2'-Hydroxy-3-phenylpropiophenone

Base Information

• Chemical Name: 2'-Hydroxy-3-phenylpropiophenone
• CAS No.: 3516-95-8
• Molecular Formula: C15H14O2
• Molecular Weight: 226.275
• Hs Code.: 2914501900
• European Community (EC) Number: 222-521-4
• UNII: 0VE7O0Z9NZ
• DSSTox Substance ID: DTXSID3074658
• Nikkaji Number: J31.125A
• Wikidata: Q27231165
• ChEMBL ID: CHEMBL490143
• Mol file: 3516-95-8.mol

Synonyms:2'-Hydroxy-3-phenylpropiophenone;3516-95-8;1-(2-Hydroxyphenyl)-3-phenylpropan-1-one;1-Propanone, 1-(2-hydroxyphenyl)-3-phenyl-;o-Hydroxy-beta-phenyl propiophenone;EINECS 222-521-4;Propafenone EP Impurity A;UNII-0VE7O0Z9NZ;0VE7O0Z9NZ;CHEMBL490143;1-(2-Hydroxy-phenyl)-3-phenyl-propan-1-one;o-Hydroxy-.beta.-phenyl propiophenone;SCHEMBL2827303;DTXSID3074658;2-Hydroxyphenyl Phenethyl Ketone;JCPGMXJLFWGRMZ-UHFFFAOYSA-;2/'-Hydroxy-3-phenylpropiophenone;2'-Hydroxy-beta-phenylpropiophenone;BDBM50250379;MFCD00002221;2-Hydroxyphenyl 2-Phenylethyl Ketone;AKOS009075984;2-HYDROXY-3-PHENYLPROPIOPHENONE;AC-5612;CS-O-13601;CS-T-28295;2'-Hydroxy-3-phenylpropiophenone, 97%;AS-14482;1-(2-Hydroxyphenyl)-3-phenyl-1-propanone;.BETA.-PHENYL-2-HYDROXYPROPIOPHENONE;A6178;FT-0634886;H1313;1-Propanone, 1-(2-hydroxyphenyl)-2-phenyl-;EN300-22391;H10379;A890149;W-106689;Q27231165;Z147642450;PROPAFENONE HYDROCHLORIDE IMPURITY A [EP IMPURITY]

Chemical Property of 2'-Hydroxy-3-phenylpropiophenone

Chemical Property:

• Appearance/Colour: Slightly yellow crystals
• Melting Point: 36-37 °C(lit.)
• Refractive Index: n20/D 1.5968(lit.)
• Boiling Point: 381.1 °C at 760 mmHg
• PKA: 8.07±0.30(Predicted)
• Flash Point: 162.7 °C
• PSA: 37.30000
• Density: 1.15 g/cm³
• LogP: 3.20770
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Dichloromethane (Slightly), Ethyl Acetate (Slightly), Eth
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 226.099379685
• Heavy Atom Count: 17
• Complexity: 243

Purity/Quality:

99% ^*data from raw suppliers

2’-Hydroxy-3-phenylpropiophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCC(=O)C2=CC=CC=C2O
• Uses: A metabolite of Propafenone (P757500). 2’-Hydroxy-3-phenylpropiophenone (Propafenone EP Impurity A; Propafenone BP Impurity A; Propafenone USP Impurity A) is a metabolite of Propafenone (P757500).

Technology Process of 2'-Hydroxy-3-phenylpropiophenone

There total 59 articles about 2'-Hydroxy-3-phenylpropiophenone 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: 99.0%

(E)-2'-hydroxy-chalcone (888-12-0) → 2'-hydroxy-3-phenylpropiophenone (3516-95-8)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In tetrahydrofuran; methanol; at 20 ℃; for 0.55h;

Reference yield: 98.0%

1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one (1214-47-7) → 2'-hydroxy-3-phenylpropiophenone (3516-95-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In dichloromethane; at 20 ℃; for 6h; under 760.051 Torr; Time; Catalytic behavior;

DOI:10.1002/adsc.202000892

Reference yield: 98.0%

phenethylmagnesium chloride (90878-19-6) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → 2'-hydroxy-3-phenylpropiophenone (3516-95-8)

Guidance literature:

salicylic acid; With tert-butylmagnesium chloride; In tetrahydrofuran; toluene; at 0 ℃; for 0.25h; Inert atmosphere;

phenethylmagnesium chloride; With diisopropylaminomagnesium chloride lithium chloride; In tetrahydrofuran; toluene; at 0 - 20 ℃; for 14.25h; Inert atmosphere; Sonication;

DOI:10.1021/acs.orglett.9b02899

upstream raw materials:

Flavanone

2-hydroxychalcone

2-(5-phenyl-4,5-dihydroisoxazol-3-yl)phenol

(E)-2'-hydroxy-chalcone

Downstream raw materials:

1-(2-hydroxyphenyl)-3-phenyl-1-propanol

1-[2-(2-dimethylamino-ethoxy)-phenyl]-3-phenyl-propan-1-one

etafenone

6-phenethyl-3,4-dihydro-2H-benzo[b][1,5]oxazocin-3-ol

Refernces

• 1、 Gomes, Kaio S.,da Costa-Silva, Thais A.,Oliveira, Igor H.,Aguilar, Andrea M.,Oliveira-Silva, Diogo,Uemi, Miriam,Silva, Wender A.,Melo, Lennine R.,Andrade, Carlos Kleber Z.,Tempone, Andre G.,Baldim, Jo?o L.,Lago, Jo?o Henrique G.. "Structure-activity relationship study of antitrypanosomal chalcone derivatives using multivariate analysis". . p. 1459 - 1462. Retrieved 2019.
• 2、 Noshita, Toshiro,Fujita, Kentaro,Koga, Takeru,Ouchi, Hidekazu,Tai, Akihiro. "Synthesis and biological activity of (±)-7,3′,4′-trihydroxyhomoisoflavan and its analogs". . . Retrieved 2020/11/13.
• 3、 Nitschke, Marcia,Porto, André Luiz Meleiro,de Matos, Iara Lisboa. "B regioselective and chemoselective biotransformation of 2′-hydroxychalcone derivatives by marine-derived fungi". . . Retrieved 2021/08/06.