5-Chloro-2-hydroxybenzophenone

Base Information

• Chemical Name: 5-Chloro-2-hydroxybenzophenone
• CAS No.: 85-19-8
• Molecular Formula: C13H9ClO2
• Molecular Weight: 232.666
• Hs Code.: 29147000
• European Community (EC) Number: 201-592-5
• NSC Number: 33407
• UNII: YPJ1YPA54D
• DSSTox Substance ID: DTXSID8047894
• Nikkaji Number: J40.684H
• Wikidata: Q27294643
• ChEMBL ID: CHEMBL3184892
• Mol file: 85-19-8.mol

Synonyms:5-Chloro-2-hydroxybenzophenone;85-19-8;Benzophenone-7;(5-Chloro-2-hydroxyphenyl)(phenyl)methanone;2-Benzoyl-4-chlorophenol;2-Hydroxy-5-chlorobenzophenone;(5-chloro-2-hydroxyphenyl)-phenylmethanone;Dow Hcb;UV Absorber nl/5;(5-Chloro-2-hydroxyphenyl)phenylmethanone;3-Chloro-6-hydroxybenzophenone;Methanone, (5-chloro-2-hydroxyphenyl)phenyl-;CHLOROHYDROXY BENZOPHENONE;Benzophenone, 5-chloro-2-hydroxy-;UNII-YPJ1YPA54D;YPJ1YPA54D;DTXSID8047894;HSDB 2765;EINECS 201-592-5;NSC 33407;NSC-33407;p-chlorobenzoylphenol;4-chloro-2-benzoylphenol;(5-chloro-2-hydroxy-phenyl)-phenyl-methanone;SCHEMBL95155;5-chlor-2-hydroxybenzophenon;BIDD:ER0217;BENZOPHENONE-7 [INCI];2-hydroxy-5-chloro-benzophenone;5-chloro-2-hydroxy-benzophenone;CHEMBL3184892;DTXCID8027870;5- chloro- 2- hydroxybenzophenone;AMY32512;NSC33407;Tox21_200560;MFCD00020134;5-Chloro-2-hydroxybenzophenone, 99%;AKOS009156541;CAS-85-19-8;CHLOROHYDROXY BENZOPHENONE [HSDB];NCGC00248702-01;NCGC00258114-01;AS-15170;CS-0156570;FT-0631395;EN300-254849;A841257;W-104089;Q27294643;Z979491964

Chemical Property of 5-Chloro-2-hydroxybenzophenone

Chemical Property:

• Vapor Pressure: 1.52E-05mmHg at 25°C
• Melting Point: 96-98 °C(lit.)
• Refractive Index: 1.623
• Boiling Point: 355.5 °C at 760 mmHg
• PKA: 7.49±0.43(Predicted)
• Flash Point: 168.8 °C
• PSA: 37.30000
• Density: 1.307 g/cm³
• LogP: 3.27660
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 232.0291072
• Heavy Atom Count: 16
• Complexity: 248

Purity/Quality:

99.9% ^*data from raw suppliers

5-Chloro-2-hydroxybenzophenone ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Benzophenones
• Canonical SMILES: C1=CC=C(C=C1)C(=O)C2=C(C=CC(=C2)Cl)O

Technology Process of 5-Chloro-2-hydroxybenzophenone

There total 31 articles about 5-Chloro-2-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: 98.0%

5-chlorosalicyclaldehyde (635-93-8) + phenylboronic acid (98-80-6) → (5-chloro-2-hydroxyphenyl)phenylmethanone (85-19-8)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper diacetate; In N,N-dimethyl-formamide; at 80 ℃; for 8h; Sealed tube;

DOI:10.1016/j.tet.2015.09.053

Reference yield: 81.0%

diphenyliodonium bromide (1483-73-4) + 5-chlorosalicyclaldehyde (635-93-8) → (5-chloro-2-hydroxyphenyl)phenylmethanone (85-19-8)

Guidance literature:

With sodium carbonate; lithium chloride; palladium dichloride; In N,N-dimethyl-formamide; at 50 ℃; for 3h;

DOI:10.1080/00397910008087349

Reference yield: 80.0%

5-chloro-3-phenyl-2(3H)-benzofuranone (27904-66-1) → (5-chloro-2-hydroxyphenyl)phenylmethanone (85-19-8)

Guidance literature:

With di-tert-butyl peroxide; sodium carbonate; nickel dichloride; In toluene; at 80 ℃; for 12h;

upstream raw materials:

4-chlorophenyl benzoate

4-chloromethoxybenzene

benzoyl chloride

4-chloro-phenol

Downstream raw materials:

Carbamic acid 2-benzoyl-4-chloro-phenyl ester

(2-Benzoyl-4-chloro-phenoxy)-p-tolyl-acetic acid ethyl ester

3-benzyl-6-chloro-4-phenylcoumarin

C₁₄H₁₃ClN₄O*ClH

Refernces

THE BIOSYNTHESIS OF THE ALKALOIDS OF CORYDALIS MEIFOLIA WALL.

10.1016/S0040-4020(01)87469-X

The study investigates the biosynthesis of alkaloids in Corydalis meifolia Wall., a plant used in traditional medicine. The researchers used tracer experiments to demonstrate that the alkaloids corlumine, cavidine, and yenshusomine are stereospecifically biosynthesized from (R)-(?)-reticuline. They fed various labeled precursors, including tyrosine, norreticuline, and reticuline, to young branches of the plant and observed the incorporation of these precursors into the target alkaloids. The results showed that certain precursors, like norreticuline and reticuline, were efficiently metabolized into the alkaloids, while others were not. The study also established the regiospecificity of the biosynthetic pathway by tracking the labeled atoms through various chemical transformations, confirming that reticuline is a true precursor of these alkaloids. The findings provide valuable insights into the biogenetic pathway of these medically relevant compounds.