2,2-Dibromo-1,3-diphenylpropane-1,3-dione

Base Information

• Chemical Name: 2,2-Dibromo-1,3-diphenylpropane-1,3-dione
• CAS No.: 16619-55-9
• Molecular Formula: C15H10 Br2 O2
• Molecular Weight: 382.051
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID20493793
• Nikkaji Number: J534.083G
• Wikidata: Q82340739
• Mol file: 16619-55-9.mol

Synonyms:16619-55-9;2,2-Dibromo-1,3-diphenylpropane-1,3-dione;2,2-Dibromo-1,3-diphenyl-1,3-propanedione;1,3-Propanedione, 2,2-dibromo-1,3-diphenyl-;dibromodibenzoylmethane;SCHEMBL7528244;DTXSID20493793;MFCD00068642;AKOS022181467;AS-65811;CS-0324225;D2324;FT-0702365;D90045

Chemical Property of 2,2-Dibromo-1,3-diphenylpropane-1,3-dione

Chemical Property:

• Vapor Pressure: 1.03E-06mmHg at 25°C
• Refractive Index: 1.648
• Boiling Point: 403.2°C at 760 mmHg
• Flash Point: 98.5°C
• PSA: 34.14000
• Density: 1.71g/cm³
• LogP: 4.23830
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 381.90271
• Heavy Atom Count: 19
• Complexity: 308

Purity/Quality:

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

2,2-Dibromo-1,3-diphenyl-1,3-propanedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C(C(=O)C2=CC=CC=C2)(Br)Br

Technology Process of 2,2-Dibromo-1,3-diphenylpropane-1,3-dione

There total 7 articles about 2,2-Dibromo-1,3-diphenylpropane-1,3-dione 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: 90.0%

1,3-diphenylpropanedione (120-46-7,61346-73-4) → 3,3-dibromo-1,3-diphenyl-1,3-propanedione (16619-55-9)

Guidance literature:

With Oxone; ammonium bromide; In methanol; for 30h; regioselective reaction; Reflux;

DOI:10.1016/j.tetlet.2011.11.011

Reference yield: 51.0%

1,3-diphenylpropanedione (120-46-7,61346-73-4) → 3,3-dibromo-1,3-diphenyl-1,3-propanedione (16619-55-9) + 2-bromo-1,3-diphenylpropane-1,3-dione (728-84-7)

Guidance literature:

With oxygen; 1,1-dibromomethane; at 20 ℃; for 2h;

DOI:10.1002/asia.201200322

Reference yield: 25.0%

benzalacetophenone (94-41-7) → 3,3-dibromo-1,3-diphenyl-1,3-propanedione (16619-55-9) + 2-bromo-1,3-diphenylpropane-1,3-dione (728-84-7)

Guidance literature:

benzalacetophenone; With N-Bromosuccinimide; In water; acetonitrile; at 25 - 30 ℃; for 8h;

With oxone; 2-iodo-3,4,5,6-tetramethylbenzoic acid; In water; acetonitrile; at 25 - 30 ℃; for 15h;

DOI:10.1016/j.tet.2017.08.019

upstream raw materials:

(Z)-3-ethoxy-1,3-diphenylprop-2-en-1-one

1,3-diphenylpropanedione

carbon disulfide

(Z)-3-hydroxy-1,3-diphenyl-2-propen-1-one

Downstream raw materials:

1,1-dicyano-2,2-dibenzoyl-3-phenylcyclopropane

4-bromo-phenol

1,3-diphenylpropanedione

1,4-diphenyl-3-pyridin-3-yl-butane-1,2,4-trione

Refernces

• 1、 Zou, Liang-Hua,Li, Yan-Chun,Li, Ping-Gui,Zhou, Jing,Wu, Zhimeng. "Solvent-Controlled α-Monobromination, α,α-Dibromination or Imidation of 1,3-Diketones with N-Bromosuccinimide". supporting information. p. 5639 - 5643. Retrieved 2018/10/05.
• 2、 -. "Preparation method of 2,2-dihalo-1,3-dicarbonyl derivatives". Paragraph 0028. . Retrieved 2016/11/02.