2-Bromophenylacetone

Base Information

• Chemical Name: 2-Bromophenylacetone
• CAS No.: 21906-31-0
• Molecular Formula: C9H9BrO
• Molecular Weight: 213.074
• Hs Code.: 29143990
• DSSTox Substance ID: DTXSID40370118
• Nikkaji Number: J515.580K
• Wikidata: Q72449135
• Mol file: 21906-31-0.mol

Synonyms:2-Bromophenylacetone;21906-31-0;1-(2-bromophenyl)propan-2-one;2-Propanone, 1-(2-bromophenyl)-;1-(2-Bromophenyl)-2-propanone;1-(2-BROMOPHENYL)ACETONE;MFCD03410431;(2-Bromophenyl)acetone;1-Acetonyl-2-bromobenzene;2-bromophenyl-2-propanone;SCHEMBL1699412;2-bromophenylacetone, AldrichCPR;DTXSID40370118;TZIAZLUAMDLDJF-UHFFFAOYSA-N;1-(2-bromophenyl) propane-2-one;AMY33488;AKOS005259873;AC-5629;CS-W007949;DS-1162;SY011510;A4691;B3842;FT-0663831;EN300-173748

Chemical Property of 2-Bromophenylacetone

Chemical Property:

• Appearance/Colour: Clear colorless to yellow liquid
• Vapor Pressure: 0.0119mmHg at 25°C
• Refractive Index: 1.5575-1.5595
• Boiling Point: 260.925 °C at 760 mmHg
• Flash Point: 72.458 °C
• PSA: 17.07000
• Density: 1.401 g/cm³
• LogP: 2.58060
• Storage Temp.: -20?C Freezer
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 211.98368
• Heavy Atom Count: 11
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

2-Bromophenylacetone >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-52
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC1=CC=CC=C1Br

Technology Process of 2-Bromophenylacetone

There total 14 articles about 2-Bromophenylacetone 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: 79.0%

2-bromophenylacetyl chloride (55116-09-1) + methyllithium (917-54-4) → 1-(2-bromophenyl)propane-2-one (21906-31-0)

Guidance literature:

methyllithium; With copper(l) iodide; In diethyl ether; Petroleum ether; for 0.0833333h; cooling;

2-bromophenylacetyl chloride; In diethyl ether; Petroleum ether; at -78 ℃; for 0.5h; Further stages.;

DOI:10.1021/ja0284308

Reference yield: 56.0%

Isopropenyl acetate (108-22-5) + 2,3-dibromobenzene (583-53-9) → 1-(2-bromophenyl)propane-2-one (21906-31-0)

Guidance literature:

With tributyltin methoxide; dichlorobis(tri-O-tolylphosphine)palladium; In toluene; at 100 ℃; for 5h; three molar excess of dibromobenzene;

Reference yield: 47.0%

→ 1-(2-bromophenyl)propane-2-one (21906-31-0)

Guidance literature:

upstream raw materials:

2-bromo-β-methyl-β-nitrostyrene

2-bromophenylacetyl chloride

dimethylcadmium

bromobenzene

Downstream raw materials:

1-(2-bromophenyl)-2-propanol

Refernces

• 1、 Mahecha-Mahecha, Camilo,Lecornué, Frédéric,Akinari, Sumita,Charote, Thomas,Gamba-Sánchez, Diego,Ohwada, Tomohiko,Thibaudeau, Sébastien. "Sequential Suzuki-Miyaura Coupling/Lewis Acid-Catalyzed Cyclization: An Entry to Functionalized Cycloalkane-Fused Naphthalenes". . p. 6267 - 6271. Retrieved 2020/09/02.
• 2、 Hisano, Naoya,Kamei, Yuto,Kansaku, Yaoki,Yamanaka, Masahiro,Mori, Keiji. "Construction of 1,3-Dithio-Substituted Tetralins by [1,5]-Alkylthio Group Transfer Mediated Skeletal Rearrangement". . p. 4223 - 4226. Retrieved 2018/07/29.