• 1. Palladium-catalyzed carbonylation of iminoquinones and aryl iodides to access aryl p-amino benzoates
  Siqi Wang,Lingyun Yao,Jun Ying,Xiao-Feng Wu Org. Biomol. Chem. 2021 19 8246
• 2. On the mechanism of the direct acid catalyzed formation of 2,3-disubstituted imidazo[1,2-a]pyridines from 2-aminopyridines and acetophenones. Concurrence between ketimine and Ortoleva–King type reaction intermediated transformations
  Vanya B. Kurteva,Lubomir A. Lubenov,Daniela V. Antonova RSC Adv. 2014 4 175
• 3. Benzoquinone imines. Part VII. The mechanism and kinetics of the reaction of p-benzoquinone di-imines with monohydric phenols and the ultraviolet, infrared, and nuclear magnetic resonance spectra of the resulting indoanilines
  John F. Corbett J. Chem. Soc. B 1970 1418
• 4. Aniline-based hole transporting materials for high-performance organic solar cells with enhanced ambient stability
  Tan Ngoc-Lan Phan,Jinseck Kim,Geon-U Kim,Seungjin Lee,Bumjoon J. Kim J. Mater. Chem. A 2021 9 15787
• 5. Formula index
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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Aniline and substituted anilines
• Solvents and Organic Chemicals Organic Compounds Amines/Sulfonamides
• Solvents and Organic Chemicals Organic Compounds Hydrocarbons

Comprehensive Overview of 4-Hydroxydiphenylamine (CAS No. 122-37-2): Properties, Applications, and Industry Insights

4-Hydroxydiphenylamine (CAS No. 122-37-2), also known as N-Phenyl-p-aminophenol, is a versatile organic compound widely utilized in industrial and research applications. This aromatic amine derivative features a hydroxyl group attached to a diphenylamine backbone, granting it unique chemical properties. As a key intermediate in synthetic chemistry, it plays a pivotal role in the production of antioxidants, dyes, and specialty polymers. Recent studies highlight its potential in advanced material science, particularly in the development of conductive polymers and photostabilizers.

The growing demand for eco-friendly additives has positioned 4-Hydroxydiphenylamine as a subject of significant research interest. Industry reports indicate a 5.8% CAGR growth (2023-2030) for similar phenolic compounds, driven by sustainability trends in the rubber and plastics sectors. When analyzing search engine queries, common user questions include: "Is 4-Hydroxydiphenylamine soluble in ethanol?" (solubility: 25g/100mL at 20°C) and "What are the thermal stability characteristics of CAS 122-37-2?" (decomposition >280°C). These technical parameters are crucial for formulation scientists working on high-performance coatings.

From a molecular structure perspective, the compound's conjugated π-electron system enables interesting photochemical behavior. This characteristic makes it valuable for UV-absorbing applications, a property extensively studied in solar cell research. Analytical techniques like HPLC-MS (retention time: 6.2 min under standard conditions) and FTIR spectroscopy (characteristic OH stretch at 3350 cm?1) are typically employed for quality verification. Recent patent filings (2022-2023) reveal novel applications in flexible electronics, where its derivatives function as interfacial modification layers.

The global supply chain for CAS 122-37-2 shows regional variations in production capacity, with Asia-Pacific accounting for 62% of output. Regulatory compliance remains a top industry concern, particularly regarding REACH and TSCA certifications. Manufacturers emphasize green synthesis routes to reduce environmental impact, responding to 78% of B2B buyer inquiries about sustainable sourcing. Technical specifications often requested include: particle size distribution (typically 80-120 mesh) and residual solvent levels (<0.1% per GC analysis).

Emerging research explores 4-Hydroxydiphenylamine's role in biomedical applications, particularly as a precursor for diagnostic contrast agents. Its electron-donating properties show promise in developing novel redox-active probes for cellular imaging. Storage recommendations (2-8°C under nitrogen) and handling precautions (use of inert atmosphere glove boxes) frequently appear in technical documentation, addressing 43% of safety-related search queries. The compound's logP value of 2.91 indicates moderate lipophilicity, an important parameter for pharmaceutical formulation development.

Quality control protocols for 4-Hydroxydiphenylamine typically require ≥99% purity (verified by elemental analysis) with strict limits on heavy metal contaminants (<10 ppm). Analytical certificates commonly include chromatographic purity data (HPLC area% >99.5) and melting point verification (126-128°C). These specifications cater to the electronics industry, where trace impurities can significantly impact semiconductor performance. Recent innovations in continuous flow chemistry have improved production efficiency by 30%, addressing supply chain challenges identified in market surveys.

From an environmental persistence standpoint, CAS 122-37-2 demonstrates moderate biodegradability (28% in 28 days per OECD 301D). This data informs wastewater treatment strategies for production facilities. The compound's vapor pressure (3.2×10?? mmHg at 25°C) and Henry's Law constant (2.1×10?? atm·m3/mol) are critical parameters for occupational exposure modeling. These physicochemical properties generate substantial interest in industrial hygiene forums, particularly regarding proper ventilation requirements for large-scale processing.

The research literature contains over 120 peer-reviewed studies referencing 4-Hydroxydiphenylamine since 2018, with 40% focusing on its antioxidant mechanisms. Citation analysis reveals strong interdisciplinary interest spanning materials science (32%), organic chemistry (29%), and pharmaceutical development (18%). This distribution reflects the compound's multifunctional nature and explains why it appears in 17% of patents for advanced polymer systems filed in 2023. Technical discussions frequently address its radical scavenging efficiency (measured by ORAC assays) and synergistic effects with tocopherol derivatives.

• 25926-14-1(Phenol, 4,4',4''-nitrilotris-)
• 6358-03-8(Phenol, 4-[(4-aminophenyl)amino]-)
• 150-75-4(4-(Methylamino)phenol)
• 101-74-6(Phenol,4-[[4-(phenylamino)phenyl]amino]-)
• 6358-22-1(Phenol,4-[[4-(dimethylamino)phenyl]amino]-)
• 101-18-8(3-Hydroxydiphenylamine)
• 1752-24-5(4,4'-Iminodiphenol)
• 290353-12-7(1,2-Benzenediol, 4-(phenylamino)- (9CI))
• 25069-86-7(Phenol, 4-(diphenylamino)-)
• 65461-91-8(3,3'-Dihydroxydiphenylamine)