ChemicalBook--->CAS DataBase List--->436799-32-5

436799-32-5

436799-32-5 Structure

436799-32-5 Structure
IdentificationMore
[Name]

2-Trifluoromethyl-5-bromopyridine
[CAS]

436799-32-5
[Synonyms]

2-TRIFLUOROMETHYL-5-BROMOPYRIDINE
3-BROMO-5-(TRIFLUOROMETHYL)PYRIDINE
5-BROMO-2-(TRIFLUOROMETHYL)PYRIDINE
3-Bromo-6-(trifluoromethyl) pyridine
5-Bromo-2-(trifluoromethyl)pyridine 97%
5-Bromo-2-(trifluoromethyl)pyridine97%
TRIFLUOROMETHYL-5-BROMOPYRIDINE
TRIFLUOROMETHYL-5-BROMO-2-PYRIDINE
[Molecular Formula]

C6H3BrF3N
[MDL Number]

MFCD04972700
[Molecular Weight]

225.99
[MOL File]

436799-32-5.mol
Chemical PropertiesBack Directory
[Appearance]

white crystal powder
[Melting point ]

44-46 °C
[Boiling point ]

68-70°C 10mm
[density ]

1.707±0.06 g/cm3(Predicted)
[Fp ]

174 °F
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[form ]

powder to crystal
[pka]

-1.80±0.22(Predicted)
[color ]

White to Almost white
[InChI]

InChI=1S/C6H3BrF3N/c7-4-1-2-5(11-3-4)6(8,9)10/h1-3H
[InChIKey]

RPFAUCIXZGMCFN-UHFFFAOYSA-N
[SMILES]

C1(C(F)(F)F)=NC=C(Br)C=C1
[CAS DataBase Reference]

436799-32-5(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301-H315-H319-H335
[Precautionary statements ]

P301+P310+P330-P302+P352-P305+P351+P338
[Hazard Codes ]

T,Xi
[Risk Statements ]

R25:Toxic if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S37:Wear suitable gloves .
[RIDADR ]

UN 2811 6.1/PG 3
[WGK Germany ]

3
[Hazard Note ]

Irritant
[HazardClass ]

IRRITANT
[PackingGroup ]

[HS Code ]

29333990
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Diethyl ether-->Ammonia-->Potassium fluoride-->N-Methyl-2-pyrrolidone-->Cuprous iodide-->(Trifluoromethyl)trimethylsilane-->2,5-Dibromopyridine-->Copper, (trifluoromethyl)--->5-Amino-2-(trifluoromethyl)pyridine-->Methyl 2,2-difluoro-2-(fluorosulfonyl)acetate
[Preparation Products]

6-(TRIFLUOROMETHYL)PYRIDINE-3-CARBOXALDEHYDE-->tert-Butyl 4-(6-(trifluoromethyl)pyridin-3-yl)piperazine-1-carboxylate
Hazard InformationBack Directory
[Chemical Properties]

white crystal powder
[Uses]

Regioselective C-4 deprotonation with LDA and trapping with carbon dioxide leads to the corresponding C-4 acid.
[Synthesis]

2,5-Dibromopyridine

624-28-2

Methyl 2,2-difluoro-2-(fluorosulfonyl)acetate

680-15-9

2-Trifluoromethyl-5-bromopyridine

436799-32-5

Step 1: Synthesis of 5-bromo-2-(trifluoromethyl)pyridine To a stirred solution of 2,5-dibromopyridine (0.1 g, 0.421 mmol) in DMF (5.0 mL) was sequentially added methyl fluorosulfonyl difluoroacetate (0.405 g, 2.109 mmol) and cuprous iodide (0.401 g, 2.109 mmol). The reaction mixture was stirred at 100 °C for 12 h and the progress of the reaction was monitored by thin layer chromatography (TLC). After completion of the reaction, the mixture was cooled to room temperature, diluted with water and extracted with ethyl acetate (EtOAc). The organic phases were combined, dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure to afford the crude product 5-bromo-2-(trifluoromethyl)pyridine (0.07 g, 73% yield) as a light yellow oil, which could be used in subsequent steps without further purification. Mass spectrum (MS): 227.28 [M++1].

[References]

[1] Patent: US2017/291910, 2017, A1. Location in patent: Paragraph 0577-0579
[2] Patent: US2017/291894, 2017, A1. Location in patent: Paragraph 0445-0447
Spectrum DetailBack Directory
[Spectrum Detail]

2-Trifluoromethyl-5-bromopyridine(436799-32-5)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

5-Bromo-2-(trifluoromethyl)pyridine, 97%(436799-32-5)
[Sigma Aldrich]

436799-32-5(sigmaaldrich)
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