(3-Chlorophenyl)(4-methoxyphenyl)methanone

Base Information

• Chemical Name: (3-Chlorophenyl)(4-methoxyphenyl)methanone
• CAS No.: 13389-51-0
• Molecular Formula: C14H11 Cl O2
• Molecular Weight: 246.693
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID10369211
• Nikkaji Number: J908.057K
• Wikidata: Q82156252
• Mol file: 13389-51-0.mol

Synonyms:(3-chlorophenyl)(4-methoxyphenyl)methanone;13389-51-0;3-Chloro-4'-methoxybenzophenone;(3-chlorophenyl)-(4-methoxyphenyl)methanone;(3-chloro-phenyl)-(4-methoxy-phenyl)-methanone;Methanone, (3-chlorophenyl)(4-methoxyphenyl)-;SCHEMBL8406665;DTXSID10369211;MFCD01311591;AKOS006034581;BS-23092;FT-0664753;AE-641/00008060

Chemical Property of (3-Chlorophenyl)(4-methoxyphenyl)methanone

Chemical Property:

• Vapor Pressure: 3.56E-06mmHg at 25°C
• Melting Point: 71.5–72°C
• Refractive Index: 1.578
• Boiling Point: 386.4°C at 760 mmHg
• Flash Point: 160.8°C
• PSA: 26.30000
• Density: 1.212g/cm³
• LogP: 3.57960
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 246.0447573
• Heavy Atom Count: 17
• Complexity: 259

Purity/Quality:

97% ^*data from raw suppliers

3-Chloro-4''-methoxybenzophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=O)C2=CC(=CC=C2)Cl
• Uses: A 4-Methoxybenzophenone derivative. Shows plant growth regulating activity, such as inhibition of shoot and root growth, induction of chlorosis, and a disturbance in phototropism or geotropism.

Technology Process of (3-Chlorophenyl)(4-methoxyphenyl)methanone

There total 10 articles about (3-Chlorophenyl)(4-methoxyphenyl)methanone 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%

C22H20ClNO3S → (3-chlorophenyl)(4-methoxyphenyl)methanone (13389-51-0)

Guidance literature:

With oxygen; caesium carbonate; In toluene; Inert atmosphere;

DOI:10.1021/acs.joc.7b03068

Reference yield: 97.0%

4-methoxyphenylboronic acid (5720-07-0) + 3-chlorobenzoate (535-80-8) → (3-chlorophenyl)(4-methoxyphenyl)methanone (13389-51-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In N,N-dimethyl-formamide; at 60 ℃; for 15h; Inert atmosphere;

DOI:10.5012/bkcs.2010.31.9.2672

Reference yield: 95.0%

1-bromo-4-methoxy-benzene (104-92-7) + m-Chlorobenzoyl chloride (618-46-2) → (3-chlorophenyl)(4-methoxyphenyl)methanone (13389-51-0)

Guidance literature:

1-bromo-4-methoxy-benzene; With N,N,N,N,-tetramethylethylenediamine; C₄H₉Mg⁽¹⁺⁾*2C₈H₁₇O^(1-)*Li⁽¹⁺⁾; In toluene; at 25 ℃; for 0.25h; Schlenk technique; Inert atmosphere;

With copper(l) iodide; In toluene; at 0 ℃; for 1h; Schlenk technique; Inert atmosphere;

m-Chlorobenzoyl chloride; In toluene; at 0 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201802123

upstream raw materials:

(p-chlorobenzoyl)pentamethylbenzene

methoxybenzene

(3-Chloro-phenyl)-(10-methyl-anthracen-9-yl)-methanone

m-Chlorobenzoyl chloride

Downstream raw materials:

3-chlorophenyl 4-hydroxyphenyl ketone

liarozole

4-[(3-Chloro-phenyl)-imidazol-1-yl-methyl]-2-nitro-phenylamine

(4-amino-3-nitrophenyl)-3-chlorophenylmethanol

Refernces

• 1、 Dolatkhah, Zahra,Javanshir, Shahrzad,Bazgir, Ayoob. "Isinglass–palladium as collagen peptide–metal complex: a highly efficient heterogeneous biocatalyst for Suzuki cross-coupling reaction in water". . p. 1473 - 1481. Retrieved 2019/06/11.
• 2、 Ziegler, Dorothée S.,Karaghiosoff, Konstantin,Knochel, Paul. "Generation of Aryl and Heteroaryl Magnesium Reagents in Toluene by Br/Mg or Cl/Mg Exchange". supporting information. p. 6701 - 6704. Retrieved 2018/05/05.