Product Name

  • Name

    2-(2H-Benzotriazol-2-yl)-p-cresol

  • EINECS 219-470-5
  • CAS No. 2440-22-4
  • Article Data63
  • CAS DataBase
  • Density 1.38 g/cm3
  • Solubility 173μg/L at 20℃
  • Melting Point 125.5-129.5 °C(lit.)
  • Formula C13H11N3O
  • Boiling Point 423.8 °C at 760 mmHg
  • Molecular Weight 225.25
  • Flash Point 210.1 °C
  • Transport Information
  • Appearance
  • Safety 22-24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 2440-22-4 (2-(2H-Benzotriazol-2-yl)-p-cresol)
  • Hazard Symbols Xi
  • Synonyms p-Cresol,2-(2H-benzotriazol-2-yl)- (7CI,8CI);2-(2-Hydroxy-5-methylphenyl)-2H-benzotriazole;2-(2H-Benzotriazol-2-yl)-p-cresol;2-Benzotriazol-2-yl-4-methylphenol;ADK Stab LA 32;ADK-ARKLS DN 13;BT 1;BT 1 (light stabilizer);Benazol II;Benazol P;Drometrizole;JF 77;Kemisorb 71;Lowilite 55;NSC 91885;Seikalizer AZ;Tinuvin P;UV-P;UVA-P;Uvinul 3033P;Ultraviolet Absorbent UV-P;
  • PSA 50.94000
  • LogP 2.43450

Synthetic route

4-methyl-2-(2-nitrophenylazo)phenol
1435-71-8

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

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 50 - 55℃; electrochemical reaction;99.3%
With hydrogen; sodium hydroxide In ethanol; water at 80℃; under 18751.9 Torr; Reagent/catalyst; Autoclave;99.4%
With borane-ammonia complex In toluene at 50℃; for 5h; Reagent/catalyst; Solvent; Temperature;98.6%
2-nitro-2'-hydroxy-5'-methylazobenzene
1435-71-8

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

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
With sodium hydroxide; thiourea S,S-dioxide In water; isopropyl alcohol for 3h; Heating;98%
With sodium hydroxide In isopropyl alcohol at 85℃; for 24h; Reduction; Cyclization; Irradiation;89%
With sodium hydroxide; bakers' yeast In ethanol 1.) r.t., 30 min, 2.) 80-85 deg C, 40 h;80%
C13H11N3O2

C13H11N3O2

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
With hydrogenchloride In water; toluene at 70℃; for 2h; Reagent/catalyst; Temperature;92.4%
9-fluorenone
486-25-9

9-fluorenone

D-glucose
50-99-7

D-glucose

2-nitro-2'-hydroxy-5'-methyl-azobenzene
1435-71-8

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

A

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

B

2-(2'-hydroxy-5'-methylphenyl)benzotriazole N-oxide
54659-85-7

2-(2'-hydroxy-5'-methylphenyl)benzotriazole N-oxide

Conditions
ConditionsYield
With sodium hydroxide In methanol; waterA 92.1%
B n/a
With sodium hydroxide In methanol; waterA 92.1%
B n/a
2-nitro-2'-hydroxy-5'-methyl-azobenzene
1435-71-8

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

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
With sodium hydroxide; zinc In water at 90℃; for 1.5h;92%
With sodium hydroxide; zinc In ethanol at 100℃; for 4h;85%
With dimethyl amine; palladium-carbon In water; toluene81%
With samarium diiodide In tetrahydrofuran for 0.833333h; Ambient temperature;97 % Spectr.
sodium azide

sodium azide

4-methyl-2-(2-nitrophenylazo)phenol
1435-71-8

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

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
In N,N-dimethyl acetamide at 130℃; for 4h;86%
4-methyl-2-(2-nitrophenylazo)phenol
1435-71-8

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

A

2-Methyl-1H-benzimidazole
615-15-6

2-Methyl-1H-benzimidazole

B

5-methylbenzo[d]oxazol-2(3H)-one
22876-15-9

5-methylbenzo[d]oxazol-2(3H)-one

C

2-nitro-aniline
88-74-4

2-nitro-aniline

D

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
With carbon monoxide; triethylamine In 1,2-dichloro-benzene at 200℃; under 60800 Torr; for 8h; Further byproducts given;A n/a
B n/a
C 7%
D 82%
2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-2H-benzotriazole
23939-33-5

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

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
With aluminium trichloride; nitromethane In toluene for 7h; Heating;79%
2-nitro-2'-hydroxy-5'-methyl-azobenzene
1435-71-8

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

diethylamine
109-89-7

diethylamine

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
palladium on charcoal catalyst In methanol; phosphoric acid tributyl ester76%
2-Benzotriazol-2-yl-6-(1,1-dimethyl-propyl)-4-methyl-phenol

2-Benzotriazol-2-yl-6-(1,1-dimethyl-propyl)-4-methyl-phenol

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
With aluminium trichloride; nitromethane In toluene for 7h; Heating;70%
Cu-II-acetylacetonate

Cu-II-acetylacetonate

2-nitro-2'-hydroxy-5'-methyl-azobenzene
1435-71-8

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

Trimethylenediamine
109-76-2

Trimethylenediamine

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
In N-methyl-acetamide64%
2-(2'-hydroxy-5'-methylphenyl)benzotriazole N-oxide
54659-85-7

2-(2'-hydroxy-5'-methylphenyl)benzotriazole N-oxide

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
With dimethyl amine; aluminum nickel55%
2-Benzotriazol-2-yl-4-methyl-6-(1-methyl-1-phenyl-ethyl)-phenol

2-Benzotriazol-2-yl-4-methyl-6-(1-methyl-1-phenyl-ethyl)-phenol

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
With aluminium trichloride; nitromethane In toluene for 7h; Heating;70 % Spectr.
4-methyl-2-(2-nitrophenylazo)phenol
1435-71-8

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

A

2-Methyl-1H-benzimidazole
615-15-6

2-Methyl-1H-benzimidazole

B

N-formyldiethylamine
617-84-5

N-formyldiethylamine

C

5-methylbenzo[d]oxazol-2(3H)-one
22876-15-9

5-methylbenzo[d]oxazol-2(3H)-one

D

2-nitro-aniline
88-74-4

2-nitro-aniline

E

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
With carbon monoxide; triethylamine In 1,2-dichloro-benzene at 200℃; under 53200 Torr; for 5h; Product distribution; other tertiary amines, var. solvent, var. time;
4-methyl-2-(2-nitrophenylazo)phenol
1435-71-8

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

A

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

B

3-amino-4-hydroxytoluene
95-84-1

3-amino-4-hydroxytoluene

C

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
With 2-bromo-2-nitropropane; zinc In methanol; dichloromethane for 21h; Ambient temperature;A n/a
B n/a
C 83 % Chromat.
With hydrogen; sodium hydroxide In water; isopropyl alcohol at 14.84℃; under 760.051 Torr; Reagent/catalyst;
2-nitro-2'-hydroxy-5'-methylazobenzene
1435-71-8

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

A

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

B

2-(2'-hydroxy-5'-methylphenyl)benzotriazole N-oxide
54659-85-7

2-(2'-hydroxy-5'-methylphenyl)benzotriazole N-oxide

C

2-(2-amino-phenylazo)-4-methyl-phenol

2-(2-amino-phenylazo)-4-methyl-phenol

Conditions
ConditionsYield
With sodium hydroxide; hydrogen; nickel In water; isopropyl alcohol at 59.85℃; under 412.533 - 11700.9 Torr; Kinetics; Further Variations:; Pressures; Reagents;
2-nitro-2'-hydroxy-5'-methyl-azobenzene
1435-71-8

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

A

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

B

3-amino-4-hydroxytoluene
95-84-1

3-amino-4-hydroxytoluene

C

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

D

2-(2'-hydroxy-5'-methylphenyl)benzotriazole N-oxide
54659-85-7

2-(2'-hydroxy-5'-methylphenyl)benzotriazole N-oxide

Conditions
ConditionsYield
With hydrogen; nickel In water; isopropyl alcohol at 59.85℃; Title compound not separated from byproducts;
4-methyl-2-(2-nitrophenylazo)phenol
1435-71-8

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

A

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

B

2-(2'-hydroxy-5'-methylphenyl)benzotriazole N-oxide
54659-85-7

2-(2'-hydroxy-5'-methylphenyl)benzotriazole N-oxide

C

4-methyl-2-(2-nitroso-phenylazo)-phenol

4-methyl-2-(2-nitroso-phenylazo)-phenol

D

4-methyl-2-[N'-(2-nitro-phenyl)-hydrazino]-phenol

4-methyl-2-[N'-(2-nitro-phenyl)-hydrazino]-phenol

Conditions
ConditionsYield
With hydrogen; nickel In water; isopropyl alcohol at 1.85℃; under 760 Torr; Product distribution; Kinetics;
C13H11N3O

C13H11N3O

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
In ethanol at -143.15℃;
p-cresol
106-44-5

p-cresol

NaCl

NaCl

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 73 percent / sodium hydroxide; sodium carbonate / H2O / 20 °C
2: 85 percent / zinc; sodium hydroxide / ethanol / 4 h / 100 °C
View Scheme
2-nitrobenzenediazonium chloride
119-66-4

2-nitrobenzenediazonium chloride

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 73 percent / sodium hydroxide; sodium carbonate / H2O / 20 °C
2: 85 percent / zinc; sodium hydroxide / ethanol / 4 h / 100 °C
View Scheme
2-(1,1-Dimethyl-propyl)-4-methyl-6-(2-nitro-phenylazo)-phenol

2-(1,1-Dimethyl-propyl)-4-methyl-6-(2-nitro-phenylazo)-phenol

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 50 percent / Zn, NaOH / ethanol; H2O / 2 h / Heating
2: 70 percent / AlCl3, CH3NO2 / toluene / 7 h / Heating
View Scheme
9-fluorenone
486-25-9

9-fluorenone

2-(2'-hydroxy-5'-methylphenyl)benzotriazole N-oxide
54659-85-7

2-(2'-hydroxy-5'-methylphenyl)benzotriazole N-oxide

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
With sodium hydroxide; paraformaldehyde In methanol; water
With sodium hydroxide; paraformaldehyde In methanol; water
2-nitro-2'-hydroxy-5'-methyl-azobenzene
1435-71-8

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

copper diacetate
142-71-2

copper diacetate

Trimethylenediamine
109-76-2

Trimethylenediamine

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene; water; isopropyl alcohol; toluene
piperidine
110-89-4

piperidine

copper-II-acetylacetonate

copper-II-acetylacetonate

2-nitro-2'-hydroxy-5'-methyl-azobenzene
1435-71-8

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

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene; water
4-methyl-2-(2-nitrophenylazo)phenol
1435-71-8

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

A

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

B

3-amino-4-hydroxytoluene
95-84-1

3-amino-4-hydroxytoluene

C

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

D

2-(2'-hydroxy-5'-methylphenyl)benzotriazole N-oxide
54659-85-7

2-(2'-hydroxy-5'-methylphenyl)benzotriazole N-oxide

Conditions
ConditionsYield
With hydrogen at 60℃; under 18751.9 Torr;
With 20% Ni/γ-Al2O3; hydrogen; triethylamine In toluene at 120℃; under 18751.9 Torr; Flow reactor;
4-methyl-2-(2-nitrophenylazo)phenol
1435-71-8

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

A

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

B

2-(2'-hydroxy-5'-methylphenyl)benzotriazole N-oxide
54659-85-7

2-(2'-hydroxy-5'-methylphenyl)benzotriazole N-oxide

Conditions
ConditionsYield
With hydrogen at 60℃; under 18751.9 Torr;
4-methyl-2-(2-nitrophenylazo)phenol
1435-71-8

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

A

tetrahydro-2-(2-hydroxy-5-methylphenyl)benzotriazole
50467-25-9

tetrahydro-2-(2-hydroxy-5-methylphenyl)benzotriazole

B

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

C

2-(2'-hydroxy-5'-methylphenyl)benzotriazole N-oxide
54659-85-7

2-(2'-hydroxy-5'-methylphenyl)benzotriazole N-oxide

Conditions
ConditionsYield
With hydrogen at 60℃; under 18751.9 Torr;
diethylamine
109-89-7

diethylamine

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

2-(2H-benzotriazol-2-yl)-6-((diethylamino)methyl)-4-methylphenol
103597-49-5

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

Conditions
ConditionsYield
With paraformaldehyde In butan-1-ol99%
With paraformaldehyde In butan-1-ol99%
With paraformaldehyde In butan-1-ol99%
With paraformaldehyde In butan-1-ol96.9%
1-dodecene
112-41-4

1-dodecene

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

2-(2-Hydroxy-3-dodecyl-5-methylphenyl)-2H-benzotriazole

2-(2-Hydroxy-3-dodecyl-5-methylphenyl)-2H-benzotriazole

Conditions
ConditionsYield
With active clay 22B at 160℃; for 2h; Inert atmosphere;97.7%
formaldehyd
50-00-0

formaldehyd

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

2-(2'-hydroxy-3'-chloromethyl-5'-methylphenyl)benzotriazole
18260-27-0

2-(2'-hydroxy-3'-chloromethyl-5'-methylphenyl)benzotriazole

Conditions
ConditionsYield
With hydrogenchloride; acetic acid at 60℃; for 10h;96%
With hydrogenchloride; sulfuric acid; acetic acid In water at 90℃; for 6h;95%
With hydrogenchloride; sulfuric acid In acetic acid at 90℃; for 6h;95%
With hydrogenchloride; acetic acid; zinc(II) chloride at 80℃; for 12h;
acetic anhydride
108-24-7

acetic anhydride

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

2-(2H-1,2,3-benzotriazol-2-yl)-4-methylphenyl acetate
69698-20-0

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

Conditions
ConditionsYield
With sulfuric acid Heating;95.1%
Stage #1: acetic anhydride; 2-(2-Hydroxy-5-methylphenyl)benzotriazole With sulfuric acid at 20℃; for 1h;
Stage #2: for 1h; Heating;
94%
With dmap; triethylamine In tetrahydrofuran Inert atmosphere;47.22 g
With dmap; triethylamine In tetrahydrofuran at 20℃; Inert atmosphere;
benzyl bromide
100-39-0

benzyl bromide

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

C20H17N3O

C20H17N3O

Conditions
ConditionsYield
With potassium carbonate In acetone at 70℃; for 8h; Heating / reflux;92%
2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

2-(2'-hydroxy-3'-bromo-5'-methylphenyl)benzotriazole
54408-68-3

2-(2'-hydroxy-3'-bromo-5'-methylphenyl)benzotriazole

Conditions
ConditionsYield
With bromine In 1,2-dichloro-ethane at 20℃; for 8h;92%
formaldehyd
50-00-0

formaldehyd

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

6,6'-bis-benzotriazol-2-yl-4,4'-dimethyl-2,2'-methanediyl-bis-phenol
30653-05-5

6,6'-bis-benzotriazol-2-yl-4,4'-dimethyl-2,2'-methanediyl-bis-phenol

Conditions
ConditionsYield
Stage #1: formaldehyd; 2-(2-Hydroxy-5-methylphenyl)benzotriazole With diethylamine In butan-1-ol at 95 - 105℃; for 24h;
Stage #2: With sodium methylate In o-xylene at 140 - 150℃; for 10h; Solvent;
90.4%
water
7732-18-5

water

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

zinc(II) chloride
7646-85-7

zinc(II) chloride

[Zn(hmbt)2(H2O)2]

[Zn(hmbt)2(H2O)2]

Conditions
ConditionsYield
for 4h; Reflux;87%
2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

3-Chloro-2-methylpropene
563-47-3

3-Chloro-2-methylpropene

2-(2H-1,2,3-benzotriazol-2-yl)-4-methyl-6-(2-methylprop-2-enyl)phenol
98809-58-6

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

Conditions
ConditionsYield
With N,N-dimethyl-aniline; triethylamine In butanone at 80 - 180℃; Product distribution / selectivity; Claisen rearrangement; Inert atmosphere; Molecular sieve;86%
bis-triphenylphosphine-palladium(II) chloride
13965-03-2

bis-triphenylphosphine-palladium(II) chloride

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

[Pd(PPh3)(hmbt)Cl]
1552277-81-2

[Pd(PPh3)(hmbt)Cl]

Conditions
ConditionsYield
In dichloromethane for 48h; Reflux;86%
silver perchlorate

silver perchlorate

triphenylphosphine
603-35-0

triphenylphosphine

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

[Ag(PPh3)(hmbt)]

[Ag(PPh3)(hmbt)]

Conditions
ConditionsYield
With potassium hydroxide In methanol; water for 3h; Darkness;86%
benzoyl chloride
98-88-4

benzoyl chloride

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

benzoic acid 2-(benzotriazol-2-yl)-4-methylphenyl ester

benzoic acid 2-(benzotriazol-2-yl)-4-methylphenyl ester

Conditions
ConditionsYield
With pyridine for 2h; Heating;85%
aluminum (III) chloride In dichloromethane for 2h; Reflux;
[ReOBr3(triphenylarsine)2]
19271-56-8, 136173-40-5

[ReOBr3(triphenylarsine)2]

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

acetonitrile
75-05-8

acetonitrile

[ReOBr2(2-(2-hydroxy-5-methylphenyl)benzotriazolato)(AsPh3)]*MeCN

[ReOBr2(2-(2-hydroxy-5-methylphenyl)benzotriazolato)(AsPh3)]*MeCN

Conditions
ConditionsYield
In acetonitrile ReOBr3(AsPh3)2 added to 2-(2-hydroxy-5-methylphenyl)benzotriazole in MeCN; refluxed for 2 h; allowed to cool to room temp.; pptd. by reducing in vol.; filtered; dried in air; elem. anal.;85%
1-(2-aminoethyl)piperidine
27578-60-5

1-(2-aminoethyl)piperidine

formaldehyd
50-00-0

formaldehyd

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

C35H38N8O2
1400879-39-1

C35H38N8O2

Conditions
ConditionsYield
In toluene for 48h; Inert atmosphere; Reflux;85%
zirconium(IV) tetraisopropoxide 2-propanol
14717-56-7

zirconium(IV) tetraisopropoxide 2-propanol

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

C44H62N6O8Zr2
1491152-50-1

C44H62N6O8Zr2

Conditions
ConditionsYield
In toluene at 20℃; Schlenk technique; Inert atmosphere;85%
niobium pentachloride
10026-12-7

niobium pentachloride

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

C13H10Cl4N3NbO

C13H10Cl4N3NbO

Conditions
ConditionsYield
Stage #1: niobium pentachloride; 2-(2-Hydroxy-5-methylphenyl)benzotriazole In toluene at 0℃; Inert atmosphere; Schlenk technique; Glovebox;
Stage #2: In toluene at 20℃; for 12h; Inert atmosphere; Schlenk technique; Glovebox;
85%
2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

2-(2'-hydroxy-5'-methyl-3'-nitrophenyl)-2H-benzotriazole
36325-72-1

2-(2'-hydroxy-5'-methyl-3'-nitrophenyl)-2H-benzotriazole

Conditions
ConditionsYield
With nitric acid In acetic acid at 70℃; for 0.166667h;84%
zirconium(IV) chloride
10026-11-6

zirconium(IV) chloride

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

C26H20Cl2N6O2Zr
1491152-60-3

C26H20Cl2N6O2Zr

Conditions
ConditionsYield
Stage #1: 2-(2-Hydroxy-5-methylphenyl)benzotriazole With sodium hydride In tetrahydrofuran at 20℃; for 5h; Schlenk technique; Inert atmosphere;
Stage #2: zirconium(IV) chloride In toluene at -24℃; Schlenk technique; Inert atmosphere;
84%
morpholine
110-91-8

morpholine

formaldehyd
50-00-0

formaldehyd

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

C18H20N4O2

C18H20N4O2

Conditions
ConditionsYield
In neat (no solvent) Reflux;84%
tris(triphenylphosphine)ruthenium(II) chloride
15529-49-4, 41756-81-4

tris(triphenylphosphine)ruthenium(II) chloride

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

[Ru(PPh3)(hmbt)2Cl]

[Ru(PPh3)(hmbt)2Cl]

Conditions
ConditionsYield
In methanol for 2h; Reflux;83%
potassium tetrachloropalladate(II)
10025-98-6

potassium tetrachloropalladate(II)

2-(2-Hydroxy-5-methylphenyl)benzotriazole
2440-22-4

2-(2-Hydroxy-5-methylphenyl)benzotriazole

[Pd(hmbt)2]
1254251-47-2

[Pd(hmbt)2]

Conditions
ConditionsYield
With potassium hydroxide In methanol; water at 45℃; for 2h;83%

Ultraviolet Absorbent UV-P Standards and Recommendations

Assay: 99% min (HPLC)
Transmittance: 440nm: 97% min
500nm: 98% min
Ash content: 0.3% max

Ultraviolet Absorbent UV-P Specification

1.Introduction of Ultraviolet Absorbent UV-P

UV-P (CAS NO.2440-22-4), its Synonyms are 2-(2'-Hydroxy-5'-methylphenyl)benzotriazole ; 2-(2H-Benzotriazol-2-yl)-4-methylphenol ; Benazol P ; Drometrizole ; Phenol, 2-(2H-benzotriazol-2-yl)-4-methyl- ; UV Absorber-1 ; 2-(2-Hydroxy-5-methylphenyl)-2H-benzotriazole ; 2-(2-Hydroxy-5-methylphenyl)benzotriazole ; p-Cresol, 2-(2H-benzotriazol-2-yl)- .

2.Properties of Ultraviolet Absorbent UV-P

(1) XLogP3 4.3 (2) H-Bond Donor 1 (3) H-Bond Acceptor 3
(4) Rotatable Bond Count 1 (5) Tautomer Count 3 (6) Exact Mass 225.090212
(7) MonoIsotopic Mass 225.090212 (8) Topological Polar Surface Area 50.9
(9) Heavy Atom Count 17 (10) Complexity 259 (11)Covalently-Bonded Unit Count 1
(12) Feature 3D Acceptor Count 2 (13) Feature 3D Donor Count 1 (14) Feature 3D Ring Count 3
(15) Effective Rotor Count 1 (16) Conformer Sampling RMSD 0.6 (17) CID Conformer Count 2

3.Structure descriptors of Ultraviolet Absorbent UV-P

IUPAC Name: 2-(benzotriazol-2-yl)-4-methylphenol

InChI: InChI=1S/C13H11N3O/c1-9-6-7-13(17)12(8-9)16-14-10-4-2-3-5-11(10)15-16/
h2-8,17H,1H3

InChIKey: MCPKSFINULVDNX-UHFFFAOYSA-N

Canonical SMILES : CC1=CC(=C(C=C1)O)N2N=C3C=CC=CC3=N2

4.Uses of Ultraviolet Absorbent UV-P

UV-P is a benzotriazole type UV absorber. It is used for polyvinylchloride , styrenic polymer ( acrylonitrile butadiene , high impact polystyrene , general purpose polystyrene ), unsturated polyester elastomers and adhesives , acrylic resins , polycarbonate , polyurethane , and cellulose ester .

5.Toxicity data of Ultraviolet Absorbent UV-P

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 6500mg/kg (6500mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 10(3), Pg. 49, 1966.

 

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