benzotriazole CAS 95-14-7, benzotriazole, CAS 95-14-7
CAS : 95-14-7
Formula : C6H5N3
Mol. wt. : 119.12
EINECS : 202-394-1
| CAS | 95-14-7 |
| Molecular formula | C6H5N3 |
| Molecular weight | 119.12 |
| EIENCS | 202-394-1 |
| Form | Powder, Granules, Crystals, Needles or Flakes |
| Melting point | 204 °C (15 mmHg) |
| boling point | 97-99 °C(lit.) |
| Density | 1,36 g/cm3 |
| Solubility | 25 g/l in water (20 ºC) |
| PKA | 1.6(at 20℃) |
| Color | White to yellow-beige |
| Storage temp | Store below +30°C. |
Benzotriazole is also known as 1,2,3-benzotriazole. Aliases: benzotriazepines, indene triazepines.
Appearance is white or yellowish needle-like crystal, which gradually oxidizes and turns red when exposed to air, soluble in alcohol, benzene, toluene and chloroform; slightly soluble in water. Benzotriazoles are a valuable compound. It is widely used in various aspects of chemistry. Such as preservatives, anticoagulants, lubricants, preparation dye intermediates, plant growth regulators, photographic antifogging agents, etc. as synthetic detergents.
Similar to 1,2,3-triazoles, benzotriazoles also have three tautomers, namely two 1H-configurations and one 2H-configuration. Experimental data and quantum chemical results show that the above equilibrium of benzotriazoles in solution and solid state shifts almost completely to the 1H-side, i.e. the 1H-isomer is the more stable isomer. However, the 2H-form of benzotriazole in the photoexcited triplet state is more stable.
The preparation method of benzotriazole, usually prepares o-aminobenzene diazonium salt with o-phenylenediamine diazotization, and then immediately cyclizes one-step synthesis to obtain benzotriazole crude product, then recrystallizes and filtrates, and dry to obtain benzene And pure triazole.
Benzotriazole, 5-chlorobenzotriazole and 6-nitrobenzotriazole are all effective antifogging agents and stabilizers in photosensitive materials, and are widely used in photographic paper emulsions and developing solutions.
It is a useful anti-corrosion agent, especially for copper, which can form a layer of insoluble copper benzotriazole (I) with copper. It also has the same anti-corrosion effect on metal materials such as aluminum, cast iron, steel, nickel, and zinc. It can be added to antifreeze for automobile engines, lubricating oil for grinding and cutting, and cleaning fluid for copper and copper alloys to prevent corrosion and improve. The purpose of the corrosion inhibition effect.
Benzotriazoles belong to ultraviolet absorbers and are the most important class of light stabilizers. The common ones are 2-(2′-hydroxy-5′-methylphenyl)benzotriazole (UV-P), 2-(2′-Hydroxy-3′-tert-butyl-5′-methylphenyl)-5-chlorobenzotriazole (UV-326), 2-(2′-hydroxy-3′,5′ -Di-tert-butylphenyl)-5-chlorobenzotriazole (UV-327), etc., currently used in polyolefin, polyvinyl chloride, polystyrene, acrylic resin, polyester, polyamide, cellulose ester, etc. It is used as an anti-aging agent in plastics and also as a sunscreen.
Benzotriazole is used in extreme pressure industrial gear oil, hyperbolic gear oil, anti-wear hydraulic oil, oil film bearing oil, lubricating grease and other lubricating greases, and can be used as anti-rust and gas phase corrosion inhibitor.
Benzotriazoles and their derivatives can also be used in organic synthesis. 1-Hydroxybenzotriazole is a carboxyl activating reagent in peptide synthesis and is used as an auxiliary reagent in DCC synthesis of peptides. 1-Chlorobenzotriazole can be used as a chlorinating reagent, which transfers a Cl+ to a substrate, and as an oxidant, oxidizing primary and secondary alcohols to aldehydes and ketones.
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