ChemicalBook > CAS DataBase List > Bitertanol

Bitertanol

Product Name
Bitertanol
CAS No.
55179-31-2
Chemical Name
Bitertanol
Synonyms
BAYCOR;kwg0599;SIBUTOL;R 33986;Baycoral;(1RS,2RS;Biloxuron;biloxazol;BAYMAT(R);AI3-27699
CBNumber
CB8442457
Molecular Formula
C20H23N3O2
Formula Weight
337.42
MOL File
55179-31-2.mol
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Bitertanol Property

Melting point:
49-50°C
Boiling point:
350°C
Density 
1.1676 (rough estimate)
vapor pressure 
A 2.2 x l0-10 (20 °C) B 2.5 x l0-9 (20 °C)
refractive index 
1.6200 (estimate)
Flash point:
100 °C
solubility 
Chloroform: slightl soluble,DMSO: Slightly Soluble,Methanol: Slightly Soluble
Water Solubility 
A 2.7 mg l-1 (20 °C) B 1.1 mg l-1 (20 °C)
pka
13.40±0.20(Predicted)
Merck 
13,1301
BRN 
620948
NIST Chemistry Reference
1H-1,2,4-triazole-1-ethanol, «beta»-([1,1'-biphenyl]-4-yloxy)-«alpha»-(1,1-dimethylethyl)-(55179-31-2)
EPA Substance Registry System
Bitertanol (55179-31-2)
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Safety

Hazard Codes 
T
Risk Statements 
22-23
Safety Statements 
45
RIDADR 
UN 2811
WGK Germany 
2
RTECS 
XZ4803050
Toxicity
LD50 in rats, male and female mice (mg/kg): >5000, 4488, 4202 orally (Brandes)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
45349
Product name
Bitertanol
Purity
mixture of diastereo isomers
Packaging
250mg
Price
$36.5
Updated
2022/05/15
Cayman Chemical
Product number
24054
Product name
Bitertanol
Purity
≥98%
Packaging
25mg
Price
$48
Updated
2023/06/20
Cayman Chemical
Product number
24054
Product name
Bitertanol
Purity
≥98%
Packaging
50mg
Price
$90
Updated
2023/06/20
American Custom Chemicals Corporation
Product number
AGR0000075
Product name
BITERTANOL
Purity
95.00%
Packaging
100MG
Price
$520
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
AGR0000075
Product name
BITERTANOL
Purity
95.00%
Packaging
1G
Price
$1360
Updated
2021/12/16
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Bitertanol Chemical Properties,Usage,Production

Description

Bitertanol is a broad-spectrum triazole fungicide that is active against a variety of fungi, including V. inaequalis and V. pirina, which are responsible for apple and pear scab, respectively, as well as S. mors-uvae and P. ribis, which are responsible for American gooseberry mildew and leaf spot in black currants, respectively. It is active against isolates of V. inaequalis (MICs = 0.6 and 1 μg/ml) but repeated use leads to resistance and cross-resistance (MICs = 9.8-13 μg/ml for bitertanol-resistant isolates). Bitertanol inhibits the cytochrome P450 (CYP450) isoform CYP3A4 (IC50 = 2.74 μM) and inhibits androgenic activity induced by the androgen receptor agonist DHT in a yeast two-hybrid assay (IC50 = 79.85 μM). In rats, bitertanol (10-300 mg/kg, i.p.) increases operant responding on one- and five-minute fixed interval schedules with no effect on motor activity.

Chemical Properties

White Solid

Uses

Bitertanol is used as a seed treatment on winter wheat and barley and as a foliar treatment to control diseases on bananas, ornamentals, fruit and vegetables.

Uses

Bitertanol is a foliar-applied triazole fungicide used to protect tropical and subtropical crops in agriculture, in particular bananas. Bitertanol has effects on behavior that are similar to those of psychomotor stimulants.

Uses

Agricultural fungicide.

Definition

ChEBI: 1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-ol is a member of the class of triazoles that is 3,3-dimethyl-1-(1,2,4-triazol-1-yl)butane-1,2-diol substituted at position O-1 by a biphenyl-4-yl group. It is a member of biphenyls, an aromatic ether, a member of triazoles and a secondary alcohol.

Agricultural Uses

Fungicide: A fungicide used to control a variety of diseases. Used as control for prunes when drying. Not currently registered in the U.S. or EU countries (pending). Used in many European, South American, Far Eastern and African countries, a well as in Australia for use on beans (all types) and various ornamentals. More than 20 global suppliers.

Trade name

BAYCOR®; BAY KWG 0599®; BAYMATSPRAY ®; BILOXAZOL®; KWG 0599®; SIBUTOL®, (with Fuberidazole)

Metabolic pathway

Bitertanol is a mixture of two diastereoisomeric pairs and this complicates its metabolism, each biotransfonnation affording a mixture of isomers. Metabolism has been studied under environmental conditions and in plants and mammals. Degradation in soil and sediments is slow and only small quantities of products (other than CO2 and bound residues) are produced. Most information is available for mammals in which metabolism occurs mainly by oxidative routes followed by conjugation. The information presented below is derived from the UK MAFF Pesticide Safety Directorate (PSD, 1994).

Degradation

The hydrolytic stability of [14C]bitertanowl as measured at pH 4, 7 and 9 over 30 days at 25 and 40 °C. No decomposition was observed and the DT50 was estimated at >1 year at 25 °C.
Aqueous solutions of [14C-triazole]-and [14C-biphenyl]-bitertanol were irradiated for 48 and 72 hours, respectively, using a mercury arc lamp under conditions somewhat exceeding natural sunlight. Calculated DT50 values were 38-52 hours and an estimated environmental DT50 was considered to be 11 days. 4-Hydroxybiphenyl (4) and 1,2,4-triazole (5) were identified as major photolysis products accounting for 12% and 53% of the radioactivity, respectively. These are shown in Scheme 1. At least six minor products were detected but these were not identified.
Very little degradation occurred under soil surface photolysis conditions simulating natural sunlight. No discrete products were detected. Bound residue increased to only 5% of the total over 35 days.

Bitertanol Preparation Products And Raw materials

Raw materials

Methanol solution Hydrazinium hydroxide solution 1,2,4-Triazole Biphenyl Pinacolone Sodium borohydride Sulfuryl chloride

Preparation Products

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Bitertanol Suppliers

Canada 1 China 95 France 2 Germany 3 India 1 Japan 2 South Korea 1 Switzerland 1 United Kingdom 2 United States 19 Global 127
Jiangsu Sword Agrochemicals Co., Ltd
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Capot Chemical Co., Ltd
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Syntechem Co.,Ltd
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Sichuan Kulinan Technology Co., Ltd
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View Lastest Price from Bitertanol manufacturers

Hebei Chuanghai Biotechnology Co,.LTD
Product
Bitertanol 55179-31-2
Price
US $10.70/KG
Min. Order
10KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-13

55179-31-2, BitertanolRelated Search:

Triadimenol Diethoxydimethylsilane FIREMASTER BP-6 Dimethyl ether N,N-Dimethylformamide Dimethyldimethoxysilane Bifenthrin Bifendate 1H-Benzotriazole Dimethyl sulfate Biphenyl Bifonazole Dimethyl sulfoxide Dimethyl sulfide Dimethyl fumarate ETHANE Dimethyl carbonate 2,3,3',4,4',5-HEXACHLOROBIPHENYL

  • 1-(4-phenylphenoxy)-1-(1,2,4-triazole-1)-3,3-dimethylbutan-2-ol
  • 1h-1,2,4-triazole-1-ethanol,beta-((1,1’-biphenyl)-4-yloxy)-alpha-(1,1-dimethyl
  • baycor25wp
  • baymat-spray
  • 3,3-DIMETHYL-1-(4-PHENYLPHENOXY)-1-(1,2,4-TRIAZOL-1-YL)BUTAN-2-OL
  • 1-[（1，1'-biphenyl)-4-yloxyl]-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanol
  • 1RS,2RS)-1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1H-1,2,4-triazole-l-yl)butan-2-ol
  • beta-([1,1'-biphenyl]-4-yloxy)-alpha-tert-butyl-1H-1,2,4-triazol-1-ethanol
  • b-([1,1'-Biphenyl]-4-yloxy)-a-tert-butyl-1H-1,2,4-triazol-1-ethanol
  • 1-(4-Biphenylyloxy)-3,3-dimethyl-1-(1H-1,2,4-triazole-1-yl)-2-butanol
  • 1-(Biphenyl-4-yloxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanol
  • Baycoral
  • Biloxuron
  • ALL-RAC-1-(BIPHENYL-4-YLOXY)-3,3-DIMETHYL-1-(1H-1,2,4-TRIAZOL-1-YL)BUTAN-2-OL
  • Bitertanol Standard
  • Bay KWG 0599 (Bayer)
  • Baycor(Bayer)
  • BITERTANOL MIXTURE OF DIASTEREOMERS,PEST
  • BAYCOR, 100MG, NEAT
  • SS-([1,1'-BIPHENYL]-4-YLOXY)-A-(1,1-DIMETHYLETHYL)-1H-1,2,4-TRIAZOLE-1-ETHANOL
  • bitertanol (bsi,iso)
  • (1RS,2RS
  • (1RS,2RS:1RS,2RS)-1-(BIPHENYL-4-YLOXY)-3,3-DIMETHYL-1-(1H-1,2,4-TRIAZOL-1-YL)BUTAN-2-OL
  • BITERTANOL;BAYCOR;BILOXAZOL;KWG 0599
  • beta-((1,1’-biphenyl)-4-yloxy)-alpha-(1,1-dimethylethyl)-1h-1,2,4-triazole-1
  • biloxazol
  • kwg0599
  • BITERTANOL
  • BETA([1,1'BIPHENYL]-4-YLOXY)-I-(1,1-DIMETHYL-ETHYL)R-1H-1,2,4-TRIAZOLE-1-ETHANOL
  • BAYCOR (TM)
  • BAYCOR
  • BAYMAT(R)
  • BAY KWG 0599
  • B-([1,1'-BIPHENYL]-4-YLOXY)-A-(1,1-DIMETHYL-ETHYL)-1H-1,2,4-TRIAZOLE-1-ETHANOL
  • SIBUTOL(R)
  • SIBUTOL
  • 1RS,2RS)-1-(Biphenyl-4-yloxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
  • Baycor (TM) 100mg [55179-31-2]
  • Baycor DC 300
  • β-([1,1'-Biphenyl]-4-yloxy)-α-(1,1-diMethylethyl)-1H-1,2,4-triazole-1-ethanol
  • 1-([1,1'-biphenyl]-4-yloxy)-3,3-diMethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
  • Bitertanol 1
  • Bitertanol @100 μg/mL in MeOH
  • Bitertanol@1000 μg/mL in Acetone
  • Bitertanol Solution
  • 1H-1,2,4-Triazole-1-ethanol, β-([1,1'-biphenyl]-4-yloxy)-α-(1,1-dimethylethyl)-
  • 55179-31-2 Bitertanol
  • AI3-27699
  • Caswell No. 334B
  • R 33986
  • Bitertanol Solution in Methanol
  • Bitertanol in Acetone
  • Bitertanol in Methanol
  • Bitertanol 10.0 μg/ml Ethyl acetate
  • Bitertanol 100 μg/ml Acetonitrile
  • L10660000ALBitertanoL10μg/mLin Acetonitrile
  • 55179-31-2
  • Agro-Products