3'-Bromo-2'-Fluoroacetophenone

Base Information

• Chemical Name: 3'-Bromo-2'-Fluoroacetophenone
• CAS No.: 161957-61-5
• Molecular Formula: C8H6 Br F O
• Molecular Weight: 217.037
• Hs Code.: 2914700090
• European Community (EC) Number: 813-808-0
• DSSTox Substance ID: DTXSID70565737
• Nikkaji Number: J1.792.929A
• Wikidata: Q72455652
• Mol file: 161957-61-5.mol

Synonyms:161957-61-5;1-(3-bromo-2-fluorophenyl)ethanone;3'-Bromo-2'-Fluoroacetophenone;1-(3-bromo-2-fluoro-phenyl)-ethanone;1-(3-bromo-2-fluorophenyl)ethan-1-one;Ethanone, 1-(3-bromo-2-fluorophenyl)-;3/'-Bromo-2/'-Fluoroacetophenone;MFCD09264507;3-Bromo-2-Fluoroacetophenone;1-(3-Bromo-2-fluoro-phenyl)ethanone;2'-Fluoro-3'-bromoacetophenone;SCHEMBL1849109;DTXSID70565737;GSLFYQYBXIVNLS-UHFFFAOYSA-N;CL8651;AKOS005063609;AC-3616;CS-W021214;PB23641;PS-7923;SY018858;AM20050141;A19678;EN300-1910352;(3-Formylpyridin-4-yl)carbamicacidtert-butylester;J-503100;3 inverted exclamation mark -Bromo-2 inverted exclamation mark -fluoroacetophenone

Chemical Property of 3'-Bromo-2'-Fluoroacetophenone

Chemical Property:

• Boiling Point: 252.4±25.0 °C(Predicted)
• Flash Point: 106.5oC
• PSA: 17.07000
• Density: 1.535±0.06 g/cm3(Predicted)
• LogP: 2.79080
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 215.95861
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(3-Bromo-2-fluorophenyl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(C(=CC=C1)Br)F

Technology Process of 3'-Bromo-2'-Fluoroacetophenone

There total 3 articles about 3'-Bromo-2'-Fluoroacetophenone 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: 97.0%

N-methoxy-N-methyl-3-bromo-2-fluorobenzamide (680610-73-5) + methylmagnesium bromide (75-16-1) → 1-(3-bromo-2-fluorophenyl)ethan-1-one (161957-61-5)

Guidance literature:

N-methoxy-N-methyl-3-bromo-2-fluorobenzamide; methylmagnesium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; at -78 - 20 ℃;

With hydrogenchloride; In tetrahydrofuran; diethyl ether; water; at 0 ℃; pH=1;

Reference yield:

1-bromo-2-fluoro-3-(trimethylsilyl)benzene (161957-53-5) → 1-(3-bromo-2-fluorophenyl)ethan-1-one (161957-61-5)

Guidance literature:

acetyl chloride; With aluminum (III) chloride; In dichloromethane; for 0.166667h;

1-bromo-2-fluoro-3-(trimethylsilyl)benzene; In dichloromethane; for 5h;

Reference yield:

o-fluorobromobenzene (1072-85-1) → 1-(3-bromo-2-fluorophenyl)ethan-1-one (161957-61-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / LDA / tetrahydrofuran; hexane / -78 deg C, 30 min; -78 to 5 deg C

2: 75 percent / AlCl₃ / CH₂Cl₂ / 1 h / -78 - -40 °C

With aluminium trichloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;

upstream raw materials:

N-methoxy-N-methyl-3-bromo-2-fluorobenzamide

methylmagnesium bromide

o-fluorobromobenzene

1-bromo-2-fluoro-3-(trimethylsilyl)benzene

Downstream raw materials:

1-(3-Ethyl-2-fluoro-phenyl)-ethanone

C₈H₈BrFO

C₈H₈BrFO

[3-(1,1-difluoroethyl)-2-fluorophenyl]boronic acid

Refernces

• 1、 -. "Thrombopoietin Receptor Agonists". Page/Page column 18. . Retrieved 2010/11/30.
• 2、 -. "2-Alkynyl-and 2-alkenyl-pyrazolo-[4,3-e]-1,2,4-triazolo-[1,5-c]-pyrimidine adenosine A2a receptor antagonists". Page 43. . Retrieved 2008/06/13.