2-Chloro-1-(4-hydroxyphenyl)ethanone

Base Information

• Chemical Name: 2-Chloro-1-(4-hydroxyphenyl)ethanone
• CAS No.: 6305-04-0
• Molecular Formula: C8H7 Cl O2
• Molecular Weight: 170.595
• Hs Code.: 2914700090
• European Community (EC) Number: 228-613-0
• NSC Number: 41671
• DSSTox Substance ID: DTXSID3075258
• Nikkaji Number: J71.688J
• Wikidata: Q72451731
• Mol file: 6305-04-0.mol

Synonyms:2-Chloro-1-(4-hydroxyphenyl)ethanone;6305-04-0;2-Chloro-4'-hydroxyacetophenone;2-Chloro-1-(4-hydroxyphenyl)ethan-1-one;2-Chloro-1-(4-hydroxy-phenyl)-ethanone;Chlorophenacyle;Ethanone, 2-chloro-1-(4-hydroxyphenyl)-;4'-hydroxy-2-chloroacetophenone;p-(Chloroacetyl)phenol;p-Hydroxyphenacyl chloride;4-Hydroxyphenacyl chloride;EINECS 228-613-0;BRN 2086326;Acetophenone, 2-chloro-4'-hydroxy- (6CI,7CI);4-08-00-00349 (Beilstein Handbook Reference);p-chloroacetylphenol;SCHEMBL2968369;DTXSID3075258;NSC41671;Acetophenone, 2-chloro-4'-hydroxy-;AM1108;MFCD00229893;NSC 41671;NSC-41671;AKOS000118392;CS-W017674;2-Chloro-1-(4-hydroxyphenyl)ethanone #;CS-15569;LS-67246;BB 0259289;FT-0651189;EN300-14665;A834186;Z104378296

Chemical Property of 2-Chloro-1-(4-hydroxyphenyl)ethanone

Chemical Property:

• Vapor Pressure: 5.48E-05mmHg at 25°C
• Melting Point: 145-146 °C
• Refractive Index: 1.571
• Boiling Point: 337.1 ºC at 760 mmHg
• PKA: 7.72±0.15(Predicted)
• Flash Point: 157.7 ºC
• PSA: 37.30000
• Density: 1.304 g/cm3
• LogP: 1.81370
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 170.0134572
• Heavy Atom Count: 11
• Complexity: 139

Purity/Quality:

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

2-Chloro-1-(4-hydroxy-phenyl)-ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)CCl)O
• Uses: 2-Chloro-1-(4-hydroxy-phenyl)-ethanone is a reagent that is used in the preparation of hydroxypyrimidine derivatives and their HDAC (histone deacetylases) inhibitory activity.

Technology Process of 2-Chloro-1-(4-hydroxyphenyl)ethanone

There total 15 articles about 2-Chloro-1-(4-hydroxyphenyl)ethanone 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: 95.0%

4-Hydroxyacetophenone (99-93-4) → p-hydroxyphenacyl chloride (6305-04-0)

Guidance literature:

With N,N,N-trimethylbenzenemethanaminium dichloroiodate; In methanol; 1,2-dichloro-ethane; for 10h; Heating;

DOI:10.1055/s-1988-27633

Reference yield: 94.0%

chloroacetyl chloride (79-04-9) + phenol (108-95-2,27073-41-2) → p-hydroxyphenacyl chloride (6305-04-0)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 - 30 ℃; for 7h; Solvent;

Reference yield: 85.0%

2-chloro-1-(4-chloroacetoxy-phenyl)-ethanone (868746-76-3) → p-hydroxyphenacyl chloride (6305-04-0)

Guidance literature:

With sodium hydroxide; In methanol; water; at 0 - 20 ℃; for 0.5h;

upstream raw materials:

phenyl chloroacetate

methoxybenzene

chloroacetyl chloride

phenol

Downstream raw materials:

2-chloro-1-(4-methoxyphenyl)ethanone

1-(4-hydroxy-phenyl)-2-morpholin-4-yl-ethanone

1-(4-hydroxy-phenyl)-2-methylamino-ethanone

2-(dibenzylamino)-1-(4-hydroxyphenyl)ethanone

Refernces

• 1、 -. "Synthesis method for preparing metoprolol intermediate". Paragraph 0012. . Retrieved 2017/12/27.
• 2、 Bisogno, Fabricio R.,Lavandera, Ivan,Kroutil, Wolfgang,Gotor, Vicente. "Tandem concurrent processes: One-pot single-catalyst biohydrogen transfer for the simultaneous preparation of enantiopure secondary alcohols". supporting information; experimental part. p. 1730 - 1732. Retrieved 2009/07/11.