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Chemical Structure| 3099-50-1 Chemical Structure| 3099-50-1

Structure of 3099-50-1

Chemical Structure| 3099-50-1

3-(Trichloromethyl)pyridine

CAS No.: 3099-50-1

4.5 *For Research Use Only !

Cat. No.: A289564 Purity: 95+%

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Product Details of [ 3099-50-1 ]

CAS No. :3099-50-1
Formula : C6H4Cl3N
M.W : 196.46
SMILES Code : ClC(C1=CC=CN=C1)(Cl)Cl
MDL No. :MFCD02691359

Safety of [ 3099-50-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 3099-50-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 3099-50-1 ]

[ 3099-50-1 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 3099-50-1 ]
  • [ 108-95-2 ]
  • [ 173282-69-4 ]
  • 5-diphenoxymethyl-2-phenoxypyridine [ No CAS ]
  • 2
  • [ 108-99-6 ]
  • 2-chloro-3-(dichloromethyl)-pyridine [ No CAS ]
  • [ 55366-30-8 ]
  • [ 3099-50-1 ]
  • [ 69045-78-9 ]
  • [ 72648-12-5 ]
  • [ 69045-83-6 ]
YieldReaction ConditionsOperation in experiment
With chlorine;pelletized catalyst TOSOH HSZ-690 HOD (SAR 203) with a silica binder; at 350℃;Gas phase;Product distribution / selectivity; Example 2; The pelletized catalyst, TOSOH HSZ-690 HOD (SAR 203) with a silica binder, was ground to a coarse powder and screened to obtain a uniform size of 1-2 mm in diameter. A weight of 0.26 g of catalyst was charged into the reactor tube and glass wool (Pyrex) was used to secure it in place. Operating at a chlorine feed of 5 cc/min, a beta-picoline feed rate of 0.13 mg/min (10 cc/min N2 with a chiller temperature of 10 C.), the reagents were fed to the reactor at an initial temperature of 250 C. The system was initially ramped up to 325 C. and allowed to stablize. Under these conditions the product gases were 18.5% 3-trichloromethylpyridine (beta-tri ) and 65.4% beta-2-tet. When the system was allowed to stabilized at 350 C. the amount of beta-tri in the product gases was reduced to 2.6% and the conversion to beta-2-tet increased to 68.6% (see Table 2).; Example 3; The catalyst, TOSOH HSZ-690 HOD (SAR 203) with the silica binder, was sized to a uniform particle size of 1-2 mm in diameter. A weight of 0.26 g of catalyst was charged into the reactor tube and glass wool (Pyrex) was used to secure it in place. The reactor temperature was initially set to 250 C. prior to flowing chlorine at a rate of 5 cc/min. The beta-picoline feed rate was set to 0.13 mg/min (N2 flow 10 cc/min, chiller at 10 C.), while the reactor oven was ramped up to 350 C. over a one hour time period. At 350 C. the amount of beta-2-tet observed in the product gases was 65.6% (see Table 2).; Example 4; The catalyst, TOSOH HSZ-690 HOD (SAR 203) with the silica binder, was sized to a uniform particle size of 1-2 mm in diameter. A weight of 0.51 g of catalyst was charged into the reactor tube and glass wool (Pyrex) was used to secure it in place. The reactor temperature was initially set to 250 C. prior to flowing chlorine at a rate of 5 cc/min. The beta-picoline feed rate was set to 0.13 mg/min (chiller at 10 C.), with a nitrogen flow of 10 cc/min, while the reactor oven was ramped up to 350 C. over 2 hours. When the system had stabilized at 350 C. the amount of beta-2-tet observed in the product gases was 71.7% (see Table 2).; Example 5; The catalyst, TOSOH HSZ-690 HOD (SAR 203) with the silica binder, was sized to a uniform particle size of 1-2 mm. A weight of 0.51 g of catalyst was charged into the reactor tube and glass wool (Pyrex) was used to secure it in place. The reactor temperature was initially set to 250 C. prior to flowing chlorine at a rate of 5 cc/min. The beta-picoline feed rate was set to 0.25 mg/min (N2 at 10 cc/min, chiller at 20 C.), while the reactor oven was slowly ramped up to 350 C. over 2 hours. When the system had stabilized at 350 C. the amount of beta-2-tet observed in the product gases was 66.9% (see Table 2).
With chlorine; at 400℃;Gas phase;Product distribution / selectivity; Example A; This is the control run where the reactor contained glass wool (Pyrex) plugs and no catalyst. The reactor temperature was initially set to 350 C. prior to feeding chlorine at a rate of 5 cc/min. The beta-picoline feed rate was set to 0.25 mg/min (N2 at 10 cc/min, chiller at 20 C.) at the oven temperature of 350 C. When the system had stabilized the amount of beta-2-tet was only 8.7%, with the majority of the conversion going to beta-tri (65.4%). When the temperature was increased to 400 C. the amount of beta-2-tet increased to 46.1% with a reduction in beta-tri (21.5%). A fair amount of over chlorinated 2,6-dichloro-3-trichloromethylpyridine (beta-2,6-penta,12.2%) was also observed (see Table 2).
  • 3
  • [ 3099-50-1 ]
  • 5-chloro-3-trichloromethyl pyridine [ No CAS ]
  • [ 69045-78-9 ]
  • [ 69045-83-6 ]
YieldReaction ConditionsOperation in experiment
With phosphorus pentachloride; at 210℃; for 16h;Autoclave; EXAMPLE 9 Preparation of 2,3-dichloro-5-(trichloromethyl)pyridine from various compounds of the formula [I]. The starting material of formula [I] (50 mmole) and PCI5 (1 or 2 eq.) was mixed in a 50 ml teflon autoclave. The autoclave was closed and heated in a 210 C warm metal block. After 16 hours the autoclave was cooled to 25 C and opened. The resulting solution was analysed by GC with results according to table 5. (trichloromethyl)pyridine In comparison, starting with the compound 2-chloro-5- (trichloromethyl)pyridine only very low conversion to the compound [II] is observed.
  • 4
  • [ 3099-50-1 ]
  • [ 69045-83-6 ]
  • 5
  • [ 59-67-6 ]
  • 5-chloro-3-trichloromethyl pyridine [ No CAS ]
  • [ 3099-50-1 ]
  • [ 69045-78-9 ]
  • [ 69045-83-6 ]
YieldReaction ConditionsOperation in experiment
With phosphorus pentachloride; at 175℃; under 18751.9 - 30003 Torr; for 96h;Autoclave; EXAMPLE 5 Conversion of Nicotinic acid to 2,3-dichloro-5-(trichloromethyl)pyridine. Using a similar setup as described in example 1, a series of experiments were carried out with 4 molar eq. of PCI5 at various temperatures and a pressure reaching between 25 and 40 bar after completion. Results are provided in table 2.
  • 6
  • [ 59-67-6 ]
  • [ 3099-50-1 ]
  • [ 69045-78-9 ]
  • [ 69045-83-6 ]
YieldReaction ConditionsOperation in experiment
With phosphorus pentachloride; at 185℃; under 18751.9 - 30003 Torr; for 72h;Autoclave; EXAMPLE 5 Conversion of Nicotinic acid to 2,3-dichloro-5-(trichloromethyl)pyridine. Using a similar setup as described in example 1, a series of experiments were carried out with 4 molar eq. of PCI5 at various temperatures and a pressure reaching between 25 and 40 bar after completion. Results are provided in table 2.
 

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