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CAS No.: | 31301-51-6 |
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Name: | 2-Chloro-5-fluoropyridine |
Article Data: | 9 |
Molecular Structure: | |
Formula: | C5H3ClFN |
Molecular Weight: | 131.537 |
Synonyms: | 2-Chloro-5-Fluoro Pyridine;2-Chloro-5-fluoropyridin;2-chlorine-5- fluoropyridine;2-Amino-3-trifluoromethylbenzoic acid; |
Density: | 1.331 g/cm3 |
Melting Point: | 19℃ |
Boiling Point: | 147.5 °C at 760 mmHg |
Flash Point: | 43 °C |
Appearance: | light yellow powder |
Hazard Symbols: | Xn,Xi |
Risk Codes: | 10-22-37/38-41-36/37/38 |
Safety: | 26-36/39-36 |
PSA: | 12.89000 |
LogP: | 1.87410 |
5-bromo-2-chloropyridine
2-chloro-5-fluoropyridine
Conditions | Yield |
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Stage #1: 5-bromo-2-chloropyridine With TurboGrignard In tetrahydrofuran; 1,4-dioxane at 0℃; Inert atmosphere; Stage #2: With N-fluorobis(benzenesulfon)imide In dichloromethane; octadecafluorodecahydronaphthalene (cis+trans) at -78 - 20℃; Inert atmosphere; | 75% |
Stage #1: 5-bromo-2-chloropyridine With TurboGrignard In tetrahydrofuran at 0℃; Inert atmosphere; Stage #2: With N-fluorobis(benzenesulfon)imide In dichloromethane; octadecafluorodecahydronaphthalene (cis+trans) at -78 - 25℃; Inert atmosphere; | 75% |
2-chloro-5-fluoropyridine
Conditions | Yield |
---|---|
In n-heptane for 3h; Heating; | 70% |
In n-heptane at 105℃; for 2h; | |
In n-heptane at 105℃; for 2h; |
6-Chloro-pyridin-3-ylamine
2-chloro-5-fluoropyridine
Conditions | Yield |
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With tert.-butylnitrite; boron trifluoride diethyl etherate In 1,2-dichloro-benzene at 105℃; for 0.75h; Balz-Schiemann Reaction; | 36 %Spectr. |
2-choro-5-iodopyridine
2-chloro-5-fluoropyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C 1.2: 0.5 h 2.1: copper(II) methanesulfonate; potassium fluoride; 18-crown-6 ether / N,N-dimethyl-formamide / 18 h / 60 °C View Scheme |
2-chloro-5-fluoropyridine
Conditions | Yield |
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With potassium fluoride; 18-crown-6 ether; copper(II) methanesulfonate In N,N-dimethyl-formamide at 60℃; for 18h; Reagent/catalyst; Time; Solvent; | 33 %Spectr. |
5-[1-(methylsulfonimidoyl)ethyl]-2-(trifluoromethyl)pyridine
2-chloro-5-fluoropyridine
3-[1-ethyl(N-(2-(5-chloro)pyridine)-sulfoximinyl)(methyl)]-6-trifluoromethylpyridine
Conditions | Yield |
---|---|
With caesium carbonate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 150℃; for 0.5h; Microwave irradiation; | 99% |
2-chloro-5-fluoropyridine
trimethoxonium tetrafluoroborate
C6H6ClFN(1+)*BF4(1-)
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 99% |
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; XPhos In toluene at 100℃; for 24h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; | 99% |
2-chloro-5-fluoropyridine
1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl) palladium(II) dichloride; caesium carbonate In toluene at 120℃; for 72h; | 98% |
Conditions | Yield |
---|---|
With C43H46ClF6N3Pd; potassium hydroxide In water; isopropyl alcohol at 80℃; for 2h; Suzuki-Miyaura Coupling; Inert atmosphere; | 95% |
With palladium diacetate; caesium carbonate; tricyclohexylphosphine tetrafluoroborate In 1,4-dioxane at 120℃; for 16h; |
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The 2-Chloro-5-fluoropyridine is an organic compound with the formula C5H3ClFN. The IUPAC name of this chemical is 2-chloro-5-fluoropyridine. With the CAS registry number 31301-51-6, it is also named as 2-(trifluoromethyl)benzoylchloride. The product's categories are Fluorin-contained Pyridine Series; Pyridine; Pyridine Derivative; Pyridines, Pyrimidines, Purines and Pteredines; Pyridines; Pyridines Derivates; Chloropyridines; Fluoropyridines; Halopyridines; Boronic Acid; C5Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks; Variety of Halogenated Heterocyclic Series. Besides, it is a light yellow powder, which should be stored in closed cool and dry place.
Physical properties about 2-Chloro-5-fluoropyridine are: (1)ACD/LogP: 1.39 ; (2)ACD/LogD (pH 5.5): 1.39; (3)ACD/LogD (pH 7.4): 1.39; (4)ACD/BCF (pH 5.5): 6.69; (5)ACD/BCF (pH 7.4): 6.69; (6)ACD/KOC (pH 5.5): 135.71; (7)ACD/KOC (pH 7.4): 135.71; (8)#H bond acceptors: 1; (9)Polar Surface Area: 12.89 Å2; (10)Index of Refraction: 1.503; (11)Molar Refractivity: 29.23 cm3; (12)Molar Volume: 98.8 cm3; (13)Polarizability: 11.58×10-24cm3; (14)Surface Tension: 37.4 dyne/cm; (15)Density: 1.331 g/cm3; (16)Flash Point: 43 °C; (17)Enthalpy of Vaporization: 36.86 kJ/mol; (18)Boiling Point: 147.5 °C at 760 mmHg; (19)Vapour Pressure: 5.6 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
It is flammable and harmful if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin and risk of serious damage to eyes. When you are using it, wear suitable gloves and eye/face protection.
You can still convert the following datas into molecular structure:
(1)SMILES: Fc1cnc(Cl)cc1
(2)InChI: InChI=1/C5H3ClFN/c6-5-2-1-4(7)3-8-5/h1-3H
(3)InChIKey: QOGXQLSFJCIDNY-UHFFFAOYAL
(4)Std. InChI: InChI=1S/C5H3ClFN/c6-5-2-1-4(7)3-8-5/h1-3H
(5)Std. InChIKey: QOGXQLSFJCIDNY-UHFFFAOYSA-N