94102-13-3

Basic information

• Product Name: Phenol,2-(5-chloro-1-oxido-2H-benzotriazol-2-yl)-4,6-bis(1,1-dimethylethyl)-
• Synonyms: Phenol,2-(5-chloro-2H-benzotriazol-2-yl)-4,6-bis(1,1-dimethylethyl)-, N-oxide; 2-(2'-Hydroxy-3',5'-di-tert-butylphenyl)-5-chlorobenzotriazoleN-oxide
• CAS NO: 94102-13-3
• Molecular Formula: C20H24 Cl N3 O2
• Molecular Weight: 373.882
• Mol File: 94102-13-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Phenol,2-(5-chloro-1-oxido-2H-benzotriazol-2-yl)-4,6-bis(1,1-dimethylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol,2-(5-chloro-1-oxido-2H-benzotriazol-2-yl)-4,6-bis(1,1-dimethylethyl)-(94102-13-3)
• EPA Substance Registry System: Phenol,2-(5-chloro-1-oxido-2H-benzotriazol-2-yl)-4,6-bis(1,1-dimethylethyl)-(94102-13-3)

Safety Data

• Hazardous Substances Data: 94102-13-3(Hazardous Substances Data)

Usage

General Description

Phenol, 2-(5-chloro-1-oxido-2H-benzotriazol-2-yl)-4,6-bis(1,1-dimethylethyl)- is a chemical compound that contains a phenol group and a benzotriazolyl group. It has two tert-butyl groups attached to the benzotriazolyl ring. The presence of a chlorine atom on the benzotriazole ring gives the compound its chloro-oxido-2H-benzotriazol-2-yl designation. Phenol,2-(5-chloro-1-oxido-2H-benzotriazol-2-yl)-4,6-bis(1,1-dimethylethyl)- is commonly used as a UV stabilizer and light absorber in various industries, including plastics, coatings, and adhesives, to prevent degradation and discoloration caused by exposure to sunlight. Its high thermal stability and low reactivity make it a suitable additive for enhancing the durability and longevity of products exposed to outdoor environments.

Upstream product

• 486-25-9 9-fluorenone 

Downstream Products

• 3864-99-1 2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol 

Relevant articles and documents

Electrochemical synthesis of 2-aryl-2H-benzotriazoles and their N-oxides by controlled potential cathodic electrolysis

Using a divided cell, reductive cyclizations of o-nitrophenylazo dyes (1) toward 2-aryl-2H-benzotriazole-1-oxides (2) or 2-aryl-2H-benzotriazoles (3) were successfully accomplished by the controlled potential cathodic electrolysis reactions. 1 was transformed to 2 under neutral conditions while 1 was transformed to 3 under basic conditions.

Method for preparing 2-phenylbenzotriazoles

This invention relates to a method for preparing a 2-phenylbenzotriazole of formula I, STR1 (wherein R1 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, a lower alkoxy group having a carbon number of 1 to 4, carboxyl group, or sulfonic acid group; R2 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, or a lower alkoxy group having a carbon number of 1 to 4; R3 represents hydrogen or chlorine atom, an alkyl group having a carbon number of 1 to 12, a lower alkoxyl group having a carbon number of 1 to 4, phenyl group, a phenyl group substituted with an alkyl group having a carbon number of 1 to 8, phenoxy group, or a phenylalkyl group, the alkyl part of which has a carbon number of 1 to 4; R4 represents hydrogen or chlorine atom, hydroxyl group, or a lower alkoxy group having a carbon number of 1 to 4; and R5 represents hydrogen atom, an alkyl group having a carbon number of 1 to 12, or a phenylalkyl group, the alkyl part of which has a carbon number of 1 to 4), which comprises reducing an o-nitroazobenzene of formula III, STR2 (wherein R1, R2, R3, R4 and R5 are as defined above) with at least one selected from the group consisting of primary and secondary alcohol reducing agents in the presence of an aromatic ketone catalyst and base. This invention further relates to a method for preparing a 2-phenylbenzotriazole of formula I as defined above, which comprises reducing 1 mole 2-phenylbenzotriazole-N-oxide of formula II, STR3 (wherein R1, R2, R3, R4 and R5 are as defined above) with 0.4 to 0.7 mole primary alcohol and/or 0.8 to 1.4 mole secondary alcohol in the presence of an aromatic ketone catalyst and base. This invention still further relates to a method for preparing a 2-phenylbenzotriazole-N-oxide of formula II as defined above, which comprises reducing 1 mole o-nitroazobenzene of formula III as defined above with 0.4 to 0.7 mole primary alcohol and/or 0.8 to 1.4 mole secondary alcohol in the presence of an aromatic ketone catalyst and base.

Method for preparing 2-phenylbenzotriazoles and 2-phenylbenzotriazole-N-oxides

A method for preparing a 2-phenylbenzotriazole of formula I wherein R1 is H, Cl, C1-4alkyl, C1-4alkoxy, COOH or SO3H; R2 is H, Cl, C1-4alkyl or C1-4alkoxy; R3 is H, Cl, C1-12alkyl, C1-4alkoxy, phenyl, (C1-8alkyl)phenyl, phenoxy or phenyl(C1-4alkyl); R4 is H, Cl, OH or C1-4alkoxy; and R5 is H, C1-12alkyl or phenyl(C1-4alkyl), comprises reducing a nitroazobenzene of formula III = wherein R1, R2, R3, R4 and R5 are as defined above, with a saccharide in the presence of a hydrogen transfer catalyst and base. This method can be conducted in one or two steps. The individual steps, the first from the nitroazobenzene to a 2-phenylbenzotriazole-N-oxide of formula II and the second (II→I) are independent aspects of the invention.