• 1. A mechanistic study of thiol addition to N-phenylacrylamide
  Sarah K. I. Watt,Janique G. Charlebois,Christopher N. Rowley,Jeffrey W. Keillor Org. Biomol. Chem. 2022 20 8898
• 2. A mechanistic study of thiol addition to N-acryloylpiperidine
  Sarah K. I. Watt,Janique G. Charlebois,Christopher N. Rowley,Jeffrey W. Keillor Org. Biomol. Chem. 2023 21 2204
• 3. Thio-Michael addition of α,β-unsaturated amides catalyzed by Nmm-based ionic liquids
  Yawei Liu,Zhenzhen Lai,Pengkun Yang,Yuanqing Xu,Wenkai Zhang,Baoying Liu,Minghua Lu,Haibo Chang,Tao Ding,Hao Xu RSC Adv. 2017 7 43104
• 4. Efficient copper-catalyzed Michael addition of acrylic derivatives with primary alcohols in the presence of base
  Feng Wang,Haijun Yang,Hua Fu,Zhichao Pei Chem. Commun. 2013 49 517
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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Anilides
• Material Chemicals High Polymer Materials

N-Phenylacrylamide (CAS No. 2210-24-4): A Comprehensive Guide to Properties, Applications, and Industry Trends

N-Phenylacrylamide (CAS No. 2210-24-4), also known as N-Phenyl-2-propenamide, is a versatile organic compound widely used in polymer chemistry, pharmaceutical intermediates, and specialty material synthesis. This white to off-white crystalline solid belongs to the acrylamide derivative family, characterized by its vinyl group (-CH=CH2) and phenyl substituent, which confer unique reactivity patterns. The compound's molecular formula (C9H9NO) and weight (147.17 g/mol) make it particularly valuable for controlled polymerization reactions and as a building block in advanced material design.

Recent advancements in green chemistry have spotlighted N-Phenylacrylamide as researchers explore solvent-free synthesis methods and catalytic efficiency improvements. Industry data shows growing interest in "bio-based acrylamide derivatives" and "N-Phenylacrylamide copolymer applications," reflecting the compound's expanding role in sustainable material development. The thermal stability (decomposition temperature >200°C) and moderate water solubility (0.5-1.0 g/L at 25°C) of CAS 2210-24-4 make it suitable for various high-performance polymer formulations.

In pharmaceutical applications, N-Phenylacrylamide serves as a key intermediate for N-substituted acrylamide drugs, with patent literature revealing its use in kinase inhibitor scaffolds and targeted drug delivery systems. The compound's electron-deficient double bond enables Michael addition reactions, while its amide functionality participates in hydrogen bonding networks - properties that drug designers frequently exploit. Analytical techniques like HPLC purity testing (typically >98%) and FTIR characterization (notable peaks at 1650 cm?1 for C=O stretch) ensure quality control in sensitive applications.

The materials science sector utilizes N-Phenylacrylamide primarily for smart polymer synthesis, where its incorporation into thermoresponsive copolymers enables precise control over lower critical solution temperature (LCST) behavior. Recent publications highlight innovative applications in "self-healing hydrogels" and "molecularly imprinted polymers" for sensor technologies. The compound's radical polymerization kinetics have been extensively studied, with typical initiators including AIBN and photoredox catalysts under mild conditions.

From a commercial perspective, N-Phenylacrylamide manufacturers emphasize batch-to-batch consistency and low metal impurity levels (<0.5 ppm) to meet pharmaceutical-grade specifications. Storage recommendations typically suggest amber glass containers under nitrogen atmosphere at 2-8°C to prevent acrylamide dimerization and oxidative degradation. Current market trends indicate rising demand from Asia-Pacific research institutions working on advanced functional materials.

Environmental and handling considerations for CAS 2210-24-4 follow standard laboratory safety protocols, with particular attention to dust control measures during weighing operations. While not classified as hazardous under GHS criteria, proper PPE including nitrile gloves and safety goggles is recommended when handling the powder form. Disposal should comply with local regulations for nitrogen-containing organic compounds.

Emerging research directions include exploring N-Phenylacrylamide's potential in click chemistry applications and as a monomer for stimuli-responsive coatings. The compound's structure-activity relationships continue to be investigated through computational chemistry methods, particularly in designing novel polymeric architectures with tailored properties. These developments position N-Phenylacrylamide as a compound of growing importance in both academic research and industrial applications.

• 7766-36-1(2-Propenamide,N-(4-methylphenyl)-)
• 6273-94-5(N-methyl-N-phenylprop-2-enamide)
• 22302-62-1(N-(naphthalen-1-yl)prop-2-enamide)
• 646034-69-7(2-Butenamide, N-[4-(acetylamino)phenyl]-, (2E)-)
• 59411-44-8(2-Butenediamide, N,N'-diphenyl-, (2Z)-)
• 56776-80-8(2-Butenamide, N-phenyl-, (Z)-)
• 884059-87-4(Acetamide,N-[4-(2-propen-1-ylamino)phenyl]-)
• 17645-30-6(2-Butenamide, N-phenyl-, (2E)-)
• 1733-40-0(N-phenylbut-2-enamide)
• 22325-96-8(2-Propenamide, N-[4-(phenylamino)phenyl]-)