1-(5-Bromo-2-hydroxyphenyl)-3-phenyl-1,3-propanedione

Base Information

• Chemical Name: 1-(5-Bromo-2-hydroxyphenyl)-3-phenyl-1,3-propanedione
• CAS No.: 5067-24-3
• Molecular Formula: C15H11 Br O3
• Molecular Weight: 319.155
• Hs Code.: 2914700090
• European Community (EC) Number: 623-517-9
• DSSTox Substance ID: DTXSID50352945
• Nikkaji Number: J2.214.392A
• Wikidata: Q82130381
• Mol file: 5067-24-3.mol

Synonyms:5067-24-3;1-(5-bromo-2-hydroxyphenyl)-3-phenylpropane-1,3-dione;1-(5-Bromo-2-hydroxyphenyl)-3-phenyl-1,3-propanedione;SCHEMBL1528406;DTXSID50352945;QKZDINXTJFUKGF-UHFFFAOYSA-N;AKOS024370895

Chemical Property of 1-(5-Bromo-2-hydroxyphenyl)-3-phenyl-1,3-propanedione

Chemical Property:

• Vapor Pressure: 4.81E-10mmHg at 25°C
• Melting Point: 100-103 °C(lit.)
• Boiling Point: 480.5°Cat760mmHg
• Flash Point: 244.4°C
• PSA: 54.37000
• Density: 1.554g/cm³
• LogP: 3.61040
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 317.98916
• Heavy Atom Count: 19
• Complexity: 336

Purity/Quality:

98%Min ^*data from raw suppliers

1-(5-Bromo-2-hydroxyphenyl)-3-phenylpropane-1,3-dione 97% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(5-Bromo-2-hydroxyphenyl)-3-phenyl-1,3-propanedione

There total 10 articles about 1-(5-Bromo-2-hydroxyphenyl)-3-phenyl-1,3-propanedione 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: 84.0%

5'-bromo-2'-benzoyloxy-acetophenone (4010-28-0) → 1-(5-bromo-2-hydroxyphenyl)-3-phenyl-1,3-propanedione (5067-24-3)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃;

DOI:10.1246/cl.2007.522

Reference yield: 82.0%

2-(dimethyl(oxo)-λ6-sulfaneylidene)-1-phenylethan-1-one (20718-17-6) + 5-bromosalicyclaldehyde (1761-61-1) → 1-(5-bromo-2-hydroxyphenyl)-3-phenyl-1,3-propanedione (5067-24-3)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate; In 1,2-dichloro-ethane; at 90 ℃; for 24h;

DOI:10.1002/adsc.201900276

Reference yield: 63.0%

benzoic acid ethyl ester (93-89-0,99341-95-4) + 5-Bromo-2-hydroxyacetophenone (1450-75-5) → 1-(5-bromo-2-hydroxyphenyl)-3-phenyl-1,3-propanedione (5067-24-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 70 ℃; for 2h;

DOI:10.1021/acs.orglett.7b01531

upstream raw materials:

5'-bromo-2'-benzoyloxy-acetophenone

5-Bromo-2-hydroxyacetophenone

benzoyl chloride

acetyl chloride

Downstream raw materials:

6-(5-bromo-2-hydroxy-phenyl)-2-hydrazino-4-phenyl-nicotinonitrile

6-(5-bromo-2-hydroxy-phenyl)-2-chloro-4-phenyl-nicotinonitrile

3,6-dibromo-Flavone

6-(5-bromo-2-hydroxyphenyl)-2-oxo-4-phenyl-1,2-dihydropyridine-3-carbonitrile

Refernces

• 1、 Chen, Juncheng,Chiang, Cheng-Ming,He, Gu,Liu, Bo,Liu, Jie,Ouyang, Liang,Tang, Pan,Wang, Guan,Yang, Chengcan,Ye, Tinghong,Zhang, Jifa,Zhang, Jin,Zou, Ling. "Discovery of Novel Dual-Target Inhibitor of Bromodomain-Containing Protein 4/Casein Kinase 2 Inducing Apoptosis and Autophagy-Associated Cell Death for Triple-Negative Breast Cancer Therapy". . p. 18025 - 18053. Retrieved 2022/01/03.
• 2、 Han, Jie,Wang, Tao,Liang, Yong,Li, Ying,Li, Chenchen,Wang, Rui,Feng, Siqi,Zhang, Zunting. "Transition-Metal-Free Photoinduced Intramolecular Annulation of 2,3-Di(hetero)arylchromen-4-one". supporting information. p. 3552 - 3555. Retrieved 2017/07/17.