3'-Bromo-4'-methylacetophenone

Base Information

• Chemical Name: 3'-Bromo-4'-methylacetophenone
• CAS No.: 40180-80-1
• Molecular Formula: C9H9BrO
• Molecular Weight: 213.074
• Hs Code.: 2914700090
• European Community (EC) Number: 810-964-1
• DSSTox Substance ID: DTXSID90391313
• Nikkaji Number: J1.946.710D
• Wikidata: Q82188696
• Mol file: 40180-80-1.mol

Synonyms:3'-Bromo-4'-methylacetophenone;40180-80-1;1-(3-bromo-4-methylphenyl)ethanone;MFCD02683854;1-(3-bromo-4-methylphenyl)ethan-1-one;Ethanone, 1-(3-bromo-4-methylphenyl)-;1-(3-bromo-4-methyl-phenyl)ethanone;1-(3-BROMO-4-METHYL-PHENYL)-ETHANONE;1-(3-BROMO-4-METHYLPHENYL)-1-ETHANONE;SCHEMBL407154;DTXSID90391313;PDJLFESXPVLVMR-UHFFFAOYSA-N;3/'-Bromo-4/'-methylacetophenone;BCP21854;AKOS015913125;3'-Bromo-4'-methylacetophenone, 97%;AM807462;AS-40385;SY052828;B4758;CS-0099378;FT-0639618;EN300-85842;A824960;J-200052;Boronicacid,(2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizin-9-yl)-(9CI);3 inverted exclamation mark -Bromo-4 inverted exclamation mark -methylacetophenone

Chemical Property of 3'-Bromo-4'-methylacetophenone

Chemical Property:

• Vapor Pressure: 0.00406mmHg at 25°C
• Melting Point: 42-46 °C(lit.)
• Refractive Index: 1.548
• Boiling Point: 279.3 °C at 760 mmHg
• Flash Point: 85.5 °C
• PSA: 17.07000
• Density: 1.388 g/cm³
• LogP: 2.96010
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 211.98368
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

98%, ^*data from raw suppliers

3''-Bromo-4''-methylacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)C(=O)C)Br
• Uses: 3''-Bromo-4''-methylacetophenone is used as a starting material in the synthesis of mansonone E which is used to make mansonone E dervivatives. These derivatives are potent inhibitors of topoisomerase II (Topo II) and topoisomerase I (Topo I) and are also potent antitumor agents. 3''-Bromo-4''-methylacetophenone is also used as a reagent in the synthesis of BAF312, Siponimod which has been tested in the treatment of patients suffering from relapsing-remitting multiple sclerosis.

Technology Process of 3'-Bromo-4'-methylacetophenone

There total 9 articles about 3'-Bromo-4'-methylacetophenone 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: 93.0%

para-methylacetophenone (122-00-9) → 3-bromo-4-methylacetophenone (40180-80-1)

Guidance literature:

para-methylacetophenone; With aluminum (III) chloride; In dichloromethane; at 0 ℃; for 0.666667h; Inert atmosphere; Schlenk technique; Glovebox;

With bromine; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere; Schlenk technique; Glovebox;

Reference yield:

CH3C6H4CH(CH3)OH (536-50-5) → 3-bromo-4-methylacetophenone (40180-80-1) + 1-(3-bromo-4-methylphenyl)ethanol (65189-93-7) + para-methylacetophenone (122-00-9) + 4-(bromoacetyl)toluene (619-41-0)

Guidance literature:

With sodium bromate; sulfuric acid; sodium bromide; In water; at 33 - 35 ℃; for 0.25h; Microwave irradiation;

DOI:10.1016/j.tetlet.2010.10.009

Reference yield:

CH3C6H4CH(CH3)OH (536-50-5) → 3-bromo-4-methylacetophenone (40180-80-1) + 2-bromo-1-(p-tolyl)ethanol (60655-81-4) + para-methylacetophenone (122-00-9) + 4-(bromoacetyl)toluene (619-41-0)

Guidance literature:

With sodium bromate; sulfuric acid; sodium bromide; In water; at 60 ℃; for 0.0833333h; Microwave irradiation;

DOI:10.1016/j.tetlet.2010.10.009

upstream raw materials:

1-(3-amino-4-methylphenyl)ethanone

para-methylacetophenone

2-bromo-p-cymene

1-(4-methyl-3-nitro-phenyl)-ethanone

Downstream raw materials:

1-(3-bromo-4-methylphenyl)ethanol

3-bromo-4-methylstyrene

3-(diphenylphosphino)-4-methylstyrene

C₁₁H₁₁BrN₂