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

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

Uses

Used in Plastics Industry:
1-(Phenoxymethyl)-1H-benzotriazole is used as a UV stabilizer and absorber for plastics to prevent degradation and discoloration caused by exposure to ultraviolet light. This helps maintain the aesthetic and functional properties of plastic products over time.
Used in Coatings Industry:
In the coatings industry, 1-(Phenoxymethyl)-1H-benzotriazole is utilized as a UV stabilizer and absorber to protect coatings from UV-induced degradation, ensuring their durability and color retention.
Used in Adhesives Industry:
1-(Phenoxymethyl)-1H-benzotriazole is employed as a UV stabilizer in adhesives to enhance their resistance to UV radiation, thereby prolonging their shelf life and performance when exposed to sunlight or other UV sources.

Upstream product

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

Downstream Products

• 189343-53-1 2-Benzotriazol-1-yl-2-phenoxy-1-phenyl-ethanone 
• 190512-62-0 1-(1-phenoxy-4-phenylbutyl)-1H-benzotriazole 
• 190512-60-8 1-(1-Phenoxy-heptyl)-1H-benzotriazole 
• 142981-60-0 trimethyl(1-oxo-4-phenylbutyl)silane 
• 56583-94-9 (phenylacetyl)trimethylsilane 
• 155510-96-6 1-(benzotriazol-1-yl)-1-phenoxy-1-trimethylsilylmethane 
• 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 
• 1179355-03-3 (1-(benzotriazol-1-yl)-1-phenoxybut-3-enyl)(dimethyl)vinylsilane 

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.

Synthesis of acyltrifluoroborates

Acylboranes are among the most elusive boron-containing organic functional groups, a fact that has impeded development of new reactions employing them as substrates. A new synthesis of acyltrifluoroborates from benzotriazole (Bt)-based N,O-acetals has bee

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.

Convenient one-pot method for the preparation of polysubstituted benzo[b]- and naphtho[1,2-b]-furans and -thiophenes

N-(Phenoxymethyl)- and N-(phenylthiomethyl)-benzotriazoles are versatile substrates for the preparation of benzofurans and benzothiophenes by insertion reactions of their anions into alkyl and aryl aldehydes and in situ cyclization of the α-aryloxy and α-arylthio ketones thus formed. N-(Naphthyloxy)- and N-(naphthylthio)-benzotriazoles are similarly efficient precursors for naphthofurans and naphthothiophenes.

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.

The Chemistry of N-Substituted Benzotriazoles. Part 1. 1-(Chloromethyl)-benzotriazole

The N-chloromethyl group of 1-(chloromethyl)benzotriazole undergoes nucleophilic substitution by carbon, nitrogen, phosphorus, oxygen, and sulphur nucleophiles. α-Lithiation was achieved in high yield in 1-phenylthiomethyl-, 1-phenylsulphinylmethyl-, and 1-(phenylsulphonylmethyl)benzotriazoles and the lithio derivatives reacted with a variety of electrophiles.New benzotriazolium salts were prepared by quaternization of the N-3 nitrogen with methyl iodide.