• 1. An amphoteric reactivity of a mixed-valent bis(μ-oxo)dimanganese(iii,iv) complex acting as an electrophile and a nucleophile
  Muniyandi Sankaralingam,So Hyun Jeon,Yong-Min Lee,Mi Sook Seo,Kei Ohkubo,Shunichi Fukuzumi,Wonwoo Nam Dalton Trans. 2016 45 376
• 2. Tropane alkaloids
  G. Fodor,R. Dharanipragada Nat. Prod. Rep. 1991 8 603
• 3. Oxidative addition of E–E bonds (E = Group 16 element) to platinum(II): a route to platinum(IV) thiolate and selenolate complexes
  Khin-Than Aye,Jagadese J. Vittal,Richard J. Puddephatt J. Chem. Soc. Dalton Trans. 1993 1835
• 4. Sulphur-based directed benzylic metallations: lithiations of alkylarenesulphonates
  Babajide I. Alo,Oluwole B. Familoni,Francis Marsais,Guy Queguiner J. Chem. Soc. Perkin Trans. 1 1990 1611
• 5. Solution and solid state proton transfer from phenols to triphenylphosphine oxide studied by 1H, 13C and 31P NMR spectroscopy
  Claudia M. Lagier,Ulrich Scheler,Gary McGeorge,Manuel Gonzalez Sierra,Alejandro C. Olivieri,Robin K. Harris J. Chem. Soc. Perkin Trans. 2 1996 1325

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Phenylpropanes

3,5-Di-tert-butyl-4-hydroxybenzonitrile (CAS No. 1988-88-1): A Comprehensive Overview of Its Properties and Applications

3,5-Di-tert-butyl-4-hydroxybenzonitrile (CAS No. 1988-88-1) is a specialized organic compound widely recognized for its unique chemical structure and versatile applications. This compound, often referred to by its systematic name or abbreviated as DTBHBN, belongs to the class of phenolic nitriles. Its molecular formula is C₁₅H₂₁NO, and it features a benzonitrile core substituted with tert-butyl groups and a hydroxy functional group. The presence of these substituents imparts significant steric hindrance and antioxidant properties, making it a valuable intermediate in various industrial and research applications.

The chemical stability and antioxidant activity of 3,5-Di-tert-butyl-4-hydroxybenzonitrile have garnered attention in recent years, particularly in the fields of polymer stabilization and material science. With growing interest in sustainable materials and long-lasting industrial products, researchers are increasingly exploring the role of DTBHBN as a stabilizing agent to prevent oxidative degradation in plastics, rubbers, and coatings. This aligns with the current trend of green chemistry and eco-friendly additives, which are highly searched topics in scientific and industrial communities.

One of the most frequently asked questions about 3,5-Di-tert-butyl-4-hydroxybenzonitrile revolves around its synthesis and purification methods. The compound is typically synthesized through a multi-step process involving the alkylation of 4-hydroxybenzonitrile with tert-butyl groups. Advanced techniques such as column chromatography and recrystallization are employed to achieve high purity, which is critical for its performance in sensitive applications. Researchers and manufacturers often search for optimized synthesis protocols to improve yield and reduce environmental impact, reflecting the broader demand for efficient and sustainable chemical processes.

In addition to its industrial uses, DTBHBN has found applications in analytical chemistry and pharmaceutical research. Its UV-absorbing properties make it a useful chromatographic standard or reference material in HPLC and GC analyses. Furthermore, the compound's structural motif is of interest in medicinal chemistry, where similar nitrile-containing phenols are investigated for their potential biological activities. This connection to drug discovery and biomolecular research has spurred discussions in online forums and academic circles, particularly among those exploring novel bioactive compounds.

The thermal stability of 3,5-Di-tert-butyl-4-hydroxybenzonitrile is another area of significant interest. Studies have shown that the compound retains its integrity at elevated temperatures, making it suitable for high-performance materials exposed to harsh conditions. This property is particularly relevant in industries such as automotive and aerospace, where heat-resistant additives are in high demand. Online searches often focus on compatibility with other stabilizers and performance under extreme environments, highlighting the need for detailed technical data.

From a regulatory perspective, 3,5-Di-tert-butyl-4-hydroxybenzonitrile is generally regarded as safe for its intended uses, with no significant restrictions reported in major chemical databases. However, users frequently inquire about handling precautions and storage recommendations, emphasizing the importance of material safety data sheets (MSDS) and proper laboratory practices. These queries reflect the broader concern for workplace safety and regulatory compliance in chemical handling.

In conclusion, 3,5-Di-tert-butyl-4-hydroxybenzonitrile (CAS No. 1988-88-1) is a multifaceted compound with applications spanning industrial stabilization, analytical chemistry, and advanced material science. Its antioxidant properties, thermal stability, and structural versatility make it a subject of ongoing research and commercial interest. As the demand for high-performance additives and sustainable solutions grows, DTBHBN is poised to remain a key player in these evolving fields.

• 1611-07-0(3,5-Di-tert-butyl-4-hydroxyphenylacetonitrile)
• 95091-86-4(Benzonitrile, 3,5-bis(1,1-dimethylethyl)-2-hydroxy-)
• 145818-28-6(4-tert-butyl-2-hydroxybenzonitrile)
• 4910-04-7(3-(Tert-Butyl)-4-hydroxybenzonitrile)
• 62390-68-5(Benzonitrile, 3,5-bis(1,1-dimethylpropyl)-2-hydroxy-)
• 538342-37-9(4-(Cyanomethyl)-3-hydroxybenzonitrile)
• 340131-70-6(3-(Tert-Butyl)-2-hydroxybenzonitrile)
• 90921-32-7(Benzonitrile,3-hydroxy-4-(1-methylethyl)-)
• 143912-49-6(Benzonitrile,2-hydroxy-5-(1-methylethyl)-)
• 46057-54-9(4-hydroxy-3-(propan-2-yl)benzonitrile)