Product Name

  • Name

    Triadimefon

  • EINECS 256-103-8
  • CAS No. 43121-43-3
  • Article Data39
  • CAS DataBase
  • Density 1.23 g/cm3
  • Solubility 0.026 g/100 mL in water
  • Melting Point 82 °C
  • Formula C14H16ClN3O2
  • Boiling Point 441.9 °C at 760 mmHg
  • Molecular Weight 293.753
  • Flash Point 221 °C
  • Transport Information UN 2588
  • Appearance Colorless to pale yellow crystalline solid with a slight odor
  • Safety 24-37-61-45-36/37
  • Risk Codes 22-43-51/53-39/23/24/25-23/24/25-11
  • Molecular Structure Molecular Structure of 43121-43-3 (Triadimefon)
  • Hazard Symbols HarmfulXn, DangerousN, ToxicT, FlammableF
  • Synonyms EPA Pesticide Chemical Code 109901;Tidifon;1-(4-Chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one;Triazolone;1-(4-Chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanone;Bayleton PB;Triadimefon [BSI:ISO];2-Butanone, 1- (4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-;1H-1,2,4-Triazole, 1-((tert-butylcarbonyl-4-chlorophenoxy)methyl)-;Tenor;Bayleton special;2-Butanone, 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)- (9CI);Nurex;MEB 6447;Diametom B;Bayleton BM;1-(4-Chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butanone;Bayleton triple;Azocene;Triadimefone [ISO-French];Bayleton;BAY-MEB-6447;Mighty;Reach;Otria 25;1-(4-Chlorophenoxy)-3,3-dimethyl-1-(1,2, 4-triazol-1-yl)-butan-2-one;BAY 6681 F;Bayleton Total;2-Butanone, 1-(4-chlorophenoxy)-3, 3-dimethyl-1-(1,2,4-triazol-1-yl)-;Acizol;Miltek;Adifon;
  • PSA 57.01000
  • LogP 3.12430

Synthetic route

4-Amino-1-[1-(4-chloro-phenoxy)-3,3-dimethyl-2-oxo-butyl]-4H-[1,2,4]triazol-1-ium; chloride
118227-32-0

4-Amino-1-[1-(4-chloro-phenoxy)-3,3-dimethyl-2-oxo-butyl]-4H-[1,2,4]triazol-1-ium; chloride

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite at 0 - 20℃;81%
1,2,4-Triazole
288-88-0

1,2,4-Triazole

1-(4-chlorophenoxy)-1-chloro-3,3-dimethyl-butan-2-one

1-(4-chlorophenoxy)-1-chloro-3,3-dimethyl-butan-2-one

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; potassium carbonate In water; acetone; toluene
With hydrogenchloride; sodium hydroxide; potassium carbonate In water; acetone; toluene
With hydrogenchloride; sodium hydroxide; potassium carbonate In water; acetone; toluene
(R)-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
73804-20-3

(R)-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

Conditions
ConditionsYield
In water pH=6.0; Kinetics; Activation energy; pH-value;
(S)-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
89497-67-6

(S)-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

Conditions
ConditionsYield
In water pH=6.0; Kinetics; Activation energy; pH-value;
1,2,3-triazole
288-36-8

1,2,3-triazole

1-chloro-3,3-dimethyl-butan-2-one
13547-70-1

1-chloro-3,3-dimethyl-butan-2-one

4-chloro-phenol
106-48-9

4-chloro-phenol

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

Conditions
ConditionsYield
Stage #1: 1,2,3-triazole; 1-chloro-3,3-dimethyl-butan-2-one; 4-chloro-phenol With potassium carbonate In dichloromethane at 100℃; for 4h;
Stage #2: With sulfuryl dichloride In dichloromethane at 50℃; for 3h; Temperature; Solvent;
1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

triadimenol

triadimenol

Conditions
ConditionsYield
With aluminum isopropoxide In isopropyl alcohol at 150℃; for 8h; Temperature; Inert atmosphere;99.6%
4-fluoroboronic acid
1765-93-1

4-fluoroboronic acid

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

1-(4'-fluorobiphenyl-4-yloxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
1527518-40-6

1-(4'-fluorobiphenyl-4-yloxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

Conditions
ConditionsYield
With palladium on activated charcoal; potassium carbonate; CyJohnPhos In N,N-dimethyl acetamide; water at 80℃; for 48h; Suzuki Coupling; Schlenk technique; Inert atmosphere;98%
1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

phenylboronic acid
98-80-6

phenylboronic acid

1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-37-5

1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

Conditions
ConditionsYield
With palladium on activated charcoal; potassium carbonate; CyJohnPhos In N,N-dimethyl acetamide; water at 105℃; for 2h; Temperature; Suzuki Coupling; Schlenk technique; Inert atmosphere; Microwave irradiation;97%
With palladium on activated charcoal; potassium carbonate; CyJohnPhos In N,N-dimethyl acetamide; water at 80℃; for 48h; Temperature; Time; Concentration; Reagent/catalyst; Suzuki Coupling; Schlenk technique; Inert atmosphere;85%
2-(1-chloro-cycloprop-1-yl)-2-(2'-chloro-benzyl)-oxirane

2-(1-chloro-cycloprop-1-yl)-2-(2'-chloro-benzyl)-oxirane

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

2-(1-chlorocyclopropyl)-1-(2-chlorophenyl)-3-(2,5-dihydro-1H-1,2,4-triazol-1-yl) propan-2-ol

2-(1-chlorocyclopropyl)-1-(2-chlorophenyl)-3-(2,5-dihydro-1H-1,2,4-triazol-1-yl) propan-2-ol

Conditions
ConditionsYield
With potassium carbonate In methanol at 25℃; for 1h; Reflux;90%
copper(II) choride dihydrate

copper(II) choride dihydrate

ethanol
64-17-5

ethanol

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

[Cu(1-(4-chlorophenoxy)-3,3-dimethyl-1-H(1,2,4-triazole-1-yl)-2-butanone)2Cl2(EtOH)]

[Cu(1-(4-chlorophenoxy)-3,3-dimethyl-1-H(1,2,4-triazole-1-yl)-2-butanone)2Cl2(EtOH)]

Conditions
ConditionsYield
for 6h; Reflux;85%
trimethyltin(IV)chloride
1066-45-1

trimethyltin(IV)chloride

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-1-(4-(trimethylstannyl)phenoxy)butan-2-one
1527518-38-2

3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-1-(4-(trimethylstannyl)phenoxy)butan-2-one

Conditions
ConditionsYield
Stage #1: trimethyltin(IV)chloride With ammonia; sodium
Stage #2: 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one for 1.5h; Concentration; Time; Reagent/catalyst; UV-irradiation;
77%
water
7732-18-5

water

copper(II) nitrate

copper(II) nitrate

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

[Cu(1-(4-chlorophenoxy)-3,3-dimethyl-1-H(1,2,4-triazole-1-yl)-2-butanone)4(NO3)2]*0.5H2O

[Cu(1-(4-chlorophenoxy)-3,3-dimethyl-1-H(1,2,4-triazole-1-yl)-2-butanone)4(NO3)2]*0.5H2O

Conditions
ConditionsYield
In methanol at 20℃; for 6h;73%
1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-4-yl)butanol-2
82200-72-4

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-4-yl)butanol-2

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-4-yl)butanol-2
89482-17-7

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-4-yl)butanol-2

Conditions
ConditionsYield
With titanium tetrachloride; tetrabutylammonium borohydride In dichloromethane Product distribution; 1) 30 min, room temp.; 2) 1 h, room temp.; also other Lewis acid, other solv.;
With tetrabutylammonium borohydride; zinc(II) chloride 1) CH2Cl2, ether, 30 min, room temp.; 2) CH2Cl2, 1 h, room temp.; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
With titanium tetrachloride; tetrabutylammonium borohydride 1) CH2Cl2, 30 min, room temp.; 2) CH2Cl2, 1 h, room temp.; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
With soil at 15℃; Kinetics; Further Variations:; Reagents; Decomposition;
1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran for 1h; Ambient temperature;
With formic acid; triethylamine In cyclohexane
With concentrated aqueous hydrochloric acid; sodium borohydrid; sodium hydrogencarbonate In methanol; water
1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

A

1-[(4-chlorophenoxy)methyl]-1,2,4-triazole
62843-29-2

1-[(4-chlorophenoxy)methyl]-1,2,4-triazole

B

3,3-dimethyl-1-(1,2,4-triazol-1-yl)-2-butanone
58905-32-1

3,3-dimethyl-1-(1,2,4-triazol-1-yl)-2-butanone

C

1-(4-chlorophenoxy)-2,2-dimethyl-1-(1,2,4-triazol-1-yl)propane

1-(4-chlorophenoxy)-2,2-dimethyl-1-(1,2,4-triazol-1-yl)propane

D

1-(4-chlorophenoxy)-(1-diazirin-1-yl)-3,3-dimethyl-butan-2-one

1-(4-chlorophenoxy)-(1-diazirin-1-yl)-3,3-dimethyl-butan-2-one

Conditions
ConditionsYield
In acetone at 25 - 30℃; for 4h; Decomposition; UV-irradiation; Further byproducts given;
1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

A

1-[(4-chlorophenoxy)methyl]-1,2,4-triazole
62843-29-2

1-[(4-chlorophenoxy)methyl]-1,2,4-triazole

B

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
55219-65-3, 70585-35-2, 70585-37-4, 82200-72-4, 89482-17-7, 89497-63-2, 89497-64-3, 89497-65-4, 89497-66-5

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

C

4-chlorophenoxy-(1,2,4-triazol-1-yl)methanol

4-chlorophenoxy-(1,2,4-triazol-1-yl)methanol

D

1-(4-chlorophenoxy)-2,2-dimethyl-1-(1,2,4-triazol-1-yl)propane

1-(4-chlorophenoxy)-2,2-dimethyl-1-(1,2,4-triazol-1-yl)propane

Conditions
ConditionsYield
With alluvial soil for 48h; Kinetics; Further Variations:; Reagents; time; Decomposition; UV-irradiation;
1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

Toluene-4-sulfonic acid (S)-1-[(S)-(4-chloro-phenoxy)-[1,2,4]triazol-1-yl-methyl]-2,2-dimethyl-propyl ester
112438-90-1

Toluene-4-sulfonic acid (S)-1-[(S)-(4-chloro-phenoxy)-[1,2,4]triazol-1-yl-methyl]-2,2-dimethyl-propyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaBH4 / tetrahydrofuran / 1 h / Ambient temperature
2: 1.) NaH / 1.) THF, room temp., 30 min.; 2.) THF,0 deg C to room temp., 1 h.
View Scheme
1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

Toluene-4-sulfonic acid (S)-1-[(R)-(4-chloro-phenoxy)-[1,2,4]triazol-1-yl-methyl]-2,2-dimethyl-propyl ester
112439-43-7

Toluene-4-sulfonic acid (S)-1-[(R)-(4-chloro-phenoxy)-[1,2,4]triazol-1-yl-methyl]-2,2-dimethyl-propyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaBH4 / tetrahydrofuran / 1 h / Ambient temperature
2: 1.) NaH / 1.) THF, room temp., 30 min.; 2.) THF,0 deg C to room temp., 1 h.
View Scheme
hydrogen sulfide
7783-06-4

hydrogen sulfide

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

1-(4-chlorophenoxy)-1-(5-mercapto-1,2,4-triazol-1-yl)-3,3-dimethyl-butan-2-one

1-(4-chlorophenoxy)-1-(5-mercapto-1,2,4-triazol-1-yl)-3,3-dimethyl-butan-2-one

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one In dichloromethane
With 1-methyl-pyrrolidin-2-one In dichloromethane
With 1-methyl-pyrrolidin-2-one In dichloromethane
With 1-methyl-pyrrolidin-2-one In dichloromethane
With 1-methyl-pyrrolidin-2-one In dichloromethane
phosgene
75-44-5

phosgene

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

A

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-1-buten-2-ol

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-1-buten-2-ol

B

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-1-buten-2-yl chloroformate

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-1-buten-2-yl chloroformate

Conditions
ConditionsYield
With pyridine In tetrahydrofuran; n-Butyl chloride
mercury (II) chloride
7487-94-7

mercury (II) chloride

propargyl bromide
106-96-7

propargyl bromide

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

aluminium
7429-90-5

aluminium

4-((4-chlorophenoxy)-(1H-1,2,4-triazol-1-yl)-methyl)-5,5-dimethyl-hex-1-yn-4-ol

4-((4-chlorophenoxy)-(1H-1,2,4-triazol-1-yl)-methyl)-5,5-dimethyl-hex-1-yn-4-ol

Conditions
ConditionsYield
With ammonium chloride In tetrahydrofuran
sulfuric acid
7664-93-9

sulfuric acid

aluminum isopropoxide
555-31-7

aluminum isopropoxide

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

Conditions
ConditionsYield
In water; isopropyl alcohol
1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

methyl iodide
74-88-4

methyl iodide

1-(4-chloro-phenoxy)-2,3,3-trimethyl-1-[1,2,4]triazol-1-yl-butan-2-ol
55179-22-1

1-(4-chloro-phenoxy)-2,3,3-trimethyl-1-[1,2,4]triazol-1-yl-butan-2-ol

Conditions
ConditionsYield
With ammonium chloride; magnesium In water; ethyl acetate
Pentachlorophenol
87-86-5

Pentachlorophenol

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

copper dichloride

copper dichloride

copper(II) 2,3,4,5,6-pentachlorophenolate (3,3-dimethyl-1-(1-H-1,2,4-triazolyl-1)-1-(4-chlorophenoxy)butan-2-one)
117956-18-0

copper(II) 2,3,4,5,6-pentachlorophenolate (3,3-dimethyl-1-(1-H-1,2,4-triazolyl-1)-1-(4-chlorophenoxy)butan-2-one)

Conditions
ConditionsYield
With sodium hydroxide In methanol addn. of CuCl2 and L1 to soln. of NaOH and PCP, stirred, 30 min., pptn; filtered off, washed with methanol, dried in air, elem. anal.;
copper(II) choride dihydrate

copper(II) choride dihydrate

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

copper(II) chloride (3,3-dimethyl-1-(1-H-1,2,4-triazolyl-1)-1-(4-chlorophenoxy)butan-2-one)
117956-19-1

copper(II) chloride (3,3-dimethyl-1-(1-H-1,2,4-triazolyl-1)-1-(4-chlorophenoxy)butan-2-one)

Conditions
ConditionsYield
In methanol vigorous stirring, 24 h, pale-blue ppt.; filtered off, washed with methanol and absolute ether, dried in vac., elem. anal.;
1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

A

(R)-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
73804-20-3

(R)-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

B

(S)-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
89497-67-6

(S)-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

Conditions
ConditionsYield
With ChiralpakADH column In methanol; carbon dioxide at 25℃; Resolution of racemate; Supercritical conditions; optical yield given as %ee;
Resolution of racemate;
1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

(-)-triadimefon

(-)-triadimefon

(+)-triadimefon

(+)-triadimefon

Conditions
ConditionsYield
With chiralpak IC column In hexane; isopropyl alcohol at 20℃; Thermodynamic data; Solvent; Temperature; Resolution of racemate; enantioselective reaction;
1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

A

1-phenoxy-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanone
43121-41-1

1-phenoxy-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanone

B

1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-37-5

1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium; ammonia
1.2: 1.5 h / UV-irradiation
2.1: bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; cesium fluoride; copper(l) iodide / toluene / 48 h / 100 °C / Schlenk technique; Inert atmosphere
View Scheme
1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

1-(4'-fluorobiphenyl-4-yloxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
1527518-40-6

1-(4'-fluorobiphenyl-4-yloxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium; ammonia
1.2: 1.5 h / UV-irradiation
2.1: bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; cesium fluoride; copper(l) iodide / toluene / 48 h / 100 °C / Schlenk technique; Inert atmosphere
View Scheme
1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

A

3,3-dimethyl-1-(4-(naphthalen-1-yl)phenoxy)-1-(1H-1,2,4-triazol-1-yl)butan-2-one
1527518-41-7

3,3-dimethyl-1-(4-(naphthalen-1-yl)phenoxy)-1-(1H-1,2,4-triazol-1-yl)butan-2-one

B

triadimefon

triadimefon

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium; ammonia
1.2: 1.5 h / UV-irradiation
2.1: bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; cesium fluoride; copper(l) iodide / toluene / 48 h / 100 °C / Schlenk technique; Inert atmosphere
View Scheme
1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

1-phenoxy-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanone
43121-41-1

1-phenoxy-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium; ammonia
1.2: 1.5 h / UV-irradiation
2.1: bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; cesium fluoride; copper(l) iodide / toluene / 48 h / 100 °C / Schlenk technique; Inert atmosphere
View Scheme
1-Naphthylboronic acid
13922-41-3

1-Naphthylboronic acid

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
43121-43-3

1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one

3,3-dimethyl-1-(4-(naphthalen-1-yl)phenoxy)-1-(1H-1,2,4-triazol-1-yl)butan-2-one
1527518-41-7

3,3-dimethyl-1-(4-(naphthalen-1-yl)phenoxy)-1-(1H-1,2,4-triazol-1-yl)butan-2-one

Conditions
ConditionsYield
With palladium on activated charcoal; potassium carbonate; CyJohnPhos In N,N-dimethyl acetamide; water at 80℃; for 48h; Suzuki Coupling; Schlenk technique; Inert atmosphere;5 %Chromat.

Triadimefon Chemical Properties


IUPAC Name: 1-(4-Chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-one
Molecular Formula: C14H16ClN3O2
Molecular Weight: 293.75 g/mol
SMILES: n1([C@@H](Oc2ccc(Cl)cc2)C(C(C)(C)C)=O)cncn1
InChI: InChI=1/C14H16ClN3O2/c1-14(2,3)12(19)13(18-9-16-8-17-18)20-11-6-4-10(15)5-7-11/h4-9,13H,1-3H3
EINECS: 256-103-8
Classification Code: Agricultural Chemical; Drug / Therapeutic Agent; Fungicide; Fungicide, bactericide, wood preservative; Fungicides, industrial; Mutation data; Pesticides
Product Categories: FUNGICIDE; 2000/60/EC; Alpha sort; ConazolesMethod Specific; Endocrine Disruptors (Draft) Pesticides & Metabolites; EPA; European Community: ISO and DIN; Fungicides; Pesticides; Q-ZAlphabetic; TP-TZMethod Specific; Endocrine Disruptors (Draft)Alphabetic
storage temperature: APPROX 4 °C 
Water Solubility: 0.026 g/100 mL
Index of Refraction: 1.579 
Molar Refractivity: 78.85 cm3 
Molar Volume: 237 cm3 
Polarizability: 31.25×10-24 cm3 
Surface Tension: 42.4 dyne/cm 
Density: 1.23 g/cm3 
Flash Point: 221 °C 
Enthalpy of Vaporization: 69.92 kJ/mol 
Boiling Point: 441.9 °C at 760 mmHg
Melting Point: 82 °C
Vapour Pressure of Triadimefon (CAS NO.43121-43-3): 5.26E-08 mmHg at 25 °C

Triadimefon Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 500mg/kg (500mg/kg)   Pesticide Manual. Vol. 9, Pg. 831, 1991.
mouse LC50 inhalation 2337mg/m3 (2337mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 34(5), Pg. 64, 1990.
mouse LD50 oral 1gm/kg (1000mg/kg)   Pesticide Manual. Vol. 9, Pg. 831, 1991.
quail LD50 oral 1750mg/kg (1750mg/kg)   Pesticide Manual. Vol. 9, Pg. 831, 1991.
rabbit LD50 oral 500mg/kg (500mg/kg)   "Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel," Perkow, W., Berlin, Verlag Paul Parey, 1971-1976Vol. -, Pg. -, 1971/1976.
rat LC50 inhalation 2450mg/m3 (2450mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 34(5), Pg. 64, 1990.
rat LD50 oral 363mg/kg (363mg/kg)   Defense des Vegetaux. Vol. 31, Pg. 97, 1977.
rat LD50 skin > 5gm/kg (5000mg/kg)   Farm Chemicals Handbook. Vol. -, Pg. C38, 1991.

Triadimefon Safety Profile

Poison by ingestion. Mutation data reported. When heated to decomposition it emits very toxic fumes of Cl and NOx.
Hazard Codes: HarmfulXn,DangerousN,ToxicT,FlammableF
Risk Statements: 22-43-51/53-39/23/24/25-23/24/25-11 
R22:Harmful if swallowed. 
R43:May cause sensitization by skin contact. 
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R39:Danger of very serious irreversible effects. 
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed. 
R11:Highly flammable.
Safety Statements: 24-37-61-45-36/37
 S24:Avoid contact with skin. 
S37:Wear suitable gloves. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37:Wear suitable protective clothing and gloves.
RIDADR: 2588
RTECS: EL7100000
HazardClass: 6.1(b)
PackingGroup of Triadimefon (CAS NO.43121-43-3): III

Triadimefon Specification

 Triadimefon (CAS NO.43121-43-3), its Synonyms are 1-(1,2,4-Triazoyl-1)-1-(4-chloro-phenoxy)-3,3-dimethylbutanone ; 1-(4-Chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one ; 1-(4-Chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanone ; 1H-1,2,4-Triazole, 1-((tert-butylcarbonyl-4-chlorophenoxy)methyl)- ; Acizol ; Adifon ; Amiral ; Azocene ; Bayleton CF ; Bayleton Total ; Bayleton triple . It is colorless to pale yellow crystalline solid with a slight odor.

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View