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Picloram

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Name

Picloram

EINECS 217-636-1
CAS No. 1918-02-1 Density 1.811 g/cm3
PSA 76.21000 LogP 2.90340
Solubility 420 mg/L in water Melting Point 215 °C
Formula C6H3Cl3N2O2 Boiling Point 420.5 °C at 760 mmHg
Molecular Weight 241.461 Flash Point 208.1 °C
Transport Information N/A Appearance fine beige crystals or white powder
Safety 26 Risk Codes 36
Molecular Structure Molecular Structure of 1918-02-1 (Picloram) Hazard Symbols IrritantXi
Synonyms

Picolinicacid, 4-amino-3,5,6-trichloro- (8CI);3,5,6-Trichloro-4-aminopicolinic acid;4-Amino-3,5,6-trichloro-2-picolinic acid;4-Amino-3,5,6-trichloropicolinicacid;4-Amino-3,5,6-trichloropyridine-2-carboxylic acid;4-Aminotrichloropicolinic acid;ATCP;Grazon PC;NSC 233899;Padron(herbicide);Tordon;

Article Data 16

Picloram Synthetic route

5005-62-9

4-amino-3,5,6-trichloro-2-trichloromethylpyridine

A

28443-69-8

4-amino-2,3,5-trichloropyridine

B

1918-02-1

picloram

Conditions
ConditionsYield
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%
1336-21-6

ammonium hydroxide

17824-83-8

3,4,5,6-tetrachloropicolinonitrile

1918-02-1

picloram

Conditions
ConditionsYield
With ammonia

C6H3Cl3N2O2*C40H48N8

A

1156544-32-9

C40H48N8

B

1918-02-1

picloram

Conditions
ConditionsYield
With potassium chloride In methanol; water at 25.04℃; Equilibrium constant; pH-value; Reagent/catalyst; Solvent;

C6H3Cl3N2O2*C36H42N10

A

1156544-33-0

C36H42N10

B

1918-02-1

picloram

Conditions
ConditionsYield
With potassium chloride In water at 25.04℃; Equilibrium constant; pH-value; Reagent/catalyst; Solvent;

C6H3Cl3N2O2*C42H54N10

A

1156544-34-1

C42H54N10

B

1918-02-1

picloram

Conditions
ConditionsYield
With potassium chloride In water at 25.04℃; Equilibrium constant; pH-value; Reagent/catalyst; Solvent;
150114-71-9

aminopyralid

A

4-amino-3,6-dichloro-5-fluoropyridine-2-carboxylic acid

B

1918-02-1

picloram

Conditions
ConditionsYield
With Selectfluor In water at 25 - 65℃;A 40 %Chromat.
B 4.5 %Chromat.
1918-02-1

picloram

2545-60-0

4-amino-3,5,6-trichloro-2-pyridinecarboxylic acid monopotassium salt

Conditions
ConditionsYield
With potassium hydrogencarbonate at 20 - 65℃; under 760.051 Torr; for 1.33333h; Temperature;99.6%
1918-02-1

picloram

4-amino-3,5,6-trichloropicolinate sodium

Conditions
ConditionsYield
With sodium hydrogencarbonate at 20 - 65℃; under 760.051 Torr; for 1.25h; Temperature;99.6%
1918-02-1

picloram

75-50-3

trimethylamine

picloram trimethylamine

Conditions
ConditionsYield
at 20 - 55℃; under 760.051 Torr; for 1.2h; Sealed tube;99.6%
1918-02-1

picloram

75-31-0

isopropylamine

picloram isopropylamine

Conditions
ConditionsYield
at 20 - 50℃; under 760.051 Torr; for 1.23333h; Sealed tube;99.6%

Picloram Consensus Reports

NCI Carcinogenesis Bioassay (feed); No Evidence: mouse NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-23 ,1978. ; Clear Evidence: rat NCITR*    National Cancer Instit   ute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-23 ,1978. .

Picloram Standards and Recommendations

OSHA PEL: TWA Total Dust: 10 mg/m3; Respirable Fraction: 5 mg/m3
ACGIH TLV: TWA 10 mg/m3; Not Classifiable as a Human Carcinogen

Picloram Specification

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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