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Paclobutrazol

CAS No.
76738-62-0
Chemical Name:
Paclobutrazol
Synonyms
pp333;(2S,3S)-1-(4-Chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pentan-3-ol;duoxiaozuo;1-tert-Butyl-2-(p-chlorobenzyl)-2-(1,2,4-triazol-1-yl)ethanol;BONZI;Culter;PARLAY;CULTAR;Smarect;trimmit
CBNumber:
CB5117602
Molecular Formula:
C15H20ClN3O
Molecular Weight:
293.8
MDL Number:
MFCD00468120
MOL File:
76738-62-0.mol
Last updated:2024-04-24 17:21:45

Paclobutrazol Properties

Melting point 165-166°C
Boiling point 460.9±55.0 °C(Predicted)
Density 1.22
storage temp. 0-6°C
solubility DMF: 10 mg/ml,DMSO: 10 mg/ml,Ethanol: 10 mg/ml,Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
pka 13.92±0.20(Predicted)
color White to Almost white
λmax 218nm(lit.)
Sensitive Hygroscopic
Merck 14,6984
InChIKey RMOGWMIKYWRTKW-KGLIPLIRSA-N
CAS DataBase Reference 76738-62-0(CAS DataBase Reference)
FDA UNII 6PLV42R3ZA
NIST Chemistry Reference Paclobutrazol(76738-62-0)
Pesticides Freedom of Information Act (FOIA) Paclobutrazol
EPA Substance Registry System Paclobutrazol (76738-62-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07,GHS08,GHS09
Signal word  Danger
Hazard statements  H228-H302+H332-H319-H361d-H410
Precautionary statements  P210-P273-P301+P312-P304+P340+P312-P305+P351+P338-P308+P313
Hazard Codes  Xn,F
Risk Statements  22-21/22-11
Safety Statements  36
RIDADR  UN1325 4.1/PG 2
WGK Germany  3
RTECS  XZ4803300
HazardClass  4.1
PackingGroup  II
HS Code  29339900
NFPA 704
0
2 0

Paclobutrazol price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 46046 Paclobutrazol mixture of stereo isomers 76738-62-0 250mg $69.3 2024-03-01 Buy
TCI Chemical P2299 Paclobutrazol 76738-62-0 1G $30 2024-03-01 Buy
TCI Chemical P2299 Paclobutrazol 76738-62-0 5G $84 2024-03-01 Buy
Cayman Chemical 18864 Paclobutrazol 76738-62-0 100mg $32 2024-03-01 Buy
TRC P133000 Paclobutrazol 76738-62-0 1g $145 2021-12-16 Buy
Product number Packaging Price Buy
46046 250mg $69.3 Buy
P2299 1G $30 Buy
P2299 5G $84 Buy
18864 100mg $32 Buy
P133000 1g $145 Buy

Paclobutrazol Chemical Properties,Uses,Production

Chemical properties

The pure product appears as white crystalline solid with a M.p. of 165-166 ?C, a relative density of 1.22 and a vapor pressure of 1x10-6 Pa) (20?C), 8X10-6 Pa) (30?C), and 0.1 Pa at 20? have also been reported. The solubility at 20?C: methanol: 150 g/L; acetone:110 g/L; methylene chloride 100 g/L; hexane 10 g/L; xylene: 60 g/L; water 35 mg/L; Cyclohexanone: 180 g/L, respectively. Partition coefficient (n-octanol/water): 1590. Pure product is stable at 50 ℃ for 6 months with the aqueous solution being stable at room temperature for more than 30d, being relative stable against UV.

Uses

1. Paclobutrazol belongs to azole plant growth regulators, being the biosynthetic inhibitors of the endogenous gibberellin. It has effects of hindering plant growth and shortening the pitch. For example, being used in rice can improve the activity of indole acetic acid oxidase, reduce the level of endogenous IAA in rice seedlings, significantly control the growth rate of the top of the rice seedlings, promote leaf, make the leaves dark green, the root system developed, reduce the lodging and increase the production amount. The general control rate is up to 30%; leaf promotion rate is 50% to 100%, and the production increase rate is 35%. Being used in peach, pear, citrus, apples and other fruit trees can be used to shorten the tree. Geranium, poinsettia and some ornamental shrubs, when treated with paclobutrazol, have their plant type be adjusted, giving higher ornamental value. Cultivation of greenhouse vegetables such as tomatoes and rape gives a strong seedling effect.
2. Cultivation of late rice can strengthen the seedling, during the one-leaf/one-heart stage, dry out the seedling water in the field and apply 100~300mg/L of PPA solution for uniform spraying in 15kg/100m2. Control the excessive growth of the machine transplanting rice seedlings. Apply 150 kg of 100 mg/L paclobutrazol solution for soaking 100kg of rice seeds for 36h. Apply germination and sowing with a 35d seedling age and controlling the seedling height not higher than 25cm. When used for the branch control and fruit protection of the fruit tree, it should be usually performed in late autumn or spring with each fruit tree subjecting to injection of 500 mL of 300mg/L paclobutrazol drug solution, or subjecting to uniform irrigation along the 5~10cm place of the soil surface around the 1/2 crown radius. Apply 15% wettability powder 98g/100m2 or so. Apply the 100 m2 paclobutrazol with an active ingredient of 1.2~1.8 g/100m2, being able to shorten the base intersection of the winter wheat and strengthen the stem.
3. Paclobutrazol also has effect against the rice blast, cotton red rot, cereal smut, wheat and the rust of other crops as well as powdery mildew, etc. It can also used for fruit preservatives. In addition, within a certain amount, it also has inhibitory effect against some single, dicotyledonous weeds.
4. Paclobutrazol is a novel plant growth regulator, being able to inhibit the formation of gibberellin derivatives, reducing the plant cell division and elongation. It can be easily absorbed by roots, stems and leaves and conducted through the xylem of the plant with bactericidal effect. It has extensive activity on the Gramineae plants, being able to make the plant stems become short stalks, reduce the lodging and increase the yield.
5. It is a novel, high efficiency, low toxicity plant growth regulator with broad-spectrum bactericidal effect.
6. Fixed consumption amount of raw materials: Pinacolone: 930kg/t, 1,2,4-triazole 540kg/t, chlorobenzyl chloride 960kg/t.

Toxicity

The acute oral LD50 of rats was 2000mg/kg (male), 1300mg/kg (female); for mice oral: 490mg/kg (male), 1,200mg/kg (female); for rabbit, the acute oral LD50: 840 mg/kg (male), 940 mg/kg (female). Rat and rabbit: acute percutaneous LD50> 1000mg/kg. For rat, acute inhalation has a LC50: 4.79mg/L (male) (4h), 3.13mg/L (female) (4h). It has certain irritant effect on the skin and eyes of the rat and rabbit. The no-action dosage for feeding rats of 2 years is 250 mg/kg; the no-action dosage for feeding dog of 1 year is 75 mg/kg; No mutagenicity effect. For rainbow trout, LC50:27.8mg/L (96h), carp LC5023.5mg/L (48h), and Daphnia LC50> 7900mg/L. Low toxicity to bees, LD50> 0.002mg/only.

Production method

Preparation method one
1,2,4-triazole and 1-chloro-3,3-dimethyl-2-butanone were used as starting materials to synthesize α-1,2,4-triazole-3,3-dimethyl-2-butanone, followed with condensation reaction with chlorobenzyl chloride, generating the α-p-chlorobenzyl-1,2,4-triazole-3,3-dimethyl-2-butanone, and then followed by being reduced by sodium borohydride to get the paclobutrazol.
This method is easy to obtain raw materials with less steps less. The main drawback is that during the reduction reaction using sodium borohydride (potassium), resulting in high cost. According to the literature, the Sodium Disulfite (Na2S2O4) is used as reductant for reaction at alkaline media (NaHCO3) and the selected solvent or solvent system (water-methanol, 6: 1, volume ratio), generating paclobutrazol.
An example of the operation is as follows: 0.03 mol of NaHCO3 is mixed with 60 mL of water and heated with stirring to dissolving. Then, the chlorothiazone was completely dissolved in 10 mL methanol and then added into the aqueous solution of NaHCO3 in one time. The resulting turbid reaction mixture was heated and stirred, and the safety powder (0.03 mol) was added in 6 h in 6 h after refluxing. Perform reflux for 2h. After the end of the reaction, apply cooling, suction filtration, washing with water and drying to get paclobutrazol with the melting point of 146~154 ℃. The crude product was recrystallized from acetonitrile as a white solid with a m.p. of 162-163 ° C, product purity of 98.23%, and the yield of 98.81% base on calculation on clozapine.

Preparation method two

Take p-chlorobenzaldehyde and 3,3-dimethyl-2-butanone as the raw material to generate the corresponding ketene, with hydrogenation, bromination and reaction with 1, 2, 4-triazole, and finally reduced with boron hydride sodium to generate paclobutrazol.
This method is easy to obtain raw materials, but the process is longer.
Preparation method three
1-(p-chlorophenyl)-2-(1,2,4-triazol-1-yl) propionyl chloride is reacted with tert-butyl magnesium bromide, followed by reduction with sodium borohydride to generate paclobutrazol.
Though the production steps of this method are few, but the raw material is rare, and easy to subject to hydrolysis, need to be carried out under anhydrous conditions.

Hazards & Safety Information

Category:  Pesticides
Toxic classification:  poisoning
Acute toxicity:  Oral-Rat LD50: 1300 mg/kg; Oral-mouse LD50: 490 mg/kg
Flammability and hazardous characteristics:  Combustion produces toxic nitrogen oxides and chloride gases
Storage and transportation characteristics Treasury: ventilated, low temperature and dry; store it separately from food raw materials for storage and transportation
Fire extinguishing agent:  dry powder, foam, sand

Description

Paclobutrazol (PBZ) is a triazole-containing plant growth retardant that is known to inhibit the biosynthesis of gibberellins. It also has antifungal activities. PBZ, which is transported acropetally in plants, can also suppress the synthesis of abscisic acid and induce chilling tolerance in plants. PBZ is typically used to support research on the role of gibberellins in plant biology.

Uses

Plant growth regulator.

Uses

Paclobutrazol is a triazole fungicide used as an plant growth retardant in inhibiting gibberellin biosynthesis.

Definition

ChEBI: (R,R)-paclobutrazol is a 1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pentan-3-ol in which both stereocentres have R configuration. It is an enantiomer of a (S,S)-paclobutrazol.

Agricultural Uses

Plant growth regulator: Used by arborists to maintain deciduous and broadleaf trees near buildings, reduce the growth of trees near power lines, and extend the longevity of trees on sites with limited natural resource.

Trade name

BONZI®; CLIPPER®; CULTAR®; ICI-PP 333®; MON-7325®[C]; PARLAY®; PICCOLO®; PP 333®; PROFILE®; TURF MANAGER®

Global( 407)Suppliers
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View Lastest Price from Paclobutrazol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Paclobutrazol pictures 2024-04-30 Paclobutrazol
76738-62-0
US $0.20 / kg 1kg 99% 300tons Hebei Dangtong Import and export Co LTD
Paclobutrazol pictures 2024-04-24 Paclobutrazol
76738-62-0
US $6.00 / KG 1KG More than 99% 2000KG/MONTH Hebei Saisier Technology Co., LTD
PACLOBUTRAZOL pictures 2024-03-08 PACLOBUTRAZOL
76738-62-0
US $1.00 / kg 1kg 99% 1000kg Nantong Guangyuan Chemicl Co,Ltd
  • Paclobutrazol pictures
  • Paclobutrazol
    76738-62-0
  • US $0.20 / kg
  • 99%
  • Hebei Dangtong Import and export Co LTD
  • Paclobutrazol pictures
  • Paclobutrazol
    76738-62-0
  • US $6.00 / KG
  • More than 99%
  • Hebei Saisier Technology Co., LTD
  • PACLOBUTRAZOL pictures
  • PACLOBUTRAZOL
    76738-62-0
  • US $1.00 / kg
  • 99%
  • Nantong Guangyuan Chemicl Co,Ltd
(2RS,3RS)-1-(4-Chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pentan-3-ol (r*,r*)-(+-)-thyl) 1h-1,2,4-triazole-1-ethanol,beta-((4-chlorophenyl)methyl)-alpha-(1,1-dimethyle 2,4-Triazole-1-ethanol,.beta.-[(4-chlorophenyl)methyl]-.alpha.-(1,1-dimethylethyl)-,(R*,R*)-(±)-1H-1 Culter Paclobutrazol(Pp333) 1H-1,2,4-Triazole-1-ethanol, .beta.-(4-chlorophenyl)methyl-.alpha.-(1,1-dimethylethyl)-, (.alpha.R,.beta.R)-rel- paclobutrazol (ansi,bsi,iso) α-tert-butyl-β-(4-chlorobenzyl)-1h-1,2,4-triazole-1-ethanol 2RS, 3RS)-1-(4-chlorophenyl )-4, 4-dimethyl-2-(1H-1, 2, 4-triazole-1-yl)-amylalcohol–3 2,4-Triazole-1-ethanol, .beta.-[(4-chlorophenyl)methyl]-.alpha.-(1,1-dimethylethyl)-, (R*,R*)-(±)-1H-1 1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl) pentan-3-ol Smarect 1H-1,2,4-Triazole-1-ethanol, b-[(4-chlorophenyl)methyl]-a-(1,1-dimethylethyl)-, (R*,R*)-(+-)- Paclobutrazol Standard Paclobutrazol 500mg [76738-62-0] Paclobutruzol Paclobutracol ici-pp333 trimmit MULTEFFECT PREDICT PARLAY PACLOBUTRAZOL (+/-)-r*,r*-beta-((4-chlorophenyl)methyl)-alpha-(1,1-dimethylethyl)-1h-1,2,4-triazol-1-ethanol (2RS,3RS)-1-(4-CHLOROPHENYL)-4,4-DIMETHYL-2-(1H-1,2,4-TRIAZOL-1-YL)-PENTANE-3-OL CULTAR CULTAR(R) CLIPPER CLIPPER(R) BONZI BONZI(R) PACLOBUTRAZOL MIXTURE OF STEREO ISOMERS, PESTANAL, 250 MG PACLOBUTRAZOL 94% Paclobutracol、PP333 Paclobutrazol 10 μg/mL in Isooctane Bonzi @100 μg/mL in MeOH Paclobutrazol (Bonzi)@1000 μg/mL in Acetone PaclobutrazolSolution,100mg/L,1ml Professional Paclotutrazol Plant Growth Stimulator cas 76738-62-0 1H-1,2,4-Triazole-1-ethanol, β-[(4-chlorophenyl)methyl]-α-(1,1-dimethylethyl)-, (αR,βR)-rel- alpha-tert-Butyl-beta-(4-chlorobenzyl)-1H-1,2,4-triazole-1-ethanol Paclobutrazol 96%TC Paclobutrazol 15%SC Paclobutrazol 15%WP Paclobutrazol pure, 95% duoxiaozuo (2S,3S)-1-(4-Chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pentan-3-ol pp333 1-tert-Butyl-2-(p-chlorobenzyl)-2-(1,2,4-triazol-1-yl)ethanol Papaverine Impurity 16 Paclobutrazol in Methanol 76738-62-0 C15H20ClN3O C30H40Cl2N6O2 Pesticide intermediates Pharmaceutical intermediates PLANT GROWTH REGULATOR Chemical 76738-62-0