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Basic Information
CAS No.: 3864-99-1
Name: 2-(2'-Hydroxy-3',5'-di-tert-butylphenyl)-5-chlorobenzotriazole
Article Data: 39
Molecular Structure:
Molecular Structure of 3864-99-1 (2-(2'-Hydroxy-3',5'-di-tert-butylphenyl)-5-chlorobenzotriazole)
Formula: C20H24ClN3O
Molecular Weight: 357.883
Synonyms: Phenol,2,4-di-tert-butyl-6-(5-chloro-2H-benzotriazol-2-yl)- (7CI,8CI);2,4-Di-tert-butyl-6-(5-chloro-2H-benzotriazol-2-yl)phenol;2-(2-Hydroxy-3,5-di-tert-butylphenyl)-5-chloro-2H-benzotriazole;2-(2'-Hydroxy-3',5'-di-tert-butylphenyl)-5-chlorobenzotriazole;2-(3,5-Di-tert-butyl-2-hydroxyphenyl)-5-chloro-2H-benzotriazole;2-(3',5'-Di-tert-butyl-2'-hydroxyphenyl)-5-chlorobenzotriazole;5-Chloro-2-(2-hydroxy-3,5-di-tert-butylphenyl)-2H-benzotriazole;5-Chloro-2-(3,5-di-tert-butyl-2-hydroxyphenyl)-2H-benzotriazole;5-Chloro-2-(3',5'-di-tert-butyl-2'-hydroxyphenyl)benzotriazole;UV 2;
EINECS: 223-383-8
Density: 1.18 g/cm3
Melting Point: 150-153 °C(lit.)
Boiling Point: 469.2 °C at 760 mmHg
Flash Point: 237.6 °C
Appearance: Slightly yellowish powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
Transport Information: UN 3077
PSA: 50.94000
LogP: 5.37450
Synthetic route
52184-29-9

2-nitro-4-chloro-2'-hydroxy-3',5'-di-tert-butylazobenzene

3864-99-1

2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

Conditions
ConditionsYield
With hydrogen; potassium hydroxide; sodium hydroxide In 1,4-dioxane; water at 100℃; under 750.075 Torr; Autoclave;97.95%
With borane-ammonia complex In toluene at 50℃; for 5h;95.6%
With sodium hydroxide; thiourea dioxide In ethanol at 85 - 90℃; for 1h;80%
84755-45-3

2-(6-chloro-1-oxido-2H-benzotriazol-2-yl)-4,6-bis(1,1-dimethylethyl)phenol

3864-99-1

2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water electrolysis, Pt cathode and anode;97%
With potassium hydroxide; lithium perchlorate In tetrahydrofuran; water at 20℃; Reduction; Electrolysis;97%
With sodium hydroxide; bakers' yeast In ethanol 1.) r.t., 30 min, 2.) 80-85 deg C, 24 h;89%
52184-29-9

2,4-Di-tert-butyl-6-(4-chloro-2-nitro-phenylazo)-phenol

A

84755-45-3

2-(6-chloro-1-oxido-2H-benzotriazol-2-yl)-4,6-bis(1,1-dimethylethyl)phenol

B

3864-99-1

2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

Conditions
ConditionsYield
With sodium hydroxide; thiourea S,S-dioxide In water; isopropyl alcohol for 3h; Heating;A 0.3%
B 95%
With sodium hydroxide; Beakers' yeast In ethanol at 85℃; for 24h; Product distribution; various amounts of bakers' yeast and NaOH; various times; pH; reagents;A 29%
B 65%

C20H26ClN3O2

3864-99-1

2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

Conditions
ConditionsYield
With sodium phosphite; hydrogen; dibutylamine at 60℃; under 7500.75 Torr; for 12h; Reagent/catalyst; Temperature; Pressure; Autoclave;94.2%

C20H24ClN3O2

3864-99-1

2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

Conditions
ConditionsYield
With platinum on activated charcoal; hydrogen at 50 - 75℃; under 3750.38 - 6000.6 Torr; Autoclave;92.4%

2-Nitro-4-chloro-2'-hydroxy-3',5'-di-tert-butyl-azobenzene

3864-99-1

2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water electrolysis, Pt cathode and anode;92%
With sodium hydroxide; zinc In water at 90℃; for 1h;90%
75%
With samarium diiodide In tetrahydrofuran for 2.7h; Ambient temperature;84 % Spectr.
Multi-step reaction with 2 steps
1: 0.4 M LiClO4 / methanol; CH2Cl2 / electrolysis, Pt cathode and anode using a devised H cell
2: 97 percent / 0.2 M NaOH / tetrahydrofuran; H2O / electrolysis, Pt cathode and anode
View Scheme
52184-29-9

2,4-Di-tert-butyl-6-(4-chloro-2-nitro-phenylazo)-phenol

3864-99-1

2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

Conditions
ConditionsYield
With sodium hydroxide; bakers' yeast In ethanol 1.) r.t., 30 min, 2.) 80-85 deg C, 40 h;85%
With sodium hydroxide In isopropyl alcohol at 85℃; for 24h; Reduction; Cyclization; Irradiation;83%
Multi-step reaction with 2 steps
1: 29 percent / Beakers' yeast, aq. NaOH / ethanol / 24 h / 85 °C / various amounts of bakers' yeast and NaOH; various times; pH; reagents
2: 89 percent / aq. NaOH, bakers' yeast / ethanol / 1.) r.t., 30 min, 2.) 80-85 deg C, 24 h
View Scheme
Multi-step reaction with 2 steps
1: 85 percent / aq. NaOH, bakers' yeast / ethanol / 1.) r.t., 30 min, 2.) 80-85 deg C, 4 h
2: 89 percent / aq. NaOH, bakers' yeast / ethanol / 1.) r.t., 30 min, 2.) 80-85 deg C, 24 h
View Scheme

C20H24Cl2N2O

3864-99-1

2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

Conditions
ConditionsYield
With sodium azide; triethylamine; copper(I) bromide In DMF (N,N-dimethyl-formamide) at 80℃; for 4h;84%
94102-13-3

2-(5-chloro-1-oxido-2H-benzotriazol-2-yl)-4,6-bis(1,1-dimethylethyl)phenol

3864-99-1

2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

Conditions
ConditionsYield
With tributyl-amine; aluminum nickel In water; hydrogen; toluene79.2%

1,5-diazabicyclo [5.4.0] undecene

94102-13-3

2-(5-chloro-1-oxido-2H-benzotriazol-2-yl)-4,6-bis(1,1-dimethylethyl)phenol

3864-99-1

2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

Conditions
ConditionsYield
With hydrogen; aluminum nickel In nitrogen; toluene79%
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Chemistry

Molecular Structure of Phenol, 2-(5-chloro-2H-benzotriazol-2-yl)-4,6-bis(1,1-dimethylethyl)- (CAS NO.3864-99-1):
 
IUPAC Name: 2,4-Ditert-butyl-6-(5-chlorobenzotriazol-2-yl)phenol
Molecular Formula: C20H24ClN3O
Molecular Weight: 357.88 g/mol
Canonical SMILES: Oc1c(cc(cc1n1nc2c(cc(cc2)Cl)n1)C(C)(C)C)C(C)(C)C
InChI: InChI=1/C20H24ClN3O/c1-19(2,3)12-9-14(20(4,5)6)18(25)17(10-12)24-22-15-8-7-13(21)11-16(15)23-24/h7-11,25H,1-6H3
EINECS: 223-383-8
Product Categories: Organics; Polymer Additives; Polymer Science; Stabilizers
Surface Tension: 39.4 dyne/cm 
Density: 1.18 g/cm3 
Flash Point: 237.6 °C 
Enthalpy of Vaporization: 75.95 kJ/mol 
Boiling Point: 469.2 °C at 760 mmHg 
Melting Point: 150-153 °C(lit.)
Vapour Pressure: 2E-09 mmHg at 25 °C

Safety Profile

Hazard Codes of Phenol, 2-(5-chloro-2H-benzotriazol-2-yl)-4,6-bis(1,1-dimethylethyl)- (CAS NO.3864-99-1): IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing.
RIDADR: 3077
WGK Germany: 2
RTECS: 3425000

Specification

  Phenol, 2-(5-chloro-2H-benzotriazol-2-yl)-4,6-bis(1,1-dimethylethyl)- (CAS NO.3864-99-1), its Synonyms are 2-(3',5'-Di-tert-butyl-2'-hydroxyphenyl)-5-chloro-2H-benzotriazole ; 2-(5-Chloro-2H-benzotriazol-2-yl)-4,6-di-tert-butylphenol ; 2,4-Di-tert-butyl-6-(5-chlorobenzotriazol-2-yl)phenol ; UV-327 .