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Ultraviolet Absorbent UV-P

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Name

Ultraviolet Absorbent UV-P

EINECS 219-470-5
CAS No. 2440-22-4 Density 1.38 g/cm3
PSA 50.94000 LogP 2.43450
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 N/A Appearance N/A
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;

Article Data 63

Ultraviolet Absorbent UV-P Synthetic route

1435-71-8

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

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%
1435-71-8

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

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

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%
486-25-9

9-fluorenone

50-99-7

D-glucose

1435-71-8

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

A

2440-22-4

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

B

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
1435-71-8

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

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

1435-71-8

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

2440-22-4

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

Conditions
ConditionsYield
In N,N-dimethyl acetamide at 130℃; for 4h;86%
1435-71-8

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

A

615-15-6

2-Methyl-1H-benzimidazole

B

22876-15-9

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

C

88-74-4

2-nitro-aniline

D

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%
23939-33-5

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

2440-22-4

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

Conditions
ConditionsYield
With aluminium trichloride; nitromethane In toluene for 7h; Heating;79%
1435-71-8

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

109-89-7

diethylamine

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

2440-22-4

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

Conditions
ConditionsYield
With aluminium trichloride; nitromethane In toluene for 7h; Heating;70%

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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