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Basic Information
CAS No.: 16184-89-7
Name: 4'-BROMO-2,2,2-TRIFLUOROACETOPHENONE
Article Data: 36
Molecular Structure:
Molecular Structure of 16184-89-7 (4'-BROMO-2,2,2-TRIFLUOROACETOPHENONE)
Formula: C8H4BrF3O
Molecular Weight: 253.018
Synonyms: Acetophenone,4'-bromo-2,2,2-trifluoro- (8CI);1-(4-Bromophenyl)-2,2,2-trifluoroethanone;2,2,2-Trifluoro-1-(4-bromophenyl)ethanone;4-Bromo-a,a,a-trifluoroacetophenone;4-Bromophenyl trifluoromethyl ketone;4-Bromotrifluoroacetone;4'-Bromo-2,2,2-trifluoroacetophenone;4'-Bromo-a,a,a-trifluoroacetophenone;p-Bromo-a,a,a-trifluoroacetophenone;
EINECS: 629-304-7
Density: 1.648 g/cm3
Melting Point: 26-30 °C
Boiling Point: 239.891 °C at 760 mmHg
Flash Point: 98.883 °C
Solubility: Slightly soluble in water.
Appearance: pale yellow transparent liquid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
PSA: 17.07000
LogP: 3.19410
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Specification

The systematic name of 4'-Bromo-2,2,2-trifluoroacetophenone is 1-(4-bromophenyl)-2,2,2-trifluoroethanone. With the CAS registry number 16184-89-7, it is also named as Ethanone,1-(4-bromophenyl)-2,2,2-trifluoro-. The product is pale yellow transparent liquid, which should be stored in a sealed, cool and dry place. In addition, its molecular formula is C8H4BrF3O and molecular weight is 253.02.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.91; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.906; (4)ACD/LogD (pH 7.4): 2.906; (5)ACD/BCF (pH 5.5): 95.226; (6)ACD/BCF (pH 7.4): 95.226; (7)ACD/KOC (pH 5.5): 907.826; (8)ACD/KOC (pH 7.4): 907.826; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 17.07 Å2; (13)Index of Refraction: 1.49; (14)Molar Refractivity: 44.428 cm3; (15)Molar Volume: 153.54 cm3; (16)Polarizability: 17.613×10-24cm3; (17)Surface Tension: 32.489 dyne/cm; (18)Density: 1.648 g/cm3; (19)Flash Point: 98.883 °C; (20)Melting point: 26-30 °C; (21)Enthalpy of Vaporization: 47.679 kJ/mol; (22)Boiling Point: 239.891 °C at 760 mmHg; (23)Vapour Pressure: 0.039 mmHg at 25 °C.

Preparation of 4'-Bromo-2,2,2-trifluoroacetophenone: this chemical can be prepared by the reaction of trifluoroacetic acid ethyl ester with (4-bromo-phenyl)-lithium.



This reaction needs diethyl ether at temperature of -78 - 20 °C. The yield is 73 %.

Uses of 4'-Bromo-2,2,2-trifluoroacetophenone: it can react with ethynylbenzene to get 2,2,2-trifluoro-1-(4-phenylethynyl-phenyl)-ethanone.



This reaction needs CuI, (PPh3)4Pd(0) and triethylamine by heating for 12 hours. The yield is 90 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
(1)SMILES: c1cc(ccc1C(=O)C(F)(F)F)Br
(2)InChI: InChI=1/C8H4BrF3O/c9-6-3-1-5(2-4-6)7(13)8(10,11)12/h1-4H
(3)InChIKey: IHGSAQHSAGRWNI-UHFFFAOYAT
(4)Std. InChI: InChI=1S/C8H4BrF3O/c9-6-3-1-5(2-4-6)7(13)8(10,11)12/h1-4H
(5)Std. InChIKey: IHGSAQHSAGRWNI-UHFFFAOYSA-N