Drometrizole

Base Information

• Chemical Name: Drometrizole
• CAS No.: 2440-22-4
• Deprecated CAS: 106085-67-0,114921-82-3,134018-55-6,136567-91-4,141602-58-6,159520-35-1,169340-52-7,189377-86-4,50815-99-1,183681-64-3,796971-93-2,908100-86-7,909728-28-5,1244977-92-1,195740-58-0,2353514-71-1,2574354-74-6,114921-82-3,1244977-92-1,134018-55-6,136567-91-4,159520-35-1,169340-52-7,183681-64-3,189377-86-4,50815-99-1,796971-93-2,908100-86-7,909728-28-5
• Molecular Formula: C13H11N3O
• Molecular Weight: 225.25
• Hs Code.: 29339900
• European Community (EC) Number: 219-470-5,607-063-9
• NSC Number: 91885
• UNII: 5X93W9OFZL
• DSSTox Substance ID: DTXSID1027479
• Nikkaji Number: J7.899I
• Wikidata: Q27263002
• NCI Thesaurus Code: C77133
• ChEMBL ID: CHEMBL1564747
• Mol file: 2440-22-4.mol

Synonyms:2-(2'-hydroxy-5'-methylphenyl)benzotriazole;2-(2'-hydroxy-5-methylphenyl)benzotriazole;benazol II;benazol P;Tinuvin II;Tinuvin P

Chemical Property of Drometrizole

Chemical Property:

• Vapor Pressure: 0Pa at 20℃
• Melting Point: 125.5-129.5 °C(lit.)
• Refractive Index: 1.5600 (estimate)
• Boiling Point: 423.8 °C at 760 mmHg
• PKA: 8.15±0.43(Predicted)
• Flash Point: 210.1 °C
• PSA: 50.94000
• Density: 1.38 g/cm³
• LogP: 2.43450
• Storage Temp.: 15-25°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: 173μg/L at 20℃
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 225.090211983
• Heavy Atom Count: 17
• Complexity: 259

Purity/Quality:

99% ^*data from raw suppliers

Drometrizole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-53-43
• Safety Statements: 22-24/25-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)O)N2N=C3C=CC=CC3=N2
• Uses: Drometrizole is an intermediate reactant in the synthesis of UV light absorbers for polyester fibers. An ultraviolet light absorber for stabilizing plastics and other organic materials against discoloration and deterioration. 2(2-Hydroxy-5-methylphenyl)benzotriazol is an UV adsorber for use in plastics, cosmetics, dental materials, acrylic materials, dyes, etc.

Technology Process of Drometrizole

There total 33 articles about Drometrizole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.4%

4-methyl-2-(2-nitrophenylazo)phenol (1435-71-8) → 2-(2-Hydroxy-5-methylphenyl)benzotriazole (2440-22-4,50815-99-1)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 50 - 55 ℃; electrochemical reaction;

Reference yield: 98.0%

2-nitro-2'-hydroxy-5'-methylazobenzene (1435-71-8) → 2-(2-Hydroxy-5-methylphenyl)benzotriazole (2440-22-4,50815-99-1)

Guidance literature:

With sodium hydroxide; thiourea S,S-dioxide; In water; isopropyl alcohol; for 3h; Heating;

DOI:10.1055/s-1986-31733

Reference yield: 92.4%

C13H11N3O2 → 2-(2-Hydroxy-5-methylphenyl)benzotriazole (2440-22-4,50815-99-1)

Guidance literature:

With hydrogenchloride; In water; toluene; at 70 ℃; for 2h; Reagent/catalyst; Temperature;

upstream raw materials:

2-nitro-2'-hydroxy-5'-methylazobenzene

2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-2H-benzotriazole

4-methyl-2-(2-nitrophenylazo)phenol

2-nitro-2'-hydroxy-5'-methyl-azobenzene

Downstream raw materials:

2-(2H-1,2,3-benzotriazol-2-yl)-4-methylphenyl acetate

2-(2H-benzotriazol-2-yl)-6-((diethylamino)methyl)-4-methylphenol

4-Methyl-2-(2H-Benzotriazol-2-Yl)Phenyl Acrylate

2-(2H-1,2,3-benzotriazol-2-yl)-4-methyl-6-(2-methylprop-2-enyl)phenol

Refernces

• 1、 -. "Preparation method of benzotriazole ultraviolet light absorber". Paragraph 0092; 0096-0098; 0102-0104; 0108-0110; 0114-0116. . Retrieved 2021/04/14.
• 2、 Yan,Si,Tao,Liu,Wang,Li. "The Continuous Synthesis of 2-(2'-Hydroxy-5'-Methylphenyl)Benzotriazole over Cu/γ-Al2O3". . p. 635 - 641. Retrieved 2019/10/19.