4-Chloro-4'-hydroxybenzophenone

Base Information

• Chemical Name: 4-Chloro-4'-hydroxybenzophenone
• CAS No.: 42019-78-3
• Molecular Formula: C13H9ClO2
• Molecular Weight: 232.666
• Hs Code.: 29144000
• European Community (EC) Number: 255-627-4
• UNII: FF9YB926A3
• DSSTox Substance ID: DTXSID4047961
• Nikkaji Number: J127.138E
• Wikidata: Q72451793
• ChEMBL ID: CHEMBL1438628
• Mol file: 42019-78-3.mol

Synonyms:4-Chloro-4'-hydroxybenzophenone;42019-78-3;(4-Chlorophenyl)(4-hydroxyphenyl)methanone;4-Hydroxy-4'-chlorobenzophenone;4-(4-chlorobenzoyl)phenol;4-p-Chlorobenzoylphenol;(4-chlorophenyl)-(4-hydroxyphenyl)methanone;Methanone, (4-chlorophenyl)(4-hydroxyphenyl)-;MFCD00002357;FF9YB926A3;DTXSID4047961;4-Chloro-4`-hydroxybenzophenone;EINECS 255-627-4;EC 255-627-4;104135-57-1;(4-chlorophenyl)(4-hydroxyphenyl)-methanone;MLS000104608;4-chlorophenyl 4-hydroxyphenyl ketone;4-CHLORO-4-HYDROXYBENZOPHENONE;Methyleneaminoacetamide;CBMicro_020566;Fenofibrate EP Impurity A;UNII-FF9YB926A3;4-(4-chlorobenzoyl)-phenol;Oprea1_602385;SCHEMBL333466;4,4'-Chlorohydroxybenzophenone;4-chloro-4'-hydroxybezophenone;4'-chloro-4-hydroxybenzophenone;CHEMBL1438628;DTXCID0027937;REGID_for_CID_123504;4'-chloro-4-hydroxy-benzophenone;4-chloro-4'-hydroxy-benzophenone;4-Chloro-4/'-hydroxybenzophenone;4-Chloro-4\'-hydroxybenzophenone;4-hydroxy-4'-chloro-benzophenone;HMS2280F17;AMY39235;BCP24465;CCG-5132;Tox21_200974;STK424532;AKOS000120539;AC-7312;CS-W012933;4-Chloro-4'-hydroxybenzophenone, 98%;4-CHLORO-4'-HYDROXYLBENZOPHENONE;NCGC00076230-02;NCGC00258527-01;AS-10884;SMR000054541;SY005693;BIM-0020576.P001;CAS-42019-78-3;Metanona, (4-clorofenil)(4-hidroxifenil)-;FT-0618102;FT-0618103;(4-Chlorophenyl)(4-hydroxyphenyl)methanone #;EN300-21344;A18763;BENZOPHENONE, 4-CHLORO-4'-HYDROXY- (6CI);W-106286;1-(4-CHLOROPHENYL)-1-(4-HYDROXYPHENYL)METHANONE;Z104495480;4-Chloro-4 inverted exclamation mark -hydroxybenzophenone;(4-chlorophenyl)(4-hydroxyphenyl)methanone;Fenofibrate impurity A, European Pharmacopoeia (EP) Reference Standard

Chemical Property of 4-Chloro-4'-hydroxybenzophenone

Chemical Property:

• Appearance/Colour: light grey to beige-brown powder
• Melting Point: 177-181 °C
• Refractive Index: 1.5434 (estimate)
• Boiling Point: 404 ºC at 760 mmHg
• PKA: 7.68±0.15(Predicted)
• Flash Point: 198.1ºC
• PSA: 37.30000
• Density: 1.307 g/cm³
• LogP: 3.27660
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 232.0291072
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

98% ^*data from raw suppliers

4-Chloro-4’-hydroxybenzophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 24/25-37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)C2=CC=C(C=C2)Cl)O
• Uses: The Impurity of Fenofibric acid (42017-89-0), the active metabolite of fenofibrate which increases Apolipoprotein A-I–Mediated High-Density Lipoprotein Biogenesis by enhancing transcription of ATP-Binding cassette transporter A1 gene in a liver X receptor 4-Chloro-4’-hydroxybenzophenone (Fenofibrate EP Impurity A; Fenofibrate USP Related Compound A) the impurity of Fenofibric acid (42017-89-0), the active metabolite of fenofibrate which increases Apolipoprotein A-I–Mediated High-Density Lipoprotein Biogenesis by enhancing transcription of ATP-Binding cassette transporter A1 gene in a liver X receptor–dependent manner.

Technology Process of 4-Chloro-4'-hydroxybenzophenone

There total 37 articles about 4-Chloro-4'-hydroxybenzophenone 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: 97.0%

C19H23ClO2Si → 4-chloro-4'-hydroxybenzophenone (42019-78-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.organomet.6b00600

Reference yield: 94.0%

4-chloro-4'-fluoro-benzophenone (2069-48-9) → 4-chloro-4'-hydroxybenzophenone (42019-78-3)

Guidance literature:

With sodium hydroxide; In water; dimethyl sulfoxide; at 120 ℃; for 16h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.organomet.6b00600

Reference yield: 90.0%

4-n-chlorophenylacetylene (873-73-4) + p-benzoquinone (106-51-4) → 4-chloro-4'-hydroxybenzophenone (42019-78-3)

Guidance literature:

With dipotassium peroxodisulfate; trifluoroacetic acid; In water; acetonitrile; at 25 ℃; for 6h; Irradiation;

DOI:10.1021/acs.joc.9b00855

upstream raw materials:

phenyl 4-chlorobenzoate

4-amino-4'-chlorobenzophenone

4-ethoxy-4'-chloro-benzophenone

para-chlorobenzoic acid

Downstream raw materials:

(4-Chloro-phenyl)-(4-hydroxy-3,5-bis-pyrrolidin-1-ylmethyl-phenyl)-methanone

fenofibrate

4-chloro-4'-methoxybenzophenone

4-chloro-4'-hydroxy-benzophenone-(2,4-dinitro-phenylhydrazone)

Refernces

• 1、 -. "Phenoxy aromatic acid compound with cyclopropyl and pharmaceutically acceptable salt thereof, and preparation method and application thereof". Paragraph 0040-0043. . Retrieved 2021/07/17.
• 2、 Du, Jihong,Duan, Baogen,Liu, Kun,Liu, Renhua,Yu, Feifei,Yuan, Yongkun,Zhang, Chenyang,Zhang, Jin. "Selective Oxidation of Alkylarenes to the Aromatic Ketones or Benzaldehydes with Water". supporting information. . Retrieved 2022/02/09.