ChemicalBook--->CAS DataBase List--->69045-83-6

69045-83-6

69045-83-6 Structure

69045-83-6 Structure
IdentificationBack Directory
[Name]

2,3-Dichloro-5-(trichloromethyl)pyridine
[CAS]

69045-83-6
[Synonyms]

2 3-DICHLORO-5-(TRICHLOROMETHYL)PYRIDIN&
2,3-Dichloro-5-(trichloromethyl)pyridine
Pyridine,2,3-dichloro-5-(trichloromethyl)-
2,3-Dichloro-5-(trichloromethyl)pyridine ISO 9001:2015 REACH
[EINECS(EC#)]

614-912-7
[Molecular Formula]

C6H2Cl5N
[MDL Number]

MFCD00042243
[MOL File]

69045-83-6.mol
[Molecular Weight]

265.35
Chemical PropertiesBack Directory
[Boiling point ]

278-279 °C(lit.)
[density ]

1.636 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.5900(lit.)
[Fp ]

150 °F
[storage temp. ]

Inert atmosphere,2-8°C
[pka]

-3.03±0.10(Predicted)
[InChI]

InChI=1S/C6H2Cl5N/c7-4-1-3(6(9,10)11)2-12-5(4)8/h1-2H
[InChIKey]

XVBWGQSXLITICX-UHFFFAOYSA-N
[SMILES]

C1(Cl)=NC=C(C(Cl)(Cl)Cl)C=C1Cl
[EPA Substance Registry System]

2,3-Dichloro-5-(trichloromethyl)pyridine (69045-83-6)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[TSCA ]

TSCA listed
[HS Code ]

2933399990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Nicotinic acid-->2-Chloro-5-trichloromethylpyridine-->2-Chloro-5-(chloromethyl)pyridine
Hazard InformationBack Directory
[Uses]

2,3-dichloro-5-(trifluoromethyl)pyridine (DCTF) is an important organic intermediate for the agrochemical industry in particular for use in the synthesis of fluazinam and fluopicolide as well as other pesticidal active pyridine compounds.
[Synthesis]

Conversion of Nicotinic acid to 2,3-dichloro-5-(trichloromethyl)pyridine. Nicotinic acid (2 g, 16.25 mmole) and phosphorous pentachloride (27 g, 130 mmole) was mixed in a 50 ml Teflon autoclave. The autoclave was closed and heated in a 180 °C warm metal block. After 48 hours was the autoclave cooled to 25 °C and opened. The resulting suspension was quenched in a mixture of NaOH (10 %) and dichlorom ethane under stirring, keeping the temperature below 30 °C. The phases were separated and the organic phase was evaporated to dryness to get the crude product. The product was hereafter distilled and 2,8 g of 2,3-dichloro-5-(trichloromethyl)pyridine was obtained (65% yield).
[References]

[1] Patent: CN106748985, 2017, A. Location in patent: Paragraph 0030; 0032; 0033; 0035
[2] Patent: CN107935920, 2018, A. Location in patent: Paragraph 0026; 0031; 0034
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