2-Bromo-4'-methylacetophenone

Base Information

• Chemical Name: 2-Bromo-4'-methylacetophenone
• CAS No.: 619-41-0
• Molecular Formula: C9H9BrO
• Molecular Weight: 213.074
• Hs Code.: 29147000
• European Community (EC) Number: 210-595-0
• NSC Number: 63192
• UNII: 7DX9QRY7DP
• DSSTox Substance ID: DTXSID40210929
• Nikkaji Number: J95.050E
• Wikidata: Q72446530
• ChEMBL ID: CHEMBL142824
• Mol file: 619-41-0.mol

Synonyms:Acetophenone,2-bromo-4'-methyl- (6CI,7CI,8CI);2-Bromo-1-(4-methylphenyl)ethan-1-one;2-Bromo-1-(4-methylphenyl)ethanone;2-Bromo-1-(4-tolyl)ethanone;2-Bromo-1-(p-methylphenyl)ethanone;2-Bromo-1-(p-tolyl)ethanone;2-Bromo-4'-methylacetophenone;2-Bromo-p-methylacetophenone;4-Methyl-a-bromoacetophenone;4-Methylphenacyl bromide;4'-Methyl-2-bromoacetophenone;Bromomethyl 4-methylphenylketone;Bromomethyl p-tolyl ketone;NSC 63192;p-Methyl-a-bromoacetophenone;p-Methyl-w-bromoacetophenone;p-Methylphenacyl bromide;a-Bromo-4'-methylacetophenone;a-Bromo-p-methylacetophenone;w-Bromo-p-methylacetophenone;

Chemical Property of 2-Bromo-4'-methylacetophenone

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Melting Point: 45-49 °C(lit.)
• Refractive Index: n20/D 1.528(lit.)
• Boiling Point: 263.6 °C at 760 mmHg
• Flash Point: 74.4 °C
• PSA: 17.07000
• Density: 1.416 g/cm³
• LogP: 2.57260
• Storage Temp.: -20?C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 211.98368
• Heavy Atom Count: 11
• Complexity: 137

Purity/Quality:

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

2-Bromo-4’-methylacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-27-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)CBr
• Uses: 2-Bromo-4′-methylacetophenone was used in the general fluorous thiol quenching method. It was also used in the preparation of hydroxyquinolinone and N-derivatized carboxamides.

Technology Process of 2-Bromo-4'-methylacetophenone

There total 37 articles about 2-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: 99.0%

1-(1-bromoethenyl)-4-methylbenzene (51270-89-4) → 4-(bromoacetyl)toluene (619-41-0)

Guidance literature:

With iron(III) trifluoromethanesulfonate; 2-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)-6-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)pyridine; oxygen; In 1,2-dichloro-ethane; at 75 ℃; for 16h; under 760.051 Torr; chemoselective reaction; Green chemistry;

DOI:10.1021/jacs.5b03956

Reference yield: 99.0%

2-Bromoacetyl bromide (598-21-0) + toluene (108-88-3,15644-74-3,16713-13-6) → 4-(bromoacetyl)toluene (619-41-0)

Guidance literature:

With aluminium trichloride; In 1,2-dichloro-ethane; for 4h; Ambient temperature;

DOI:10.3987/com-97-7820

Reference yield: 95.0%

1-(2-bromoethynyl)-4-methylbenzene (33491-05-3) → 4-(bromoacetyl)toluene (619-41-0)

Guidance literature:

With water; silver fluoride; trifluoroacetic acid; at 40 ℃; for 6h; Green chemistry;

DOI:10.1016/j.tetlet.2014.01.027

upstream raw materials:

2-Bromoacetyl bromide

toluene

para-methylacetophenone

3-Bromomethyl-4,4-dimethyl-3-p-tolyl-[1,2]dioxetane

Downstream raw materials:

2-morpholin-4-yl-1-p-tolyl-ethanone

p-methylphenacyl-α-picolinium bromide

7-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine

2,6-dimethyl-4-(4-methyl-phenacylmercapto)-pyrylium; bromide

Refernces

• 1、 Wang, Zhihui,Wang, Lei,Wang, Zhiming,Li, Pinhua,Zhang, Yicheng. "A practical synthesis of α-bromo/iodo/chloroketones from olefins under visible-light irradiation conditions". supporting information. p. 429 - 432. Retrieved 2020/02/29.
• 2、 Hassan, Abdelfattah,Badr, Mohamed,Hassan, Heba A.,Abdelhamid, Dalia,Abuo‐Rahma, Gamal El‐Din A.. "Novel 4-(piperazin-1-yl)quinolin-2(1H)-one bearing thiazoles with antiproliferative activity through VEGFR-2-TK inhibition". . . Retrieved 2021/05/10.