4-amino-3,5,6-trichloro-2-trichloromethylpyridine
A
4-amino-2,3,5-trichloropyridine
B
picloram
Conditions | Yield |
---|---|
With sulfuric acid; trichloroacetic acid In water at 110℃; for 10h; | A n/a B 88.3% |
With sulfuric acid; trichloroacetic acid In water at 110℃; for 10h; Product distribution; var. temperature, reaction time, additives, and purity of the substrate; hydrolysis; | A n/a B 88.3% |
Conditions | Yield |
---|---|
With ammonia |
Conditions | Yield |
---|---|
With potassium chloride In methanol; water at 25.04℃; Equilibrium constant; pH-value; Reagent/catalyst; Solvent; |
Conditions | Yield |
---|---|
With potassium chloride In water at 25.04℃; Equilibrium constant; pH-value; Reagent/catalyst; Solvent; |
Conditions | Yield |
---|---|
With potassium chloride In water at 25.04℃; Equilibrium constant; pH-value; Reagent/catalyst; Solvent; |
aminopyralid
B
picloram
Conditions | Yield |
---|---|
With Selectfluor In water at 25 - 65℃; | A 40 %Chromat. B 4.5 %Chromat. |
Conditions | Yield |
---|---|
With potassium hydrogencarbonate at 20 - 65℃; under 760.051 Torr; for 1.33333h; Temperature; | 99.6% |
picloram
Conditions | Yield |
---|---|
With sodium hydrogencarbonate at 20 - 65℃; under 760.051 Torr; for 1.25h; Temperature; | 99.6% |
Conditions | Yield |
---|---|
at 20 - 55℃; under 760.051 Torr; for 1.2h; Sealed tube; | 99.6% |
Conditions | Yield |
---|---|
at 20 - 50℃; under 760.051 Torr; for 1.23333h; Sealed tube; | 99.6% |
Conditions | Yield |
---|---|
at 20 - 60℃; under 760.051 Torr; for 1.25h; Sealed tube; | 99.6% |
picloram
Conditions | Yield |
---|---|
With ammonium bicarbonate at 20 - 65℃; under 760.051 Torr; for 1.16667h; | 99.5% |
Conditions | Yield |
---|---|
at 20 - 60℃; under 760.051 Torr; for 1.25h; Sealed tube; | 99.4% |
Conditions | Yield |
---|---|
at 20 - 65℃; under 760.051 Torr; for 1.25h; Sealed tube; | 99.2% |
picloram
4-aminopyridine-2-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: picloram With hydrogen; lithium hydroxide; palladium 10% on activated carbon In water at 40 - 70℃; under 2327.23 Torr; for 16h; Stage #2: With hydrogenchloride In water pH=3; | 99% |
Conditions | Yield |
---|---|
With sodium hydroxide In water | 96% |
Conditions | Yield |
---|---|
With sulfuric acid for 18h; Reagent/catalyst; Reflux; | 94% |
Conditions | Yield |
---|---|
With thionyl chloride at 0 - 50℃; for 4h; | 92.6% |
With thionyl chloride at 0℃; for 3h; Reflux; | 91% |
With thionyl chloride at 0 - 50℃; for 4h; | 78% |
With thionyl chloride at 75℃; for 18h; Reagent/catalyst; |
picloram
aminopyralid
Conditions | Yield |
---|---|
With 5%-palladium/activated carbon; hydrogen; sodium hydroxide In water at 50℃; under 1500.15 - 2250.23 Torr; for 20h; Reagent/catalyst; Pressure; Temperature; | 91.4% |
With sodium hydroxide In water at 35 - 38℃; for 36h; Product distribution / selectivity; Electrochemical reaction; | |
With sodium hydroxide; sodium chloride In water at 35 - 38℃; for 24 - 46h; Product distribution / selectivity; Electrochemical reaction; |
picloram
Conditions | Yield |
---|---|
With sodium sulfite at 80℃; under 675.068 Torr; pH=7 - 8; Reagent/catalyst; Temperature; pH-value; | 87.1% |
picloram
3,4,5,6-tetrachloropyridinecarboxylic acid
Conditions | Yield |
---|---|
Stage #1: picloram With hydrogenchloride; sodium nitrite In toluene at 0 - 5℃; for 0.5h; Stage #2: With copper(l) chloride In toluene at 5 - 55℃; | 86.9% |
tetramethyl ammoniumhydroxide
picloram
Tetramethylammonium 4-amino-3,5,6-trichloropicolinate
Conditions | Yield |
---|---|
In water | 80% |
Conditions | Yield |
---|---|
In water |
picloram
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide
1-O-(4-Amino-3,5,6-trichloropicolinyl)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose
Conditions | Yield |
---|---|
With silver(l) oxide In 1,4-dioxane at 20℃; for 24h; |
picloram
A
2-(hydroxymethyl)-4-aminopyridine
B
4-aminopyridine-2-carboxylic acid
Conditions | Yield |
---|---|
iron In phosphate buffer at 22℃; for 0.333333h; pH=6.6; Kinetics; Product distribution; |
Conditions | Yield |
---|---|
With lithium carbonate In N,N-dimethyl-formamide at 60℃; |
Conditions | Yield |
---|---|
With sodium hydroxide In methanol; hexane; water; dimethyl sulfoxide; ethyl acetate |
Conditions | Yield |
---|---|
With aqueous HBr; hydrogen; triethylamine In ethanol; tert-butyl alcohol |
manganese(II) acetate
picloram
Conditions | Yield |
---|---|
In water stoich. amount of a hot aq. soln. of Mn(ac)2 and a neutral soln. of theorg. compd. reacted; left to stand for several weeks, elem. anal.; |
picloram
Conditions | Yield |
---|---|
In ammonia aq. ammonia=NH3; mixing of equimol. amts. of AgNO3 and Picloram in aq. NH3, loss of NH3 from the soln. (over a period of a few d in the dark), crystn.; elem. anal.; |
Conditions | Yield |
---|---|
With potassium chloride In methanol; water at 25.04℃; Equilibrium constant; pH-value; Reagent/catalyst; Solvent; |
Conditions | Yield |
---|---|
With potassium chloride In water at 25.04℃; Equilibrium constant; pH-value; Reagent/catalyst; Solvent; |
The Picloram, with the CAS registry number 1918-02-1, is also known as 4-Amino-3,5,6-trichloropicolinic acid. It belongs to the product category of Insect Hormone. Its EINECS registry number is 217-636-1. Its IUPAC name is called 4-amino-3,5,6-trichloropyridine-2-carboxylic acid. This chemical's classification codes are Agricultural Chemical; Herbicide; Herbicides; Mutation data; Pesticides; Reproductive Effect; Tumor data. You should keep the bottle tightly closed (0-6°C)
Physical properties of Picloram: (1)ACD/LogP: 2.94; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.07; (4)ACD/LogD (pH 7.4): -0.21; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.676; (13)Molar Refractivity: 50.19 cm3; (14)Molar Volume: 133.3 cm3; (15)Surface Tension: 78.6 dyne/cm; (16)Density: 1.811 g/cm3; (17)Melting Point: 200 °C (dec.)(lit.); (18)Flash Point: 208.1 °C; (19)Enthalpy of Vaporization: 71.1 kJ/mol; (20)Boiling Point: 420.5 °C at 760 mmHg; (21)Vapour Pressure: 8E-08 mmHg at 25°C.
Preparation: this chemical can be prepared by 2,3,5-trichloro-6-trichloromethyl-pyridin-4-ylamine. This reaction will need reagent trichloroacetic acid, sulfuric acid and solvent H2O. The reaction time is 10 hours with reaction temperature of 110 ℃. The yield is about 88.3%.
Uses of Picloram: Picloram is a systemic herbicide used for general woody plant control, sold under the trade names Tordon and Grazon. It also controls a wide range of broad-leaved weeds, but most grasses are resistant.Picloram can be sprayed on foliage, injected into plants, applied to cut surfaces, or placed at the base of the plant where it will leach to the roots.
When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1(=C(C(=NC(=C1Cl)Cl)C(=O)O)Cl)N
(2)InChI: InChI=1S/C6H3Cl3N2O2/c7-1-3(10)2(8)5(9)11-4(1)6(12)13/h(H2,10,11)(H,12,13)
(3)InChIKey: NQQVFXUMIDALNH-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
duck | LD50 | oral | > 2gm/kg (2000mg/kg) | Down to Earth. Vol. 35, Pg. 25, 1979. | |
rabbit | LD50 | oral | 2gm/kg (2000mg/kg) | Guide to the Chemicals Used in Crop Protection. Vol. 6, Pg. 414, 1973. | |
rabbit | LD50 | skin | > 4gm/kg (4000mg/kg) | World Review of Pest Control. Vol. 9, Pg. 119, 1970. | |
rat | LD50 | oral | 8200mg/kg (8200mg/kg) | Down to Earth. Vol. 35, Pg. 25, 1979. |
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