N,N-Dimethylacrylamide （DMAA）(stabilized with MEHQ) - ≥99% , CAS No.2680-03-7

CAS: 2680-03-7 Cat. No.: N159036 Peso molecular: 99.13 Beilstein Registry Number: 4(3)130 Número EC: 220-237-5

GRADE & PURITY ≥99%

Synonyms

ACRYLAMIDE, N,N-DIMETHYL- | AKOS009157019 | DMAA; DMAC; N,N-Dimethyl-2-propenamide | N,N-Dimethylacrylamide, 99%, contains 500 ppm monomethyl ether hydroquinone as inhibitor | Dimethylamid kyseliny akrylove | D78231 | DMAA-N,N | EINECS 220-237-5 | EN300-1

Storage

Protected from light,Room temperature

Shipped In

Normal

Descripción general

N,N-Dimethylacrylamide (DMA) is a nonionic acrylic monomer that can make swellable polymeric particles.

Application：

N. N-Dimethylacrylamide (DMAA) can be used in the following application areas:
Synthesis of poly (N, N-dimethylacrylamide) (PDMAA) nanoparticles for biomedical and drug delivery applications.
As a copolymer monomer, it is used to synthesize thermally responsive polymers for use in smart coatings, adhesives, and sensors.
As a reactive diluent in the manufacturing of UV curable coatings and inks.
Together with polyethylene glycol dimethacrylate (PEGDMA) and chitosan derivatives, it is used as a comonomer to develop injectable hydrogels and can be used as a matrix for bone tissue engineering.
A series of DMMA based hydrogels are used to remove heavy metals and organic dyes from polluted water. Due to electrostatic effect and hydrogen bonding in the main chain of DMMA, these hydrogels have high efficiency in removing cationic dyes.
Synthesis of non-toxic luminescent carbon dots/poly (DMMA) nanocomposites through surface initiated reverse addition cleavage chain transfer polymerization.
Polymer coating for quartz crystal microbalance (QCM) sensors. As a sensitive material, poly (DMMA) gel absorbs Au (III) ions from hydrochloric acid aqueous solution, and is inactive to most other metal ions and organic compounds.

Specifications

Sinónimos

ACRYLAMIDE, N, N-DIMETHYL- | AKOS009157019 | DMAA; DMAC; N, N-Dimethyl-2-propenamide | N, N-Dimethylacrylamide, 99%, contains 500 ppm monomethyl ether hydroquinone as inhibitor | Dimethylamid kyseliny akrylove | D78231 | DMAA-N, N | EINECS 220-237-5 | EN300-1

Especificaciones y pureza

≥99%

Condiciones de almacenamiento de almacenamiento

Protected from light, Room temperature

Enviado en

Normal

Pureza

≥99%

Nombres e identificadores

• Pubchem Sid: 504752839
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504752839
• Sonrisas canónicas: CN(C)C(=O)C=C
• IUPAC Name: N,N-dimethylprop-2-enamide
• InChIKey: YLGYACDQVQQZSW-UHFFFAOYSA-N
• INCHI: 1S/C5H9NO/c1-4-5(7)6(2)3/h4H,1H2,2-3H3
• Isómeros SMILES: CN(C)C(=O)C=C
• RTECS: AU3230000
• Peso molecular: 99.13
• Beilstein: 4(3)130
• Reaxy-Rn: 1742219
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1742219&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Carboxylic acid derivatives
        • Level5 Carboxylic acid amides
          • Level6 Tertiary carboxylic acid amides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Carboxylic acid derivatives
• Intermediate Tree Nodes: Carboxylic acid amides
• Direct Parent: Tertiary carboxylic acid amides
• Alternative Parents: Acrylic acids and derivatives Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Acrylic acid or derivatives - Tertiary carboxylic acid amide - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aliphatic acyclic compound
• Descripción: This compound belongs to the class of organic compounds known as tertiary carboxylic acid amides. These are compounds containing an amide derivative of carboxylic acid, with the general structure RN(R1)C(R2)=O (R1-R2 any atom but H).
• 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

Propiedades químicas y físicas

• Solubilidad: Slightly soluble in water (1.000 g/L at 20°C).
• Sensibilidad: light sensitive
• Índice de refracción: 1.473
• Punto de inflamación (°C): 77°C
• Punto de ebullición (°C): 80°C/20mmHg
• Punto de fusión (°C): -40℃
• Peso molecular: 99.130 g/mol
• XLogP3: 0.300
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 99.0684 Da
• Monoisotopic Mass: 99.0684 Da
• Topological Polar Surface Area: 20.300 Ų
• Heavy Atom Count: 7
• Formal Charge: 0
• Complexity: 86.100
• 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

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60. Ruihan Xiang, Binhan Shi, Mingyuan Xu, Yang Qiu, Yong Wu, Caihong Wang, Shuai Tan.  (2025)  Soft and deformable ionogels for multiple wide-temperature applications.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.167623]

61. Xunchun Yuan, Kehang Shi, Haojie Yu, Li Wang, Huanan Wang, Yuan Meng, Hong Yi, Chenguang Ouyang, Md Alim Uddin, Xiwang Yuan, Xinhui Chen, Jianjun Zhang.  (2025)  Metal-free and biocompatible TEMPO-containing nanoparticles for safe magnetic resonance imaging and stimuli-triggered drug release.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:40850107] [10.1016/j.jcis.2025.138744]

62. Hui Ma, Ruixiu Qin, Qiufeng Yao, Yier Li, Chao Luo, Wenhui Wu, Hui Luo, Qi Zhao, Kefeng Wu.  (2025)  Ultrahigh Transparent and Toughness Copolymer Eutectogels via Phase Separation for Fast Tissue Clearing and 2D/3D Imaging.  BIOMACROMOLECULES,      [PMID:40836616] [10.1021/acs.biomac.5c00788]

63. Fei Gao, Shijun Tang, Peng Xu, Jiancheng Wu, Xinru Li.  (2025)  Salt-Induced Gel Formation by Zwitterionic Polymer for Synergistic Methane Hydrate Inhibition.  Gels,  11  (8): (637).  [PMID:40868768] [10.3390/gels11080637]

64. Tao Huang, Pengju Xu, Dinghan Wang, Wanxin Li, Ruohan Wei, Qian Ji, Hong Lin, Jiefeng Shen.  (2025)  High-Temperature-Resistant Organic–Inorganic Hybrid Microspheres with Superior Thermal Expansion Properties.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.5c02060]

65. Ailing Xu, Jiayu Liu, Yonggui Wang, Zefang Xiao, Yanjun Xie.  (2025)  Leaf-Inspired Cellulose Ionogels Under Spatial Confinement with Synergistically Enhanced Mechanical and Sensing Performance for Flexible Sensors.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202519010]

66. Liang Zeng, Qilin Wang, Xinyi Lou, Chang Peng, Ruoxi Wu, Shu Chen.  (2025)  Near-infrared-induced self-healing gel catalyst and its sustainable application for catalytic reduction of 4-nitrophenol.  ENVIRONMENTAL RESEARCH,      [PMID:41022343] [10.1016/j.envres.2025.122962]

67. Shuang Yin, Jiajun Liu, Chengyun Sun, Yao Zhang, Liqiang Liu, Ruzhong Zuo.  (2025)  Precision modulation of microstructure and mechanical properties in gelcasted fused silica ceramics through coordinated solid loading and sintering strategies.  CERAMICS INTERNATIONAL,      [PMID:] [10.1016/j.ceramint.2025.09.053]

68. Wenhao Li, Min Li, Menghan Pi, Huanwei Shen, Shilei Zhu, Wei Cui, Rong Ran.  (2025)  Recyclable Strong Tough Ionogels via the Synergy of Solvent-Induced Cross-Linking and Chain Entanglement.  MACROMOLECULES,      [PMID:] [10.1021/acs.macromol.5c01293]

69. Kai Wang, Lei Zhang, Xiancai Jiang.  (2023)  Freezing-resistant poly(N-isopropylacrylamide)-based hydrogel for thermochromic smart window with solar and thermal radiation regulation.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:37482487] [10.1016/j.jcis.2023.07.115]

70. Huiyong Wang, Shuangyu Li, Qiang Wan, Xin Su, Tao Song, Xiaobing Wang, Jianji Wang.  (2020)  Highly efficient solution exfoliation of few-layer molybdenum disulfide nanosheets for photocatalytic hydrogen evolution.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:32464337] [10.1016/j.jcis.2020.05.034]

71. Yangyang Yan, Chen Gao, Jianjun Li, Tao Zhang, Guang Yang, Zhongkai Wang, Zan Hua.  (2019)  Modulating Morphologies and Surface Properties of Nanoparticles from Cellulose-Grafted Bottlebrush Copolymers Using Complementary Hydrogen-Bonding between Nucleobases.  BIOMACROMOLECULES,      [PMID:31841316] [10.1021/acs.biomac.9b01345]

72. Xianbin Zhang, Zhongfeng Yang, Qian Wang, Weijie Chen, Tengjiao Liu, Tao Zhou, Shulin Li, Tongle Xin, Jie Cao, Xia Xin.  (2024)  Preparation and Evaluation of a Novel Branched Polymer as Thickener for Calcium Chloride-Based Drilling and Completion Fluids.  MOLECULES,  29  (23): (5542).  [PMID:39683701] [10.3390/molecules29235542]

73. Yihan Cui, Huijie Feng, Xiaoqiao Xie.  (2024)  Water-enhanced polymer gel adhesive driven by interfacial solvent molecule rearrangement.  MATERIALS LETTERS,      [PMID:] [10.1016/j.matlet.2024.137648]

74. Yuqian Ma, Yunuo Chen, Sheng Wang, Zi-Han Chen, Yuanwei Zhang, Ling Huang, Xinxin Zhang, Fei Yin, Yunxuan Wang, Mingzhu Yang, Zhanjun Li, Kai Huang, Xin Fang, Zishuo Li, Minghong Wang, Wenhui Liu, Jia-Nan Li, Longfei Li, Hang Zhao, Min Wei, Yiming Shi, Rong Liu, Mei Zhang, Jutao Chen, Jiawei Shen, Jianjun Meng, Yupeng Yang, Fan Zhang, Xinglong Gong, Gang Han, Tian Xue.  (2025)  Near-infrared spatiotemporal color vision in humans enabled by upconversion contact lenses.  CELL,      [PMID:40409271] [10.1016/j.cell.2025.04.019]

75. Lichao Jiang, Feiyang Li, Yunting Li, Menghan Pi, Jiacen Xie, Jie Zhang, Hui Guo, Rong Ran, Wei Cui.  (2025)  Solvent-Free Fabrication of Robust Physical Hydrogels via Bulk Copolymerization for Underwater Acoustics.  ADVANCED MATERIALS,      [PMID:40538263] [10.1002/adma.202508162]

76. Zhang Mingyuan, Li Ting-Ting, Han Xiao, Chu Sheng, Sun Yabo, Zhang Xingteng, Lou Ching-Wen, Lin Jia-Horng, Huang Chen-Hung.  (2025)  Synergistic enhancement of hydrogel/aramid composites by dual nanomicelles: high puncture resistance and ultrafast photoinitiated self-healing properties.  Advanced Composites and Hybrid Materials,  8  (6): (1-18).  [PMID:] [10.1007/s42114-025-01473-0]

77. Chunhao Li, Aojue Ke, Huifang Shen, Xinya Zhang.  (2025)  Photonic Crystal-Integrated Thermo-Responsive Smart Windows with Multicolor and Enhanced NIR Shielding.  Journal of Materials Chemistry A,      [PMID:] [10.1039/D5TA02190A]

78. Zhenming Li, Junfang Zhang, Yu Li, Haoyang Jiang, Jianguo Tang.  (2025)  Tough and extreme temperature tolerant ionogel for highly sensitive sensor.  Materials Today Communications,      [PMID:] [10.1016/j.mtcomm.2025.112970]

79. Tianyi Wang, Longqi Wu, Chao Zhang, Guozhu Zhang, Yang Chen, Chengze Gao, Zeyu Wang, Yiming Wang, Yang Gao, Fuzhen Xuan.  (2025)  Humidity-compatible chemiresistive hydrogel sensor for real-time breath CO2 monitoring.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.169155]

80. Lei Tang, Fen Xiao, Xing Huang, Guiyin Zhou.  (2025)  Cartilage-Inspired Bilayer Composite Hydrogel for Enhanced Load-Bearing and Lubrication in Articular Cartilage Repair.  POLYMER,      [PMID:] [10.1016/j.polymer.2025.129200]

81. Hong-Bin Luo, Wen-Ze Chen, Yu-Hua Mo, Jia-Liang Gao, Guo-Qin Zhang, Yuan-Bo Tong, Dong-Qiang Cao, Xiao-Ming Ren.  (2025)  In Situ Polymer-Integrated Metal–Organic Framework for Solid-State Electrolyte Membrane.  INORGANIC CHEMISTRY,      [PMID:41088739] [10.1021/acs.inorgchem.5c04173]

82. Jintang Wang, Qi Wang, Bo Liao, Zhe Sun, Yujing Bai, Ke Zhao, Qian Zheng, Juyuan Zhang, Kaihe Lv, Jinsheng Sun.  (2025)  Optimizing the Performance of Natural Gas Hydrate Inhibitors: Modifying the Alkyl Size in N-Alkyl Acrylamide.  ENERGY & FUELS,      [PMID:] [10.1021/acs.energyfuels.5c03476]

83. Jian Wang, Jinsheng Sun, Xianbin Huang, Kaihe Lv, Zhe Xu, Zhenhang Yuan.  (2025)  A salt responsive, high temperature resistant polymer that spontaneously forms a network as a viscosifier for solid free saturated CaCl2 reservoir drill-in fluid.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2025.138958]

84. Yang Bowen, Zhou Enpei, Lv Wenhao, Wang Zhenxi, Lv Song.  (2025)  Thermochromic hydrogels for synergistic mechano-optical properties and global energy saving potential.  Nature Communications,  16  (1): (10080).  [PMID:41253809] [10.1038/s41467-025-65071-w]

85. Kai-He Lv, Qiang Li, Li-Li Yan, Yong Kong, Zhang-Cheng Yang, Yuan-Zhi Qu, Ren Wang, Jin-Sheng Sun, Jian Li.  (2025)  A micro-crosslinked amphiphilic copolymer viscosifier for high temperature and high-density inorganic salt completion fluids.  Petroleum Science,      [PMID:] [10.1016/j.petsci.2025.11.046]

86. Ruizhen Zhang, Chengwen Jin, Pengjie Xie, Tao Chen.  (2025)  Photoresponsive and UCST-Type thermoresponsive block Copolymer-Based composite micelles for Dual-Stimuli-Triggered selective and programmable release.  EUROPEAN POLYMER JOURNAL,      [PMID:] [10.1016/j.eurpolymj.2025.114472]

87. Qi Feng, Chengwen Wang, Wenjian Yue, Chengli Wang, Tao Song.  (2026)  A Novel DMAA/AMPS/VM/IA quadripolymer as a high temperature and salt resistance fluid loss additive for well cementing.  Petroleum,      [PMID:] [10.1016/j.petlm.2026.01.001]

88. Penghui Bo, Qingfeng Lu, Wenfeng Wang, Wenlong Wang.  (2026)  Mechanism Study on Enhancing Fracturing Efficiency in Coalbed Methane Reservoirs Using Highly Elastic Polymers.  Processes,  14  (2): (191).  [PMID:] [10.3390/pr14020191]

89. Jian Li, Fubo Ma, Jintao Ji, Yuxi Ji, Junhao Fan, Wen Li, Xudong Xiao, Jinsheng Sun.  (2026)  A comb-shaped amphoteric copolymer with enhanced rheological and filtration performance in high-temperature and high-salinity environments.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2026.139787]

90. Bo Zhang, Yongqiang Duan, Xiaojun Zhong, Xiaodong Li, Xi Huang, Wenjun Liang, Zhaohui Wang, Ziwei You, Yuxi Ji, Jian Li.  (2026)  Preparation and Mechanism Analysis of a Hyperbranched-Copolymer Shale Inhibitor for Water-Based Drilling Fluids.  ENERGY & FUELS,      [PMID:] [10.1021/acs.energyfuels.5c06306]

91. Jian Wang, Jin-Sheng Sun, Xian-Bin Huang, Kai-He Lv, Shui-Xiang Xie.  (2026)  High-Temperature Resistant Zwitterionic Filtration Loss Reducer for Brine-Based Drill-In Fluids.  ENERGY & FUELS,      [PMID:] [10.1021/acs.energyfuels.5c06442]

92. Xiuxian Zhao, Junhua Sun, Shudi Ying, Rongchuang Geng, Jiajia Feng, Jiachen Ma, Riming Hu, Panpan Zhao, Xuchuan Jiang, Zheng Liu.  (2026)  Amphiphilic Block Copolymer-Functionalized VO2 Nanocomposites for Smart Waterborne Polyurethane Coatings.  RARE METALS,  45  (3): (e70187).  [PMID:] [10.1002/rar2.70187]

93. Taifeng Zhang, Jinsheng Sun, Kaihe Lv, Jingping Liu, Lei Nie, Yufan Zheng, Yuanwei Sun, Ning Huang, Delin Hou, Han Yan, Yecheng Li.  (2026)  Study on a Thermally Crosslinking Clay-Free Weak Gel Water-Based Drilling Fluid.  Gels,  12  (4): (280).  [PMID:] [10.3390/gels12040280]

94. Yong Wang, Chunxiao Yan, Weiye Liang, Qiang Zhang, Gang Cheng, Jicheng Dong, Lin Jin, Huan Tang, Fang Cheng, Lijun Zhang.  (2026)  Real-Time Probing of Biofouling Kinetics on Orthokeratology Lenses: QCM-D Quantification of Protein/Lipid Adsorption and Multipurpose Solution-Mediated Elution under Physiological Flow.  LANGMUIR,      [PMID:] [10.1021/acs.langmuir.5c06272]

95. Yuhao Zhu, Ruoyi Liu, Shuai Huang, Junjie Weng, Renfeng Gong, Ziqiang Xiang, Lie Chen, Yong Zhang, Kehong Lv, Jing Qiu, Ying Liu, Guanjun Liu, Qingshan Wu.  (2026)  A Bioinspired Multifunctional Adhesive-Tactile E-Skin Enabled for Adaptive Grasping and Slip Detection.  ACS Applied Materials & Interfaces,      [PMID:] [10.1021/acsami.6c00064]

96. Shaocong Pang, Jingyi Yu, Tianle Li, Liangliang Yan, Yuxiu An.  (2026)  β-Cyclodextrin Hydrothermal Carbon Microspheres/Polymer Composites for Filtration Loss Control in Ultrahigh-Temperature Water-Based Drilling Fluids.  ENERGY & FUELS,      [PMID:] [10.1021/acs.energyfuels.5c06569]