5'-Chloro-2'-hydroxypropiophenone

Base Information

• Chemical Name: 5'-Chloro-2'-hydroxypropiophenone
• CAS No.: 2892-16-2
• Molecular Formula: C9H9ClO2
• Molecular Weight: 184.622
• Hs Code.: 2914700090
• European Community (EC) Number: 640-810-7
• NSC Number: 157733
• DSSTox Substance ID: DTXSID50303290
• Wikidata: Q82048482
• Mol file: 2892-16-2.mol

Synonyms:5'-chloro-2'-hydroxypropiophenone;2892-16-2;1-(5-chloro-2-hydroxyphenyl)propan-1-one;MFCD00218579;1-Propanone,1-(5-chloro-2-hydroxyphenyl)-;NSC157733;SCHEMBL2070612;DTXSID50303290;IVNYWGRYCXKHDW-UHFFFAOYSA-N;HMS1788F17;CAA89216;5'-chloro-2'-hydroxy-propiophenone;AKOS000299342;NSC-157733;AM803642;NS-01659;SY129597;1-(5-chloro-2-hydroxyphenyl)-1-propanone;CS-0144564;FT-0634534;1-Propanone, 1-(5-chloro-2-hydroxyphenyl)-;EN300-10779;W10407;A819674;Z56347600;5 inverted exclamation mark -Chloro-2 inverted exclamation mark -hydroxypropiophenone

Chemical Property of 5'-Chloro-2'-hydroxypropiophenone

Chemical Property:

• Vapor Pressure: 0.00163mmHg at 25°C
• Melting Point: 55-57 °C
• Refractive Index: 1.558
• Boiling Point: 285.4 °C at 760 mmHg
• Flash Point: 126.4 °C
• PSA: 37.30000
• Density: 1.248 g/cm³
• LogP: 2.63830
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 184.0291072
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

98%min ^*data from raw suppliers

1-(5-chloro-2-hydroxyphenyl)propan-1-one ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)C1=C(C=CC(=C1)Cl)O

Technology Process of 5'-Chloro-2'-hydroxypropiophenone

There total 3 articles about 5'-Chloro-2'-hydroxypropiophenone 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: 92.0%

propionic acid (802294-64-0,79-09-4) + 4-chloro-phenol (106-48-9,82344-39-6) → 5'-chloro-2'-hydroxypropiophenone (2892-16-2)

Guidance literature:

With titanium tetrachloride; In neat (no solvent); at 100 ℃; for 6h; Inert atmosphere;

DOI:10.1039/c4ob01743a

Reference yield: 77.0%

4-chlorophenyl propionate (61469-49-6) → 5'-chloro-2'-hydroxypropiophenone (2892-16-2)

Guidance literature:

With aluminum (III) chloride; at 80 - 150 ℃; for 3h; Enzymatic reaction;

DOI:10.1016/j.ejmech.2019.05.040

Reference yield:

4-chloro-phenol (106-48-9,82344-39-6) → 5'-chloro-2'-hydroxypropiophenone (2892-16-2)

Guidance literature:

Multi-step reaction with 2 steps

2: aluminium chloride / 130 - 140 °C

With aluminium trichloride;

upstream raw materials:

4-chlorophenyl propionate

propionic acid

4-chloro-phenol

Downstream raw materials:

1-[5-Chloro-2-(2,3-dihydroxy-propoxy)-phenyl]-propan-1-one

ethyl 2-(4-chloro-2-propionylphenoxy)acetate

2-chloroxanthen-9-one

3-bromo-5-chloro-2-hydroxypropiophenone

Refernces

• 1、 Youssif, Bahaa G.M.,Mohamed, Ashraf M.,Osman, Essam Eldin A.,Abou-Ghadir, Ola F.,Elnaggar, Dina H.,Abdelrahman, Mostafa H.,Treamblu, Laurent,Gomaa, Hesham A.M.. "5-Chlorobenzofuran-2-carboxamides: From allosteric CB1 modulators to potential apoptotic antitumor agents". . p. 1 - 11. Retrieved 2019/05/27.
• 2、 Lokhande, Pradeep D.,Hasanzadeh, Kamal,Khaledi, Hamid,Ali, Hapipah Mohd. "Regioselective synthesis of 3,5-diaryl-4-methylisoxazoles". . p. 237 - 245. Retrieved 2013/07/27.