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76469-41-5

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76469-41-5 Usage

Synthesis

A solution of pentafluoropyridine (3) (0.6 g, 3.6 mmol) in tetrahydrofuran (5 ?cm3) was added to a mixture of lithium aluminium hydride (5 cm3, 5 mmol of 1.0 M ?solution in ether) and 12-crown-4 (1.0 g, 5.7 mmol) in THF (10 cm3) at 0 "C, with ?stirring, under an atmosphere of dry nitrogen. The mixture was stirred at 0 "C for 10 ?min, then at room temperature for 19 h, then iced water added and the mixture extracted ?into ether. The ether solution was dried (MgS04), evaporated and the products were ?isolated by preparative scale GLC (1 0% SE, 40"C), giving 2,3,5-trifluoropyridine (7, ?92%) 50(Found: C, 44.9; H, 1.3; N, 10.5. Calc. for C5H2F3N: C, 45.1; H, 1.5; N, ?10.5); IR spectrum no. 2; mass spectrum no. 3; nmr spectrum no. 3.

Chemical Properties

Colorless liquid

Check Digit Verification of cas no

The CAS Registry Mumber 76469-41-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,6,4,6 and 9 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 76469-41:
(7*7)+(6*6)+(5*4)+(4*6)+(3*9)+(2*4)+(1*1)=165
165 % 10 = 5
So 76469-41-5 is a valid CAS Registry Number.

76469-41-5 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • TCI America

  • (T2778)  2,3,5-Trifluoropyridine  >98.0%(GC)

  • 76469-41-5

  • 5g

  • 850.00CNY

  • Detail
  • TCI America

  • (T2778)  2,3,5-Trifluoropyridine  >98.0%(GC)

  • 76469-41-5

  • 25g

  • 2,990.00CNY

  • Detail
  • Alfa Aesar

  • (L19542)  2,3,5-Trifluoropyridine, 98+%   

  • 76469-41-5

  • 1g

  • 258.0CNY

  • Detail
  • Alfa Aesar

  • (L19542)  2,3,5-Trifluoropyridine, 98+%   

  • 76469-41-5

  • 5g

  • 857.0CNY

  • Detail
  • Alfa Aesar

  • (L19542)  2,3,5-Trifluoropyridine, 98+%   

  • 76469-41-5

  • 25g

  • 3058.0CNY

  • Detail

76469-41-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,3,5-Trifluoropyridine

1.2 Other means of identification

Product number -
Other names 2,3,5-trifluoro-pyridine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:76469-41-5 SDS

76469-41-5Relevant articles and documents

Mechanistic study of Ru-NHC-catalyzed hydrodefluorination of fluoropyridines: The influence of the NHC on the regioselectivity of C-F activation and chemoselectivity of C-F versus C-H bond cleavage

McKay, David,Riddlestone, Ian M.,Macgregor, Stuart A.,Mahon, Mary F.,Whittlesey, Michael K.

, p. 776 - 787 (2015/03/04)

We describe a combined experimental and computational study into the scope, regioselectivity, and mechanism of the catalytic hydrodefluorination (HDF) of fluoropyridines, C5F5-xHxN (x = 0-2), at two Ru(NHC)(PPh3)2(CO)H2 catalysts (NHC = IPr, 1, and IMes, 2). The regioselectivity and extent of HDF is significantly dependent on the nature of the NHC: with 1 HDF of C5F5N is favored at the ortho-position and gives 2,3,4,5-C5F4HN as the major product. This reacts on to 3,4,5-C5F3H2N and 2,3,5-C5F3H2N, and the latter can also undergo further HDF to 3,5-C5F2H3N and 2,5-C5F2H3N. para-HDF of C5F5N is also seen and gives 2,3,5,6-C5F4HN as a minor product, which is then inert to further reaction. In contrast, with 2, para-HDF of C5F5N is preferred, and moreover, the 2,3,5,6-C5F4HN regioisomer undergoes C-H bond activation to form the catalytically inactive 16e Ru-fluoropyridyl complex Ru(IMes)(PPh3)(CO)(4-C5F4N)H, 3. Density functional theory calculations rationalize the different regioselectivity of HDF of C5F5N at 1 and 2 in terms of a change in the pathway that is operating with these two catalysts. With 1, a stepwise mechanism is favored in which a N → Ru σ-interaction stabilizes the key C-F bond cleavage along the ortho-HDF pathway. With 2, a concerted pathway favoring para-HDF is more accessible. The calculations show the barriers increase for the subsequent HDF of the lower fluorinated substrates, and they also correctly identify the most reactive C-F bonds. A mechanism for the formation of 3 is also defined, but the competition between C-H bond activation and HDF of 2,3,5,6-C5F4HN at 2 (which favors C-H activation experimentally) is not reproduced. In general, the calculations appear to overestimate the HDF reactivity of 2,3,5,6-C5F4HN at both catalysts 1 and 2. (Chemical Equation Presented).

The ionic liquid [bmim]Br as an alternative medium for the catalytic cleavage of aromatic C-F and C-Cl bonds

Prikhod'ko, Sergey A.,Adonin, Nicolay Yu.,Parmon, Valentin N.

scheme or table, p. 2265 - 2268 (2010/05/18)

The potential of [bmim]Br as an alternative to aprotic dipolar solvents in nickel-catalyzed hydrodehalogenation reactions is demonstrated. Hydrodechlorination of pentafluorochlorobenzene proceeds under the action of zinc in aqueous [bmim]Br. Under the above conditions aromatic C-F bonds also undergo slow cleavage. The reaction is significantly accelerated in the presence of nickel complexes with 2,2′-bipyridine or 1,10-phenanthroline. In the case of pentafluoroacetanilide highly regioselective ortho-hydrodefluorination leading to the formation of 3,4,5-trifluoroacetanilide is observed.

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