111198-02-8

Basic information

• Product Name: 1-(PHENOXYMETHYL)-1H-BENZOTRIAZOLE
• Synonyms: 1-(PHENOXYMETHYL)-1H-BENZOTRIAZOLE;1-(phenoxymethyl)benzotriazole;1-(PHENOXYMETHYL)-1H-BENZO[D][1,2,3]TRIAZOLE
• CAS NO: 111198-02-8
• Molecular Formula: C₁₃H₁₁N₃O
• Molecular Weight: 225.25
• Mol File: 111198-02-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 68-71 °C(lit.)
• Appearance: /
• CAS DataBase Reference: 1-(PHENOXYMETHYL)-1H-BENZOTRIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(PHENOXYMETHYL)-1H-BENZOTRIAZOLE(111198-02-8)
• EPA Substance Registry System: 1-(PHENOXYMETHYL)-1H-BENZOTRIAZOLE(111198-02-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 111198-02-8(Hazardous Substances Data)

Usage

General Description

1-(Phenoxymethyl)-1H-benzotriazole, also known as PBTA, is a chemical compound commonly used as a UV absorber and stabilizer in various products, including plastics, coatings, and adhesives. It functions by absorbing and dissipating ultraviolet radiation, thus protecting the materials from degradation and color fading caused by UV exposure. PBTA is a white crystalline powder that is insoluble in water but soluble in organic solvents. It has a relatively low toxicity and is considered to be safe for use in consumer products. Additionally, it is stable under normal conditions and does not pose any significant environmental or health risks.

Upstream product

• 54187-96-1 1-(chloromethyl)-1H-benzotriazole 
• 139-02-6 sodium phenoxide 
• 108-95-2 phenol 
• 95-14-7 1,2,3-Benzotriazole 
• 28539-02-8 1-Hydroxymethyl-1H-benzotriazole 
• 100-66-3 methoxybenzene 

Downstream Products

• 2243-35-8 2-acetoxyacetophenone 
• 189343-51-9 2-Benzotriazol-1-yl-2-phenoxy-1-p-tolyl-ethanone 
• 189343-52-0 1-Benzotriazol-1-yl-1-phenoxy-hexan-2-one 
• 190512-62-0 1-(1-phenoxy-4-phenylbutyl)-1H-benzotriazole 
• 190512-60-8 1-(1-Phenoxy-heptyl)-1H-benzotriazole 
• 204907-98-2 1-(benzotriazol-1-yl)-1-phenoxy-2-phenylethane 
• 41806-25-1 4-chloro-α-phenoxyacetophenone 
• 1590361-27-5 1-(phenoxy(pentadecanyl)methyl)-1H-benzotriazole 
• 1370291-53-4 1-(1-phenoxy-2-(p-tolyl)ethyl)-1H-benzotriazole 
• 303048-18-2 1-(1-phenoxyhex-5-en-1-yl)-1H-benzotriazole 
• 204907-99-3 1-(1-phenoxynonyl)-1H-benzotriazole 
• 1370291-55-6 1-(6-chloro-1-phenoxyhexyl)-1H-benzotriazole 
• 1179354-90-5 allyl(1-(benzotriazol-1-yl)-1-phenoxybut-3-enyl)dimethylsilane 
• 1179354-95-0 allyl(1-(benzotriazol-1-yl)-1-phenoxyhex-5-enyl)dimethylsilane 

Relevant articles and documents

Bu4NI Catalyzed C-N Bond Formation via Cross-Dehydrogenative Coupling of Aryl Ethers (Csp3-H) and Tetrazoles (N-H)

Intermolecular C-N bond formations via cross-dehydrogenative coupling (CDC) of aryl ethers and tetrazoles have been developed under a metal-free condition. In the presence of catalytic amount of tetrabutylammonium iodide (TBAI) and aqueous TBHP, aryl ethers coupled efficiently with tetrazoles to afford hemiaminal ethers. This strategy showed high level of regioselectivity for substrates possessing multiple sp3 C-H bonds adjacent to the ethereal oxygen.

A general synthesis of 1-(1-alkenyl)benzotriazoles

1-Methyl, 1-(alkoxymethyl) and 1-(trimethylsilylmethyl)benzotriazoles are metallated at the α-carbon. Trapping of the resulting metallated species with chlorotrimethylsilane gives compounds which undergo Peterson olefination even with hindered ketones. In some cases, metallation at the 4-position of the benzotriazole is observed. An exhaustive metallation/silylation sequence gives 4-trimethylsilyl substituted 1-benzotriazoles in good yields.

Reactions of 1-(α-Alkoxyalkyl)- and 1-(α-(Aryloxy)alkyl)benzotriazoles with the Grignard Reagents. A New and Versatile Method for the Preparation of Ethers

1-(α-Alkoxyalkyl)benzotriazoles deriving from aldehydes (other than formaldehyde), or from ketones, react with Grignard reagents at 110 deg C to provide a high-yielding, general synthesis of dialkyl and aryl ethers.Under similar conditions, 1-(alkoxymethyl)- and 1-((aryloxy)methyl)benzotriazoles give, by a different cleavage pattern of the N-C-O grouping, 1-alkylbenzotriazoles and N,N'-dialkyl-o-phenylenediamines.The 1-(α-alkoxyalkyl)benzotriazoles are easily prepared: (a) by condensation of benzotriazole, an aldehyde, and an alcohol under water-removing conditions; (b) by condensation of a 1-(α-chloroalkyl)benzotriazole with a sodium or potassium alkoxide or aryloxide; and (c) by condensatioon of an acetal or a ketal with benzotriazole.All the 1-(α-alkoxyalkyl)benzotriazoles and dialkyl or alkyl aryl ethers obtained were fully characterized by their 1H and 13C NMR spectra.