UV-320 Chemical Properties

Melting point:

152-154°C

Boiling point:

444.0±55.0 °C(Predicted)

Density 

1.10±0.1 g/cm3(Predicted)

Flash point:

215°C

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

9.41±0.48(Predicted)

form 

Solid

color 

White to Off-White

InChI

InChI=1S/C20H25N3O/c1-19(2,3)13-11-14(20(4,5)6)18(24)17(12-13)23-21-15-9-7-8-10-16(15)22-23/h7-12,24H,1-6H3

InChIKey

LHPPDQUVECZQSW-UHFFFAOYSA-N

SMILES

C1(O)=C(C(C)(C)C)C=C(C(C)(C)C)C=C1N1N=C2C=CC=CC2=N1

CAS DataBase Reference

3846-71-7(CAS DataBase Reference)

EPA Substance Registry System

Phenol, 2-(2H-benzotriazol-2-yl)-4,6-bis(1,1-dimethylethyl)- (3846-71-7)

Safety Information

Risk Statements 

48/22-52/53

Safety Statements 

26-36/37/39

RIDADR 

3077

MSDS

• Language:English Provider:UV-320
• Language:English Provider:ALFA

UV-320 Usage And Synthesis

Uses

UV-320 is a benzotriazole UV stabilizer, which is used to increase product stability and to prevent discolouration in various consumer and industrial goods such as plastics. Benzotriazole UV stabilizers are a pollutant for the aquatic environment and have been implicated as a potential stable and toxic ligands for aryl hydrocarbon receptor in human.

Synthesis

The general procedure for the synthesis of 2-(2H-3,5-di-tert-butyl-2-hydroxyphenyl)benzotriazole from 2-(2'-hydroxy-3',5'-di-tert-butylphenyl)benzotriazole N-oxide is as follows: Example 3: 10 g (0.03 mol) of 2-(2'-hydroxy-3',5'-di-tert-butylphenyl)benzotriazole-N-oxide, 100 mg of palladium-carbon catalyst, 100 ml of solvent mixture of toluene and water (4:1 ratio by volume), and 3 g of 50% dimethylamine solution were added to a 500 ml autoclave equipped with a stirrer. After replacing the air in the autoclave with hydrogen, the hydrogen pressure was set to 10 kg/cm2. The temperature was raised to 50 °C with stirring, and the reaction was maintained at this temperature until no more hydrogen was absorbed by the mixture. After completion of the reaction, the autoclave was cooled and the catalyst was removed by filtration. A portion of the filtrate was quantitatively analyzed by GC and the yield of 2-(2'-hydroxy-3',5'-di-tert-butylphenyl)benzotriazole was measured to be 85.6%. After removing the solvent from the filtrate by distillation, the residual solid was crystallized with ethanol and subsequently washed with ethanol to give 7.1 g of 2-(2'-hydroxy-3',5'-di-tert-butylphenyl)benzotriazole (71% yield; melting point 152-155 °C).

References

[1] Tetrahedron Letters, 1997, vol. 38, # 48, p. 8303 - 8306
[2] Tetrahedron Letters, 1997, vol. 38, # 5, p. 845 - 848
[3] Journal of Organic Chemistry, 1995, vol. 60, p. 5683 - 5685
[4] Australian Journal of Chemistry, 1982, vol. 35, # 10, p. 2089 - 2093
[5] Patent: US5104992, 1992, A

UV-320(3846-71-7)Related Product Information

• Bisoctrizole
• UV Absorber 234
• 2-(2'-Hydroxy-3',5'-di-tert-butylphenyl)-5-chlorobenzotriazole
• 1,2-Pentanediol
• 2,4-Dihydroxybenzophenone
• ANTISTATIC AGENT
• Oxybenzone
• Benazol P
• 2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid
• Chimassorb 119
• Poly[N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,6-hexanediamine-co-2,4-dichloro-6-morpholino-1,3,5-triazine]
• UV-1577
• 2,2'-Thiobis(4-tert-octylphenolato)-n-butylamine nickel(II)
• 3,5-Di-tert-butyl-4-hydroxybenzoic acid
• 4-Dodecyloxy-2-hydroxybenzophenone
• (1R)-(-)-10-Camphorsulfonic acid
• 2,2-Dimethoxy-2-phenylacetophenone
• Octabenzone