4-Chlorophenyl pyridin-3-yl ketone

Base Information

• Chemical Name: 4-Chlorophenyl pyridin-3-yl ketone
• CAS No.: 14548-44-8
• Molecular Formula: C12H8 Cl N O
• Molecular Weight: 217.655
• Hs Code.: 2933399090
• European Community (EC) Number: 238-584-6
• DSSTox Substance ID: DTXSID10163054
• Nikkaji Number: J236.136A
• Wikidata: Q83031898
• Mol file: 14548-44-8.mol

Synonyms:14548-44-8;(4-Chlorophenyl)(Pyridin-3-Yl)Methanone;4-Chlorophenyl pyridin-3-yl ketone;3-(4-Chlorobenzoyl)pyridine;3-[(4-chlorophenyl)carbonyl]pyridine;Methanone, (4-chlorophenyl)-3-pyridinyl-;(4-chlorophenyl)-pyridin-3-ylmethanone;EINECS 238-584-6;(4-Chlorophenyl)(3-pyridinyl)methanone;3-(p-Chlorobenzoyl)pyridine;SCHEMBL6665398;DTXSID10163054;MFCD00065043;AKOS009339252;4-CHLOROPHENYL 3-PYRIDYL KETONE;BS-35711;(4-Chlorophenyl)(3-pyridinyl)methanone #;CS-0258996;FT-0734187;EN300-71997;Z385417400

Chemical Property of 4-Chlorophenyl pyridin-3-yl ketone

Chemical Property:

• Vapor Pressure: 2.71E-05mmHg at 25°C
• Melting Point: 88-99 °C
• Boiling Point: 357.5°Cat760mmHg
• PKA: 2.80±0.10(Predicted)
• Flash Point: 170°C
• PSA: 29.96000
• Density: 1.26g/cm³
• LogP: 2.96600
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 217.0294416
• Heavy Atom Count: 15
• Complexity: 224

Purity/Quality:

98%min ^*data from raw suppliers

(4-Chlorophenyl)(pyridin-3-yl)methanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CN=C1)C(=O)C2=CC=C(C=C2)Cl

Technology Process of 4-Chlorophenyl pyridin-3-yl ketone

There total 15 articles about 4-Chlorophenyl pyridin-3-yl ketone 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%

3-pyridinecarbonyl chloride (10400-19-8) + chlorobenzene (108-90-7) → 3-(4-chlorobenzoyl)pyridine (14548-44-8)

Guidance literature:

With aluminium trichloride; at 130 ℃; for 4h;

Reference yield: 88.0%

3-iodopyridine (1120-90-7) + carbon monoxide (201230-82-2) + tris(4-chlorophenyl)bismuthane (5575-51-9) → 3-(4-chlorobenzoyl)pyridine (14548-44-8)

Guidance literature:

With potassium carbonate; In water; N,N-dimethyl-formamide; at 80 ℃; for 5h; under 760.051 Torr; Green chemistry;

DOI:10.1021/acs.joc.6b00570

Reference yield: 81.0%

3-iodopyridine (1120-90-7) + carbon monoxide (201230-82-2) + 4-Chlorophenylboronic acid (1679-18-1) → 3-(4-chlorobenzoyl)pyridine (14548-44-8)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; In methoxybenzene; at 100 ℃; for 20h; under 760.051 Torr; chemoselective reaction;

DOI:10.1002/ejoc.201001685

upstream raw materials:

3-pyridyllithium

4-Cyanochlorobenzene

pyridine-3-carbonyl chloride hydrochloride

chlorobenzene

Downstream raw materials:

3-[2-(4-chloro-phenyl)-tetrahydro-furan-2-yl]-pyridine

α,α-bis(p-chlorophenyl)-3-pyridinemethanol

1-(4-Chlorophenyl)-1-(3-pyridyl)-2-propen-1-ol

(4-chlorophenyl)(3-trifluoromethylphenyl)pyridin-3-yl methanol

Refernces

• 1、 Schirmer, Tobias Emanuel,Wimmer, Alexander,Weinzierl, Florian Wolfgang Clemens,K?nig, Burkhard. "Photo-nickel dual catalytic benzoylation of aryl bromides". supporting information. p. 10796 - 10799. Retrieved 2019/09/13.
• 2、 Hao, Wenyan,Liu, Haiyi,Yin, Lin,Cai, Mingzhong. "Phosphine-Free, Heterogeneous Palladium-Catalyzed Atom-Efficient Carbonylative Cross-Coupling of Triarylbismuths with Aryl Iodides: Synthesis of Biaryl Ketones". . p. 4244 - 4251. Retrieved 2016/06/09.