DIBROMOACETOPHENONE

Base Information

• Chemical Name: DIBROMOACETOPHENONE
• CAS No.: 13665-04-8
• Molecular Formula: C8H6Br2O
• Molecular Weight: 277.943
• Hs Code.: 2914700090
• Mol file: 13665-04-8.mol

Synonyms:2,2-dibromo-acetophenone;DIBROMOACETOPHENONE;1,1-dibromoacetophenone;2,2-dibromo-1-phenyl-ethanone;Ethanone, 2,2-dibromo-1-phenyl-;Ethanone,2,2-dibromo-1-phenyl;

Chemical Property of DIBROMOACETOPHENONE

Chemical Property:

• Melting Point: 36.5°C
• Refractive Index: 1.5560 (estimate)
• PSA: 17.07000
• Density: 1.7855 (rough estimate)
• LogP: 2.98520

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DIBROMOACETOPHENONE

There total 63 articles about DIBROMOACETOPHENONE 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: 94.0%

acetophenone (98-86-2) → 2,2-dibromoacetophenone (13665-04-8) + α-bromoacetophenone (70-11-1)

Guidance literature:

With N-Bromosuccinimide; In methanol; at 60 - 65 ℃; for 0.3h; Solvent; Temperature; Time;

DOI:10.1080/00397911.2012.725264

Reference yield: 81.0%

ethylbenzene (100-41-4,27536-89-6) → 2,2-dibromoacetophenone (13665-04-8) + α-bromoacetophenone (70-11-1)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); water; In ethyl acetate; at 60 ℃; for 4h; Reagent/catalyst; Solvent;

DOI:10.1021/acs.orglett.6b00048

Reference yield: 73.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) → 2,2-dibromoacetophenone (13665-04-8) + α-bromoacetophenone (70-11-1) + (1,2-dibromoethyl)benzene (102921-26-6,93-52-7)

Guidance literature:

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; In 1,4-dioxane; water; at 80 ℃; for 2h; Solvent;

DOI:10.1016/j.tetlet.2016.12.088

upstream raw materials:

phenyl(tribromomethyl)carbinol

phenylacetylene

acetophenone

α-bromoacetophenone

Downstream raw materials:

phenylglyoxal hydrate

Ethyl 2-phenylethanoate

ethyl 2,4-diphenyl-2,3-butadienoate

ethyl 2,4-diphenyl-3-oxobutanoate

Refernces

• 1、 Conte, Valeria,Floris, Barbara,Galloni, Pierluca,Silvagni, Adriano. "Oxybromination of ethynylbenzene catalysed by molybdenum complexes in organic solvent and in ionic liquids". . p. 1341 - 1344. Retrieved 2005.
• 2、 Taylor. "-". . p. 304,305. Retrieved 1937.
• 3、 Zhang, Zhenlei,Yang, Jiusi,Wu, Kairui,Yu, Renjie,Bu, Jiping,Huang, Zijun,Li, Shaoke,Ma, Xiantao. "Access to α,α-dihaloacetophenones through anodic C[dbnd]C bond cleavage in enaminones". . . Retrieved 2021/12/20.
• 4、 Tu, Dewei,Luo, Juan,Jiang, Wengao,Tang, Qiang. "Solvent-free preparation of α,α-dichloroketones with sulfuryl chloride". supporting information. . Retrieved 2021/09/15.