64882-50-4

Usage

Uses

Used in Plastics Industry:
1-(1H-1,2,3-Benzotriazol-1-yl)acetone is used as a photostabilizer and UV absorber for plastics to enhance their durability and longevity by protecting them from harmful UV radiation.
Used in Coatings Industry:
In the coatings industry, 1-(1H-1,2,3-Benzotriazol-1-yl)acetone serves as a UV stabilizer and absorber, ensuring that coatings maintain their color and integrity over time, thus preventing degradation from sunlight exposure.
Used in Adhesives Industry:
1-(1H-1,2,3-Benzotriazol-1-yl)acetone is used as a stabilizing agent in adhesives to improve their resistance to UV-induced degradation, thereby extending their service life and performance.
Used in Automotive Coatings:
BTZA is used as a UV protectant in automotive coatings to maintain the color and gloss of the vehicle's paint job, protecting it from the damaging effects of sunlight.
Used in Textile Industry:
In textiles, 1-(1H-1,2,3-Benzotriazol-1-yl)acetone is used as a UV stabilizer to protect fabrics from fading and wear due to exposure to sunlight, thus enhancing the longevity of textile products.
Used in Packaging Materials:
1-(1H-1,2,3-Benzotriazol-1-yl)acetone is utilized in packaging materials as a UV absorber to safeguard the contents from degradation caused by UV light, ensuring the preservation of quality and appearance.
Due to its relative stability and non-toxic nature, BTZA is considered a suitable choice for a wide range of applications across various industries where protection from UV radiation is necessary.

InChI:InChI=1/C9H9N3O/c1-7(13)6-12-9-5-3-2-4-8(9)10-11-12/h2-5H,6H2,1H3

Upstream product

• 95-14-7 1,2,3-Benzotriazole 
• 27807-85-8 4-bromo-3-oxo-butyric acid 
• 598-31-2 1-bromoacetone 
• 78-95-5 chloroacetone 
• 67-64-1 acetone 
• 123-54-6 acetylacetone 
• 75-36-5 acetyl chloride 
• 122296-00-8 1-<(trimethylsilyl)methyl>benzotriazole 

Downstream Products

• 197647-64-6 6-Benzotriazol-1-yl-3-(4-methoxy-phenyl)-5-p-tolyl-cyclohex-2-enone 
• 95-20-5 2-methyl-1H-indole 
• 62-53-3 aniline 
• 269085-75-8 1-benzotriazol-1-yl-1-[(p-nitrophenyl)hydrazono]propan-2-one 

Relevant academic research and scientific papers

Synthesis of novel N-acyclonucleosides: Benzotriazole, benzothiazinone and pyridooxazinone acyclonucleosides

Some novel benzotriazole, benzothiazinone and pyridooxazinone acyclonucleosides containing 4-hydroxybutyl, 4-hydroxybutoxy, 4-iodobutyl, 2-oxopropyl and 2,3-epoxypropoxy groups as a side chain was prepared.

A facile protocol for N-alkylation of azoles using KOtBu as base under NBS-promoted conditions

A mild, transition metal-free, and environmentally benign NBS-promoted C-N bond formation of N-heterocycles is successfully demonstrated. A series of heterocyclic derivatives are readily prepared under mild conditions in moderate to good yields.

Process research on a phenoxybutyric acid LTB4 receptor antagonist. Efficient kilogram-scale synthesis of a 3,5-bisarylphenol core

An improved, kilogram-scale synthesis of a LTB4 receptor antagonist is reported. The title compound was prepared in four linear steps (seven steps total) and 54% overall yield. The 3,5-bisarylphenol core was obtained in nearly quantitative yield by the condensation of 1-benzotriazol-1-ylpropan-2-one with a chalcone. Although all the intermediates were oils, no chromatography purification was required.

Iodine-induced regioselective direct alkylation of azoles via in situ formed alkyliodide

We have developed an efficient, metal-free, convenient and relatively cheap method for iodine-induced direct alkylation of azoles via in situ formed alkyliodide. A series of heterocyclic derivatives are readily prepared under mild conditions in moderate t

Leukotriene B4 Inhibitors

Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of diseases such as, for example, COPD

Preparation of various enantiomerically pure (benzotriazol-1-yl)- and (benzotriazol-2-yl)-alkan-2-ols

(S)-(-)-(Benzotriazol-1-yl)- and (S)-(-)-(benzotriazol-2-yl)-alkan-2-ols 7a-9a, 7b-9b and their (R)-(+)-acetates 10a-12a and 10b-12b were prepared in high enantiomeric excess via lipase from Pseudomonas fluorescens (Amano AK) catalyzed enantioselective acetylation of racemic alcohols 4a-6a and 4b-6b with vinyl acetate in tert-butyl methyl ether or toluene at 23 °C. The enantioselectivity of this transformation was dependent on the length of the alkyl chain with E-values ranging from 30 to 57. Several benzotriazole substituted ketones 1a-3a and 1b-3b were synthesized from 1H-benzotriazole and corresponding haloketones. These compounds were stereoselectively reduced with Baker's yeast in water or in organic solvent containing 5% v/v of water at 30 °C to give the (S)-(-)-alcohol. Better stereoselectivity was observed in the kinetic resolution of racemic alcohols 4a-6a and 4b-6b (ee = 69-92% at 44-52% conversion) compared to reduction of corresponding prochiral ketones 1a-3a and 1b-3b with Baker's yeast (ee = 40-67% at 39-89% conversion). Enhanced enantioselectivities were observed at lower temperatures.

One-carbon homologation of carboxylic acids via BtCH2TMS: A safe alternative to the Arndt-Eistert reaction

Carboxylic acids are converted into the corresponding homologated acids or esters, using easily available 1-(trimethylsilylmethyl)benzotriazole (1) as a one-carbon synthon. The effectiveness of the reaction has been investigated on six aryl and seven alkyl carboxylic acids.

BtCH2TMS-assisted Homologation of Carboxylic Acids: A Safe Alternative to the Arndt-Eistert Reaction

formula presented One-carbon homologation of carboxylic acids is achieved by (i) treatment of an acyl chloride with 1-[(trimethylsilyl)methyl]-1H-1,2,3,-benzotriazole (BtCH2TMS) (1) to afford N-(acylmethyl)benzotriazoles 3a-f, followed by (ii) conversion of 3a-f with triflic anhydride into RC(OTf)=CHBt 4a-f, and (iii) the subsequent reaction of 4a-c with NaOCH3 followed by 1N HCl to afford esters RCH2CO2R′ 7a-c in overall yields of 50-70%. For the aliphatic compounds 5d-f, treatment of 5d-f with p-toluenesulfonic acid followed by TBAF/THF afforded acids RCH2COOH 7d-f.

Synthesis of 6-(N-azolyl)cyclohex-2-enones from N-acetonylazoles

N-Acetonylazoles react with chalcones in the presence of a base to give trans-3,5-disubstituted 6-(N-azolyl)cyclohex-2-enones. Usually, the reactions are fast and high-yielding.

Synthesis and Some Transformations of 5-Benzotriazolyl-3,4-dihydropyrid-2-ones

5-(Benzotriazolyl)-substituted 3,4-dihydropyrid-2-ones were obtained by condensation of 4-benzotriazolyl-5-phenyl(methyl)-5-oxopentanoic acids with benzyl or aryl amines. Dehydrogenation of 3,4-dihydropyrid-2-ones resulted in 5-benzotriazolyl-substituted pyrid-2-ones and/or 5-(phenyl-amino)pyrid-2-ones, products of nitrogen elimination from the benzotriazolyl substituent. In turn, 5-benzotriazol-1-yl-substituted pyrid-2-ones eliminated nitrogen under Graebe-Ullmann conditions to give indolopyridones.