2-(2'-Hydroxy-3',5'-di-tert-butylphenyl)-5-chlorobenzotriazole supplier

Name
2-(2'-Hydroxy-3',5'-di-tert-butylphenyl)-5-chlorobenzotriazole
EINECS 223-383-8
CAS No. 3864-99-1
Article Data39
CAS DataBase
Density 1.18 g/cm³
Solubility
Melting Point 150-153 °C(lit.)
Formula C₂₀H₂₄ClN₃O
Boiling Point 469.2 °C at 760 mmHg
Molecular Weight 357.883
Flash Point 237.6 °C
Transport Information UN 3077
Appearance Slightly yellowish powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
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;
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

: 78-92-2, 15892-23-6
iso-butanol

: 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

Conditions	Yield
With tributyl-amine; aluminum nickel In water; hydrogen; toluene	79.2%

: 1,5-diazabicyclo [5.4.0] undecene

: 78-92-2, 15892-23-6
iso-butanol

: 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

Conditions	Yield
With hydrogen; aluminum nickel In nitrogen; toluene	79%

...Expand

: 2-nitro-5-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

Conditions	Yield
With samarium diiodide In tetrahydrofuran for 0.666667h; Ambient temperature;	91 % Spectr.

: 52184-29-9
2-nitro-4-chloro-2'-hydroxy-3',5'-di-tert-butylazobenzene

A: 95-83-0
4-Chloro-1,2-phenylenediamine

B: 1643-39-6
2-amino-4,6-di-tertbutylphenol

C: 3864-99-1
2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

Conditions

Conditions	Yield
With 2-bromo-2-nitropropane; zinc In methanol; dichloromethane for 4h; Ambient temperature;	A n/a B n/a C 88 % Chromat.

...Expand

: 2,4-di-tert-butyl-6-(5-chloro-2-nitro-phenylazo)-phenol

A: 95-83-0
4-Chloro-1,2-phenylenediamine

B: 1643-39-6
2-amino-4,6-di-tertbutylphenol

C: 3864-99-1
2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

Conditions

Conditions	Yield
With 2-bromo-2-nitropropane; zinc In methanol; dichloromethane for 3.5h; Ambient temperature;	A n/a B n/a C 79 % Chromat.

...Expand

: 2,4-di-tert-butyl-6-(5-chloro-2-nitro-phenylazo)-phenol

: 3864-99-1
2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

Conditions

Conditions	Yield
With sodium hydroxide; lithium perchlorate In tetrahydrofuran; water at 20℃; Cyclization; Electrolysis;	98 % Chromat.

: 96-76-4
2,4-di-tert-Butylphenol

: 3864-99-1
2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 2.) 1N HCl, sodium lauryl sulfate / 1.) diazotation, 2.) 45 deg C, 6 h 2: 84 percent / glucose, 2N NaOH / ethanol / 1 h / Heating 3: 88 percent / Zn, 2N NaOH / ethanol / 1 h / Ambient temperature View Scheme

: 89-63-4
4-Chloro-2-nitroaniline

: 3864-99-1
2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 2.) 1N HCl, sodium lauryl sulfate / 1.) diazotation, 2.) 45 deg C, 6 h 2: 84 percent / glucose, 2N NaOH / ethanol / 1 h / Heating 3: 88 percent / Zn, 2N NaOH / ethanol / 1 h / Ambient temperature View Scheme

: 82-05-3
7H-benz[d,e]anthracene-7-one

: 75-07-0
acetaldehyde

: 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

Conditions	Yield
With sodium hydroxide In methanol; water
With sodium hydroxide In methanol; water

...Expand

: diethylene glycol diethyl ether

: 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

Conditions	Yield
With hydrogenchloride; sodium hydroxide; nitrogen; hydrazine hydrate In water

: 3864-99-1
2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

: 74-88-4
methyl iodide

: 271788-60-4
2-[3,5-bis(1,1-dimethylethyl)-2-methoxyphenyl]-5-chloro-2H-benzotriazole

Conditions

Conditions	Yield
With potassium carbonate In acetone at 45℃; for 72h;	99.8%

: 3864-99-1
2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

: 2-bromo-4-(tert-butyl)-6-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)phenol

Conditions

Conditions	Yield
With bromine; trifluoroacetic acid at 65℃; for 2h;	99%

: 128796-39-4
4-trifluoromethylphenylboronic acid

: 3864-99-1
2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

: C27H28F3N3O

Conditions

Conditions	Yield
With O4P(3-)3K(1+)5H2O; tris(1-adamantyl)phosphine; C28H26N2O8Pd2S2; potassium tert-butylate In tetrahydrofuran at 70℃; for 5h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;	96%
With O4P(3-)3K(1+)5H2O; tris(1-adamantyl)phosphine; {2-[((acetyl-κO)amino)phenyl-κC](tri-1-adamantylphosphine)palladium}(p-toluenesulfonate); potassium tert-butylate In tetrahydrofuran at 70℃; for 5h; Suzuki-Miyaura Coupling; Inert atmosphere;	96%

: 24424-99-5
di-tert-butyl dicarbonate

: 3864-99-1
2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

: carbonic acid tert-butyl ester 2,4-di-tert-butyl-6-(5-chlorobenzotriazol-2-yl)phenyl ester

Conditions

Conditions	Yield
With pyridine for 2h; Heating;	93.4%

: sodium tungstate

: 108-98-5
thiophenol

: 3864-99-1
2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

: 5-benzenesulfonyl-2-(2-hydroxy-3,5-di-tert-butylphenyl)-2H-benzotriazole

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one; hydrogenchloride; potassium hydroxide; formic acid; dihydrogen peroxide In methanol; 5,5-dimethyl-1,3-cyclohexadiene; water	88.6%

...Expand

: 14717-56-7
zirconium(IV) tetraisopropoxide 2-propanol

: 3864-99-1
2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

: 1491152-54-5
C80H92Cl4N12O4Zr

Conditions

Conditions	Yield
In toluene at 70℃; for 36h; Schlenk technique; Inert atmosphere;	84%

: 3864-99-1
2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

: 84755-45-3
2-(6-chloro-1-oxido-2H-benzotriazol-2-yl)-4,6-bis(1,1-dimethylethyl)phenol

Conditions

Conditions	Yield
With sodium hydroxide; thiourea dioxide In ethanol at 80℃; for 1h;	80%

: 14717-56-7
zirconium(IV) tetraisopropoxide 2-propanol

: 3864-99-1
2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

: 1491152-51-2
C58H88Cl2N6O8Zr2

Conditions

Conditions	Yield
In toluene at -24℃; Schlenk technique; Inert atmosphere;	80%

: hafnium(IV) tert-butoxide

: 3864-99-1
2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

: 1491152-57-8
C80H92Cl4HfN12O4

Conditions

Conditions	Yield
In toluene at 70℃; for 24h; Schlenk technique; Inert atmosphere;	79%

: 98-88-4
benzoyl chloride

: 3864-99-1
2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

: benzoic acid 2,4-di-tert-butyl-6-(5-chlorobenzotriazol-2-yl)phenyl ester

Conditions

Conditions	Yield
With pyridine for 2h; Heating;	77%

: 7721-01-9
tantalum pentachloride

: 3864-99-1
2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

: C20H23Cl5N3OTa

Conditions

Conditions	Yield
Stage #1: tantalum pentachloride; 2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol In toluene at 0℃; Inert atmosphere; Schlenk technique; Glovebox; Stage #2: In toluene at 20℃; for 12h; Inert atmosphere; Schlenk technique; Glovebox;	76%

: 10026-12-7
niobium pentachloride

: 3864-99-1
2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

: C20H23Cl5N3NbO

Conditions

Conditions	Yield
Stage #1: niobium pentachloride; 2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol In toluene at 0℃; Inert atmosphere; Schlenk technique; Glovebox; Stage #2: In toluene at 20℃; for 12h; Inert atmosphere; Schlenk technique; Glovebox;	75%

: 3864-99-1
2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

: 3846-71-7
2-(2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

Conditions

Conditions	Yield
With sodium hydroxide; zinc In ethanol for 5h; Heating;	73%

: 3864-99-1
2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

: 23624-49-9
2-(2'-hydroxy-phenyl)-5-chlorobenzotriazole

Conditions

Conditions	Yield
With aluminium trichloride; nitromethane In toluene for 7h; Heating;	71%

: 3864-99-1
2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol

: 60-24-2
2-hydroxyethanethiol

: C22H29N3O2S

Conditions

Conditions	Yield
With potassium iodide; potassium hydroxide In 1-methyl-pyrrolidin-2-one at 100℃; for 6h;	43%

2-(2'-Hydroxy-3',5'-di-tert-butylphenyl)-5-chlorobenzotriazole Chemical Properties

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

2-(2'-Hydroxy-3',5'-di-tert-butylphenyl)-5-chlorobenzotriazole Safety Profile

Hazard Codes of Phenol, 2-(5-chloro-2H-benzotriazol-2-yl)-4,6-bis(1,1-dimethylethyl)- (CAS NO.3864-99-1): Irritant Xi
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

2-(2'-Hydroxy-3',5'-di-tert-butylphenyl)-5-chlorobenzotriazole 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 .

Product Name

2-(2'-Hydroxy-3',5'-di-tert-butylphenyl)-5-chlorobenzotriazole

Synthetic route

2-(2'-Hydroxy-3',5'-di-tert-butylphenyl)-5-chlorobenzotriazole Chemical Properties

2-(2'-Hydroxy-3',5'-di-tert-butylphenyl)-5-chlorobenzotriazole Safety Profile

2-(2'-Hydroxy-3',5'-di-tert-butylphenyl)-5-chlorobenzotriazole Specification

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