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2,8-Bis(trifluoromethyl)-4-bromoquinoline

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Name

2,8-Bis(trifluoromethyl)-4-bromoquinoline

EINECS 609-183-7
CAS No. 35853-45-3 Density 1.72g/cm3
PSA 12.89000 LogP 5.03490
Solubility N/A Melting Point 62-64 °C(lit.)

Formula C11H4 Br F6 N Boiling Point 281.6°Cat760mmHg
Molecular Weight 344.054 Flash Point 124.1°C
Transport Information N/A Appearance N/A
Safety
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39
WGK Germany 3
Risk Codes R36/37/38   
Molecular Structure Molecular Structure of 35853-45-3 (2,8-BIS(TRIFLUOROMETHYL)-4-BROMOQUINOLINE) Hazard Symbols
Synonyms

2,8-Bis(trifluoromethyl)-4-bromoquinoline;4-Bromo-2,8-bis(trifluoromethyl)quinoline;

Article Data 15

2,8-Bis(trifluoromethyl)-4-bromoquinoline Synthetic route

35853-41-9

2,8-bis(trifluoromethyl)quinolin-4-ol

35853-45-3

(2,8-bis-trifluoromethyl)-4-bromoquinoline

Conditions
ConditionsYield
With phosphorus(V) oxybromide99%
With phosphorus(V) oxybromide at 120℃; for 5h; Inert atmosphere;98%
With phosphorus(V) oxybromide at 140℃; Inert atmosphere;98%
150785-70-9

2,8-bis(trifluoromethyl)quinolin-4-yl 4-methylbenzenesulfonate

35853-45-3

(2,8-bis-trifluoromethyl)-4-bromoquinoline

Conditions
ConditionsYield
With phosphorus; bromine In acetic acid at 25℃; for 4h;80%
35853-45-3

(2,8-bis-trifluoromethyl)-4-bromoquinoline

40320-60-3

N-benzhydryl 3-azetidinone

260972-91-6

3-(2,8-bis(trifluoromethyl)-4-quinolinyl)-1-diphenylmethyl-3-azetidinol

Conditions
ConditionsYield
With n-butyllithium In water100%
35853-45-3

(2,8-bis-trifluoromethyl)-4-bromoquinoline

106-45-6

para-thiocresol

177092-30-7

2,8-bis(trifluoromethyl)-4-quinolyl p-tolylsulphide

Conditions
ConditionsYield
With potassium hydroxide In methanol; ethanol at 60℃; for 2h;95%
12093-10-6

ferrocenecarboxaldehyde

35853-45-3

(2,8-bis-trifluoromethyl)-4-bromoquinoline

[2,8-bis(trifluoromethyl)quinolin-4-yl]ferrocenemethanol

Conditions
ConditionsYield
Stage #1: (2,8-bis-trifluoromethyl)-4-bromoquinoline With n-butyllithium In diethyl ether; hexane at -78℃; for 0.333333h; Inert atmosphere; Schlenk technique;
Stage #2: ferrocenecarboxaldehyde In diethyl ether; hexane at -78℃; for 2h; Inert atmosphere; Schlenk technique;
94%
35853-45-3

(2,8-bis-trifluoromethyl)-4-bromoquinoline

sodium vinyl trifluoroborate

1031928-53-6

2,8-bis(trifluoromethyl)-4-vinylquinoline

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 Suzuki Coupling;94%
35853-45-3

(2,8-bis-trifluoromethyl)-4-bromoquinoline

544-92-3

copper(I) cyanide

2,8-bis(trifluoromethyl)quinoline-4-carbonitrile

Conditions
ConditionsYield
In N,N-dimethyl-formamide Substitution; Heating;93%
110-85-0

piperazine

35853-45-3

(2,8-bis-trifluoromethyl)-4-bromoquinoline

4-(piperazin-1-yl)-2,8-bis(trifluoromethyl)quinoline

Conditions
ConditionsYield
With potassium carbonate; triethylamine at 135℃; for 4h;92%
35853-45-3

(2,8-bis-trifluoromethyl)-4-bromoquinoline

1241848-96-3

1-acetoxy-1'-(1,3-dioxan-2-yl)ferrocene

1381984-20-8

1-(1,3-dioxan-2-yl)-1'-(2,8-bis(trifluoromethyl)quinolin-4-yloxy)-ferrocene

Conditions
ConditionsYield
Stage #1: 1-acetoxy-1'-(1,3-dioxan-2-yl)ferrocene With sodium methylate In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere; Schlenk technique;
Stage #2: (2,8-bis-trifluoromethyl)-4-bromoquinoline In N,N-dimethyl-formamide at 150℃; for 6h; Inert atmosphere; Schlenk technique;
92%
35853-45-3

(2,8-bis-trifluoromethyl)-4-bromoquinoline

124-38-9

carbon dioxide

35853-50-0

2,8-bis-(trifluoromethyl)-quinoline-4-carboxylic acid

Conditions
ConditionsYield
With n-butyllithium In diethyl ether at -35℃; for 0.333333h;86%

2,8-Bis(trifluoromethyl)-4-bromoquinoline Specification

1.Introduction of 2,8-Bis(trifluoromethyl)-4-bromoquinoline

The 2,8-Bis(trifluoromethyl)-4-bromoquinoline, with its CAS NO 35853-45-3, is a kind of yellow solid. It has synonyms of 2,8-Bis(trifluoromethyl)-4-bromoquinoline and 4-Bromo-2,8-bis(trifluoromethyl)quinoline. 2,8-Bis(trifluoromethyl)-4-bromoquinoline should be stored in shady and cool warehouse and mainly used  as pharmaceutical intermediate.

2.Properties of 2,8-Bis(trifluoromethyl)-4-bromoquinoline

(1) Polar Surface Area: 12.89 Å2 (2) Index of Refraction: 1.51 (3) Molar Refractivity: 59.83 cm3
(4) Molar Volume: 199.9 cm3 (5) Polarizability: 23.72 ×10-24 cm3 (6) Surface Tension: 30.5 dyne/cm
(7) Density: 1.72 g/cm3 (8) Flash Point: 124.1 °C (9) Enthalpy of Vaporization: 49.95 kJ/mol
(10) Boiling Point: 281.6 °C at 760 mmHg (11) Vapour Pressure: 0.00603 mmHg at 25°C

3.Structure descriptors of 2,8-Bis(trifluoromethyl)-4-bromoquinoline

IUPAC Name: 4-bromo-2,8-bis(trifluoromethyl)quinoline

InChI: InChI=1S/C11H4BrF6N/c12-7-4-8(11(16,17)18)19-9-5(7)2-1-3-6(9)10(13,
14)15/h1-4H

InChIKey: DXALAFAFIXJDOS-UHFFFAOYSA-N

Canonical SMILES : C1=CC2=C(C(=C1)C(F)(F)F)N=C(C=C2Br)C(F)(F)F
 

4. Safety information of 2,8-Bis(trifluoromethyl)-4-bromoquinoline

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39: Wear suitable gloves and eye/face protection.
WGK Germany: 3
 

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