue Ling, Wenjie Wang, Zijian Shao, Xin Song, Ran Wei, Weifeng Zhao, Changsheng Zhao.  (2025)  Strategic Nanoarchitectonics of Porous Beads for Protein-Bound Toxin Removal with Self-Photodecomposition and Visual Monitoring for Hyperbilirubinemia.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202502795]

11. Jiafu Shen, Yu Dai, Fan Xia, Xiaojin Zhang.  (2025)  P-N Series Integrated Ionic Thermoelectric Generator Based on Cation/Anion-Selective Hydrogels for Body Heat Harvesting.  Small,      [PMID:40289440] [10.1002/smll.202502884]

12. Yan Li, Yu Baolu, Pan Yuewen, Li Xuezhi, Lou Zeyang, Tian Hongliang.  (2025)  SYNERGISTIC SYSTEM STUDY OF HYDROPHOBIC ASSOCIATING WATER-SOLUBLE POLYMER AND VISCOELASTIC SURFACTANT APPLIED IN FRACTURING FLUID FOR UNCONVENTIONAL OIL AND GAS.  QUIMICA NOVA,      [PMID:] [10.21577/0100-4042.20250127]

13. Chenhui Yan, Bowen Zhang, Xing Ai, Chunping Xie, Tao Wang, Jinglin Huang, Guo Chen, Xiaoshan He, Yansong Liu, Zhibing He.  (2025)  Interpenetrated network hydrogel with dual ion active sites for radioiodine (I−, IO3−) removal.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2025.138794]

14. Tiantian Hu, Xiaojin Zhang, Shuhan Yang, Yu Dai, Fan Xia.  (2026)  Real-Time Electrochemical Sensing Enabled by Nanoconfined Hydrogels in Solid-State Arrayed Nanochannels.  ANALYTICAL CHEMISTRY,      [PMID:41668334] [10.1021/acs.analchem.5c07779]