3-Hydroxy-1-phenyl-1,2,4-triazole supplier

Name
3-Hydroxy-1-phenyl-1,2,4-triazole
EINECS 224-187-5
CAS No. 4231-68-9
Article Data10
CAS DataBase
Density 1.32 g/cm³
Solubility
Melting Point 1.32 g/cmºC
Formula C8H7 N3 O
Boiling Point 392.2 °C at 760 mmHg
Molecular Weight 161.163
Flash Point 191 °C
Transport Information
Appearance White to pale yellow crystal powder.
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1H-1,2,4-Triazol-3-ol,1-phenyl- (7CI); D3-1,2,4-Triazolin-5-one,2-phenyl- (8CI); 1-Phenyl-1,2,4-triazol-3-ol; 1-Phenyl-1,2,4-triazole-3-ol;1-Phenyl-3-hydroxy-1,2,4-triazole; 3-Hydroxy-1-phenyl-1,2,4-triazole;3-Hydroxy-1-phenyl-1H-1,2,4-triazole
PSA 50.94000
LogP 0.97290

Synthetic route

: 122-51-0
orthoformic acid triethyl ester

: 103-03-7
1-phenylsemicarbazide

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

Conditions

Conditions	Yield
With toluene-4-sulfonic acid for 16h; steam bath temperature;	91%

: 100-63-0
phenylhydrazine

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

Conditions

Conditions	Yield
With formic acid; sulfuric acid; urea In 5,5-dimethyl-1,3-cyclohexadiene

: 100-63-0
phenylhydrazine

A 1-phenyl-1-hydroxy-1,2,4-triazole: 1-phenyl-1-hydroxy-1,2,4-triazole

B: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

Conditions

Conditions	Yield
With formic acid; sulfuric acid; urea In hydrogenchloride; 5,5-dimethyl-1,3-cyclohexadiene

: 103-03-7
1-phenylsemicarbazide

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

Conditions

Conditions	Yield
With formic acid; sulfuric acid

: 64-18-6
formic acid

: 103-03-7
1-phenylsemicarbazide

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

Conditions

Conditions	Yield
With sulfuric acid In water at 90 - 125℃;
With sulfuric acid

: 64-18-6
formic acid

: 100-63-0
phenylhydrazine

: 57-13-6
urea

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

Conditions

Conditions	Yield
Stage #1: phenylhydrazine; urea With hydrogenchloride In water at 135℃; for 4h; Stage #2: formic acid With sulfuric acid at 690℃; for 6h;

...Expand

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

2-chlorobenzyl halide: 2-chlorobenzyl halide

: 1332370-70-3
3-(2-chlorobenzyloxy)-1-phenyl-1H-1,2,4-triazole

Conditions

Conditions	Yield
Stage #1: 3-hydroxy-1-phenyl-1,2,4-1H-triazole With potassium carbonate In acetonitrile at 65℃; for 0.5h; pH=7.5 - 8.5; Stage #2: 2-chlorobenzyl halide With tetra-(n-butyl)ammonium iodide In acetonitrile at 70 - 75℃;	89%

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

4-fluorobenzyl halide: 4-fluorobenzyl halide

: 1332370-68-9
3-(4-fluorobenzyloxy)-1-phenyl-1H-1,2,4-triazole

Conditions

Conditions	Yield
Stage #1: 3-hydroxy-1-phenyl-1,2,4-1H-triazole With potassium carbonate In acetonitrile at 65℃; for 0.5h; pH=7.5 - 8.5; Stage #2: 4-fluorobenzyl halide With tetra-(n-butyl)ammonium iodide In acetonitrile at 70 - 75℃;	89%

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

2,4-difluorobenzyl halide: 2,4-difluorobenzyl halide

: 1332370-67-8
3-(2,4-difluorobenzyloxy)-1-phenyl-1H-1,2,4-triazole

Conditions

Conditions	Yield
Stage #1: 3-hydroxy-1-phenyl-1,2,4-1H-triazole With potassium carbonate In acetonitrile at 65℃; for 0.5h; pH=7.5 - 8.5; Stage #2: 2,4-difluorobenzyl halide With tetra-(n-butyl)ammonium iodide In acetonitrile at 70 - 75℃;	88%

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

3-chlorobenzyl halide: 3-chlorobenzyl halide

: 1332370-71-4
3-(3-chlorobenzyloxy)-1-phenyl-1H-1,2,4-triazole

Conditions

Conditions	Yield
Stage #1: 3-hydroxy-1-phenyl-1,2,4-1H-triazole With potassium carbonate In acetonitrile at 65℃; for 0.5h; pH=7.5 - 8.5; Stage #2: 3-chlorobenzyl halide With tetra-(n-butyl)ammonium iodide In acetonitrile at 70 - 75℃;	87%

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

2,4-dichlorobenzyl halide: 2,4-dichlorobenzyl halide

: 1332370-66-7
3-(2,4-dichlorobenzyloxy)-1-phenyl-1H-1,2,4-triazole

Conditions

Conditions	Yield
Stage #1: 3-hydroxy-1-phenyl-1,2,4-1H-triazole With potassium carbonate In acetonitrile at 65℃; for 0.5h; pH=7.5 - 8.5; Stage #2: 2,4-dichlorobenzyl halide With tetra-(n-butyl)ammonium iodide In acetonitrile at 70 - 75℃;	86%

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

4-chlorobenzyl halide: 4-chlorobenzyl halide

: 874798-69-3
3-(4-chlorobenzyloxy)-1-phenyl-1H-1,2,4-triazole

Conditions

Conditions	Yield
Stage #1: 3-hydroxy-1-phenyl-1,2,4-1H-triazole With potassium carbonate In acetonitrile at 65℃; for 0.5h; pH=7.5 - 8.5; Stage #2: 4-chlorobenzyl halide With tetra-(n-butyl)ammonium iodide In acetonitrile at 70 - 75℃;	86%

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

3,4-dichlorobenzyl halide: 3,4-dichlorobenzyl halide

: 3-(3,4-dichlorobenzyloxy)-1-phenyl-1H-1,2,4-triazole

Conditions

Conditions	Yield
Stage #1: 3-hydroxy-1-phenyl-1,2,4-1H-triazole With potassium carbonate In acetonitrile at 65℃; for 0.5h; pH=7.5 - 8.5; Stage #2: 3,4-dichlorobenzyl halide With tetra-(n-butyl)ammonium iodide In acetonitrile at 70 - 75℃;	85%

: 16588-02-6
4-chloro-3-cyanonitrobenzene

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

: 5-nitro-2-((1-phenyl-1H-1,2,4-triazol-3-yl)oxy)benzonitrile

Conditions

Conditions	Yield
Stage #1: 3-hydroxy-1-phenyl-1,2,4-1H-triazole With sodium hydroxide In dimethyl sulfoxide at 50℃; for 0.333333h; Stage #2: 4-chloro-3-cyanonitrobenzene In dimethyl sulfoxide at 80℃; for 8h;	79%

: 39684-80-5
2-(tert-butoxycarbonylamino)ethyl bromide

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

: N-Boc-2-(1-phenyl-1H-1,2,4-triazol-3-oxy)ethylamine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide Reflux;	75.1%

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

: 112-82-3
hexadecanyl bromide

: 1332370-75-8
3-(hexadecyloxy)-1-phenyl-1H-1,2,4-triazole

Conditions

Conditions	Yield
Stage #1: 3-hydroxy-1-phenyl-1,2,4-1H-triazole With potassium carbonate In acetonitrile at 65℃; for 0.5h; pH=7.5 - 8.5; Stage #2: hexadecanyl bromide With tetra-(n-butyl)ammonium iodide In acetonitrile at 70 - 75℃;	67%

: 111-83-1
1-bromo-octane

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

: 1332370-73-6
3-(octyloxy)-1-phenyl-1H-1,2,4-triazole

Conditions

Conditions	Yield
Stage #1: 3-hydroxy-1-phenyl-1,2,4-1H-triazole With potassium carbonate In acetonitrile at 65℃; for 0.5h; pH=7.5 - 8.5; Stage #2: 1-bromo-octane With tetra-(n-butyl)ammonium iodide In acetonitrile at 70 - 75℃;	66%

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

: 22354-77-4
3-hydroxy-1-(4-nitrophenyl)-1H-1,2,4-triazole

Conditions

Conditions	Yield
With sulfuric acid; nitric acid at 0℃; for 5h;	65%

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

: 535-11-5, 41978-69-2
Ethyl 2-bromopropionate

: 110607-55-1
3-(1-ethoxycarbonylethoxy)-1-phenyl-1,2,4-1H-triazole

Conditions

Conditions	Yield
With sodium methylate In methanol; dimethyl sulfoxide for 4h; at steam bath temperature;	62%

: 1140-38-1
5-chloro-3-methyl-1-phenyl-1H-pyrazole-4‑carboxylic acid

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

: 1-phenyl-1H-1,2,4-triazol-3-yl5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carboxylate

Conditions

Conditions	Yield
Stage #1: 5-chloro-3-methyl-1-phenyl-1H-pyrazole-4‑carboxylic acid With dmap; triethylamine; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 25℃; for 1h; Stage #2: 3-hydroxy-1-phenyl-1,2,4-1H-triazole In N,N-dimethyl-formamide at 25℃; for 3h;	62%

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

: 77-78-1
dimethyl sulfate

: 167275-99-2
3-methoxy-1-phenyl-1H-1,2,4-triazole

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 48h;	57%

: C11H8Cl2N2O2

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

: 1-phenyl-1H-1,2,4-triazol-3-yl5-chloro-1-(4-chlorophenyl)-3-methyl-1H-pyrazole-4-carboxylate

Conditions

Conditions	Yield
Stage #1: C11H8Cl2N2O2 With dmap; triethylamine; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 25℃; for 1h; Stage #2: 3-hydroxy-1-phenyl-1,2,4-1H-triazole In N,N-dimethyl-formamide at 25℃; for 3h;	57%

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

: 540-51-2
2-bromoethanol

: 181418-30-4
2-(1-phenyl-1H-1,2,4-triazol-3-yloxy)ethanol

Conditions

Conditions	Yield
Stage #1: 3-hydroxy-1-phenyl-1,2,4-1H-triazole With potassium carbonate In acetonitrile at 65℃; for 0.5h; pH=7.5 - 8.5; Stage #2: 2-bromoethanol With tetra-(n-butyl)ammonium iodide In acetonitrile at 70 - 75℃;	56%

: 143-15-7
1-dodecylbromide

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

: 1332370-74-7
3-(dodecyloxy)-1-phenyl-1H-1,2,4-triazole

Conditions

Conditions	Yield
Stage #1: 3-hydroxy-1-phenyl-1,2,4-1H-triazole With potassium carbonate In acetonitrile at 65℃; for 0.5h; pH=7.5 - 8.5; Stage #2: 1-dodecylbromide With tetra-(n-butyl)ammonium iodide In acetonitrile at 70 - 75℃;	54%

: C11H8ClFN2O2

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

: 1-phenyl-1H-1,2,4-triazol-3-yl5-chloro-1-(4-fluorophenyl)-3-methyl-1H-pyrazole-4-carboxylate

Conditions

Conditions	Yield
Stage #1: C11H8ClFN2O2 With dmap; triethylamine; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 25℃; for 1h; Stage #2: 3-hydroxy-1-phenyl-1,2,4-1H-triazole In N,N-dimethyl-formamide at 25℃; for 3h;	54%

: C12H11ClN2O2

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

: 1-phenyl-1H-1,2,4-triazol-3-yl5-chloro-3-methyl-1-(p-tolyl)-1H-pyrazole-4-carboxylate

Conditions

Conditions	Yield
Stage #1: C12H11ClN2O2 With dmap; triethylamine; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 25℃; for 1h; Stage #2: 3-hydroxy-1-phenyl-1,2,4-1H-triazole In N,N-dimethyl-formamide at 25℃; for 3h;	52%

: 109-65-9
1-bromo-butane

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

: 1332370-72-5
3-butoxy-1-phenyl-1H-1,2,4-triazole

Conditions

Conditions	Yield
Stage #1: 3-hydroxy-1-phenyl-1,2,4-1H-triazole With potassium carbonate In acetonitrile at 65℃; for 0.5h; pH=7.5 - 8.5; Stage #2: 1-bromo-butane With tetra-(n-butyl)ammonium iodide In acetonitrile at 70 - 75℃;	50%

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

: 106-89-8
epichlorohydrin

: 156453-54-2
1-fenylo-3-(2,3-epoksypropoksy)-1,2,4-triazol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl acetamide at 100℃; for 20h;	40%

: 137886-82-9
2,3,4,6-tetra-O-acetyl-5-thio-D-glucopyranose

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

: 777864-43-4
1'-phenyl-1'H-1',2',4'-triazol-3'-yl 2,3,4,6-tetra-O-acetyl-5-thio-β-D-glucopyranoside

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran; toluene at 0 - 20℃; for 2h; Mitsunobu reaction;	38%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

: 167275-93-6
1-phenyl-3-t-butyldimethylsilyloxy-1H-1,2,4-triazole

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 80℃; for 48h;

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

: 1-phenyl-3-hydroxy-1H-1,2,4-triazol-5-ylphosphonic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: Et3N / dimethylformamide / 48 h / 80 °C 2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, -78 deg C, 1 h 3: 1.) trimethylsilyl bromide, Et3N, 2.) H2O / 1.) 40 deg C, 4 h, 2.) THF, RT View Scheme

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

: 1-phenyl-3-methoxy-1H-1,2,4-triazol-5-ylphosphonic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 57 percent / K2CO3 / dimethylformamide / 48 h / 80 °C 2: 1.) n-BuLi, N,N,N',N'-tetramethylethylene diamine / 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, RT, overnight 3: 1.) trimethylsilyl bromide, 2.) H2O / 1.) 50 deg C, 3 h, 2.) THF, RT, 1 h View Scheme

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

: 1-phenyl-3-hydroxy-1H-1,2,4-triazol-5-ylphosphonic acid, diethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Et3N / dimethylformamide / 48 h / 80 °C 2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, -78 deg C, 1 h View Scheme

: 4231-68-9
3-hydroxy-1-phenyl-1,2,4-1H-triazole

: 1-phenyl-3-methoxy-1H-1,2,4-triazol-5-ylphosphonic acid, diethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 57 percent / K2CO3 / dimethylformamide / 48 h / 80 °C 2: 1.) n-BuLi, N,N,N',N'-tetramethylethylene diamine / 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, RT, overnight View Scheme

3-Hydroxy-1-phenyl-1,2,4-triazole Chemical Properties

Empirical Formula: C₈H₇N₃O
Molecular Weight: 161.1607 g/mol
EINECS: 224-187-5
Index of Refraction: 1.665
Density: 1.32 g/cm³
Flash Point: 191 °C
Melting point: 277-280 °C(lit.)
Appearance: Pale yellow crystals
Enthalpy of Vaporization: 66.7 kJ/mol
Boiling Point: 392.2 °C at 760 mmHg
Vapour Pressure: 1.03E-06 mmHg at 25 °C
Solubility: Soluble in dimethylformamide, slightly soluble in waterSensitive: Moisture sensitive
Structure of 3-Hydroxy-1-phenyl-1,2,4-triazole (CAS NO.4231-68-9):

IUPAC Name: 2-Phenyl-1H-1,2,4-triazol-5-one

3-Hydroxy-1-phenyl-1,2,4-triazole Uses

3-Hydroxy-1-phenyl-1,2,4-triazole (CAS NO.4231-68-9) has been used as a pesticide intermediate of Triazophos .

3-Hydroxy-1-phenyl-1,2,4-triazole Production

3-Hydroxy-1-phenyl-1,2,4-triazole (CAS NO.4231-68-9) has been obtained from the reaction of 1 - phenyl semicarbazide and Formic acid , and can also be used phenylhydrazine, urea and formic acid as raw materials by condensation and cyclization reaction to get it.

3-Hydroxy-1-phenyl-1,2,4-triazole Safety Profile

Hazard Codes: Xi
Hazard Note: Irritant

3-Hydroxy-1-phenyl-1,2,4-triazole Specification

3-Hydroxy-1-phenyl-1,2,4-triazole , its cas register number is 4231-68-9. It also can be called Phenyltriazolol ; 1-Phenyl-2H-1,2,4-triazol-3-one ; and 1-Phenyl-3-hydroxy-1,2,4-triazole .

Product Name

3-Hydroxy-1-phenyl-1,2,4-triazole

Synthetic route

3-Hydroxy-1-phenyl-1,2,4-triazole Chemical Properties

3-Hydroxy-1-phenyl-1,2,4-triazole Uses

3-Hydroxy-1-phenyl-1,2,4-triazole Production

3-Hydroxy-1-phenyl-1,2,4-triazole Safety Profile

3-Hydroxy-1-phenyl-1,2,4-triazole Specification

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