1-(4-Bromophenyl)-3-phenylpropane-1,3-dione

Base Information

• Chemical Name: 1-(4-Bromophenyl)-3-phenylpropane-1,3-dione
• CAS No.: 25856-01-3
• Molecular Formula: C15H11BrO2
• Molecular Weight: 303.155
• DSSTox Substance ID: DTXSID00445194
• Nikkaji Number: J1.265.445F
• Wikidata: Q82263546
• Mol file: 25856-01-3.mol

Synonyms:1-(4-bromophenyl)-3-phenylpropane-1,3-dione;25856-01-3;1-(4-Bromophenyl)-3-phenyl-1,3-propanedione;p-bromodibenzoylmethane;SCHEMBL751516;DTXSID00445194;alpha-Benzoyl-4'-bromoacetophenone;AKOS009304658;AB90877;CS-0259035;FT-0766650;EN300-72136;Z381218830

Chemical Property of 1-(4-Bromophenyl)-3-phenylpropane-1,3-dione

Chemical Property:

• Melting Point: 94 °C
• Boiling Point: 443.3±30.0 °C(Predicted)
• PKA: 8.66±0.12(Predicted)
• PSA: 34.14000
• Density: 1.422±0.06 g/cm3(Predicted)
• LogP: 3.90480
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 301.99424
• Heavy Atom Count: 18
• Complexity: 300

Purity/Quality:

99% ^*data from raw suppliers

1-(4-Bromophenyl)-3-phenylpropane-1,3-dione 95% ^*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)CC(=O)C2=CC=C(C=C2)Br

Technology Process of 1-(4-Bromophenyl)-3-phenylpropane-1,3-dione

There total 30 articles about 1-(4-Bromophenyl)-3-phenylpropane-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: 87.0%

2-oxo-2-phenylethyl 2-(4-bromophenyl)-2-oxoacetate → 1-(4-bromophenyl)-3-phenylpropane-1,3-dione (25856-01-3)

Guidance literature:

With tetrabutylammomium bromide; In 1-methyl-pyrrolidin-2-one; at 140 ℃; for 8h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201409361

Reference yield: 85.8%

C18H13BrN2O → 1-(4-bromophenyl)-3-phenylpropane-1,3-dione (25856-01-3)

Guidance literature:

With potassium hydroxide; at 20 ℃; for 2h;

Reference yield: 85.0%

4-methoxycarbonylphenyl bromide (619-42-1) + acetophenone (98-86-2) → 1-(4-bromophenyl)-3-phenylpropane-1,3-dione (25856-01-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 40 ℃; for 17h;

DOI:10.1002/ejic.201801118

upstream raw materials:

2-bromo-3,3-dimethoxy-1,3-diphenyl-propan-1-one

methanol

acetic acid

1-(4-bromo-phenyl)-3,3-dimethoxy-3-phenyl-propan-1-one

Downstream raw materials:

(4-Bromo-phenyl)-(2-phenyl-[1,8]naphthyridin-3-yl)-methanone

2-(4'-bromophenyl)-1,8-naphthyridine

5-(p-bromophenyl)-3-phenyl-2-isoxazole

3-(4-bromophenyl)-5-phenylisoxazole

Refernces

• 1、 Sun, Dong-Wei,Jiang, Min,Liu, Jin-Tao. "Novel Bifunctionalization of Activated Methylene: Base-Promoted Trifluoromethylthiolation of β-Diketones with Trifluoromethanesulfinyl Chloride". supporting information. p. 10797 - 10802. Retrieved 2019/07/03.
• 2、 Chen, Pei,Zhang, Qian-Qian,Guo, Jia,Chen, Lu-Lu,Wang, Yan-Bo,Zhang, Xiao. "An effective preparation of both 1,3-diketones and nitriles from alkynones with oximes as hydroxide sources". . p. 6958 - 6966. Retrieved 2018/10/02.