4'-Bromo-2,2,2-trifluoroacetophenone

Base Information

• Chemical Name: 4'-Bromo-2,2,2-trifluoroacetophenone
• CAS No.: 16184-89-7
• Molecular Formula: C8H4BrF3O
• Molecular Weight: 253.018
• Hs Code.: 29147000
• European Community (EC) Number: 629-304-7
• DSSTox Substance ID: DTXSID00345342
• Nikkaji Number: J899.344K
• Wikidata: Q72513190
• Mol file: 16184-89-7.mol

Synonyms:4'-Bromo-2,2,2-trifluoroacetophenone;16184-89-7;1-(4-Bromophenyl)-2,2,2-trifluoroethanone;1-(4-bromophenyl)-2,2,2-trifluoroethan-1-one;1-(4-Bromo-phenyl)-2,2,2-trifluoro-ethanone;Ethanone, 1-(4-bromophenyl)-2,2,2-trifluoro-;MFCD00191862;Aluminumphosphide;2,2,2-TRIFLUORO-4'-BROMOACETOPHENONE;4-Trifluoroacetylbromobenzene;SCHEMBL17216;AMY1230;DTXSID00345342;BCP27420;CS-M1418;BBL101766;CL8645;STL555563;4'-Bromo-2,2,2-trifluoracetophenone;AKOS005258375;4'-bromo-2,2,2-trifluoroaceto-phenone;4/'-Bromo-2,2,2-trifluoroacetophenone;4\'-Bromo-2,2,2-trifluoroacetophenone;AS-18874;SY023310;FT-0602071;EN300-42858;1-(4-Bromophenyl)-2,2,2-trifluoroethanone #;4'-Bromo-2,2,2-trifluoroacetophenone, >=98%;alpha,alpha,alpha-Trifluoro-4'-bromoacetophenone;A810299;W-205885;4 inverted exclamation mark -Bromo-2,2,2-trifluoroacetophenone;4'-Bromo-2,2,2-trifluoroacetophenone, purum, >=98.0% (GC)

Chemical Property of 4'-Bromo-2,2,2-trifluoroacetophenone

Chemical Property:

• Appearance/Colour: pale yellow transparent liquid
• Vapor Pressure: 0.0845mmHg at 25°C
• Melting Point: 26-30 °C
• Refractive Index: 1.449
• Boiling Point: 239.891 °C at 760 mmHg
• Flash Point: 98.883 °C
• PSA: 17.07000
• Density: 1.648 g/cm³
• LogP: 3.19410
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Moisture Sensitive
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 251.93976
• Heavy Atom Count: 13
• Complexity: 194

Purity/Quality:

98%, ^*data from raw suppliers

4’-Bromo-2,2,2-trifluoroacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)C(F)(F)F)Br
• Uses: 4?-Bromo-2,2,2-trifluoroacetophenone may be used in the preparation of carbonyl-bridged bithiazole derivatives. Also used as a reagent to synthesize MK-5046, a selective Bombesin receptor subtype-3 agonist used to treat obesity.

Technology Process of 4'-Bromo-2,2,2-trifluoroacetophenone

There total 25 articles about 4'-Bromo-2,2,2-trifluoroacetophenone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

1-(4-bromo-phenyl)-2,2,2-trifluoro-ethanol (80418-12-8,80418-13-9,76911-73-4) → 4'-bromo-2,2,2-trifluoroacetophenone (16184-89-7)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In ethyl acetate; for 20h; Reflux;

DOI:10.1016/j.tetlet.2013.06.045

Reference yield: 73.0%

ethyl trifluoroacetate, (383-63-1) + 4-bromophenyllithium (22480-64-4) → 4'-bromo-2,2,2-trifluoroacetophenone (16184-89-7)

Guidance literature:

In diethyl ether; at -78 - 20 ℃;

DOI:10.1021/jo00231a036

Reference yield: 70.0%

ethyl trifluoroacetate, (383-63-1) + 1.4-dibromobenzene (106-37-6) → 4'-bromo-2,2,2-trifluoroacetophenone (16184-89-7)

Guidance literature:

1.4-dibromobenzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

ethyl trifluoroacetate,; In diethyl ether; at -78 - 20 ℃;

DOI:10.1021/jacs.5b07573

upstream raw materials:

ethyl trifluoroacetate,

4-bromophenyllithium

(4-bromophenyl)magnesium bromide

trifluoroacetic anhydride

Downstream raw materials:

(S)-1-(4-bromophenyl)-2,2,2-trifluoroethan-1-ol

((1-(4-bromophenyl)-2,2-difluorovinyl)oxy)trimethylsilane

1-(4-bromophenyl)-2,2,2-trifluoroethanone oxime

4-[4-(2,2,2-trifluoro-acetyl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 Zhu, Fengxiang,Yang, Guangfu,Zhou, Shaolin,Wu, Xiao-Feng. "Palladium-catalyzed carbonylative coupling of aryl iodides with an organocopper reagent: A straightforward procedure for the synthesis of aryl trifluoromethyl ketones". . p. 57070 - 57074. Retrieved 2016.
• 2、 Campbell, Mark W.,Yuan, Mingbin,Polites, Viktor C.,Gutierrez, Osvaldo,Molander, Gary A.. "Photochemical C-H Activation Enables Nickel-Catalyzed Olefin Dicarbofunctionalization". supporting information. p. 3901 - 3910. Retrieved 2021/04/06.
• 3、 Fujihira, Yamato,Liang, Yumeng,Ono, Makoto,Hirano, Kazuki,Kagawa, Takumi,Shibata, Norio. "Synthesis of trifluoromethyl ketones by nucleophilic trifluoromethylation of esters under a fluoroform/KHMDS/triglyme system". supporting information. p. 431 - 438. Retrieved 2021/03/20.