1-(4'-Methoxy-biphenyl-4-yl)-ethanone

Base Information

• Chemical Name: 1-(4'-Methoxy-biphenyl-4-yl)-ethanone
• CAS No.: 13021-18-6
• Molecular Formula: C15H14O2
• Molecular Weight: 226.275
• Hs Code.: 2922299090
• NSC Number: 179420
• DSSTox Substance ID: DTXSID20306718
• Nikkaji Number: J770.056C
• Wikidata: Q82053923
• ChEMBL ID: CHEMBL261576
• Mol file: 13021-18-6.mol

Synonyms:13021-18-6;1-(4'-methoxy-biphenyl-4-yl)-ethanone;1-[4-(4-methoxyphenyl)phenyl]ethanone;4-acetyl-4'-methoxybiphenyl;1-(4'-Methoxy-[1,1'-biphenyl]-4-yl)ethanone;1-(4'-methoxy[1,1'-biphenyl]-4-yl)ethanone;1-(4'-methoxybiphenyl-4-yl)ethanone;1-(4'-methoxy-biphenyl-4-yl)ethanone;1-(4'-methoxy-[1,1'-biphenyl]-4-yl)ethan-1-one;1-{4'-methoxy-[1,1'-biphenyl]-4-yl}ethan-1-one;Ethanone,1-(4'-methoxy[1,1'-biphenyl]-4-yl)-;NSC179420;Cambridge id 5113772;4'-acetyl-4-methoxybiphenyl;4'-methoxy-4-acetylbiphenyl;SCHEMBL834695;Ethanone, 1-(4'-methoxy[1,1'-biphenyl]-4-yl)-;CHEMBL261576;DTXSID20306718;MFCD00438868;AKOS004113720;CCG-323119;NSC 179420;NSC-179420;BB 0222548;CS-0329070;FT-0742532;1-(4-METHOXY-BIPHENYL-4-YL)-ETHANONE;E84606;SR-01000195856;1-(4'-Methoxy[1,1'-biphenyl]-4-yl)ethan-1-one;SR-01000195856-1

Chemical Property of 1-(4'-Methoxy-biphenyl-4-yl)-ethanone

Chemical Property:

• Boiling Point: 362.8 °C at 760 mmHg
• Flash Point: 161.8 °C
• PSA: 26.30000
• Density: 1.076g/cm³
• LogP: 3.56480
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 226.099379685
• Heavy Atom Count: 17
• Complexity: 246

Purity/Quality:

99% ^*data from raw suppliers

1-(4'-Methoxy-biphenyl-4-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(4'-Methoxy-biphenyl-4-yl)-ethanone

There total 107 articles about 1-(4'-Methoxy-biphenyl-4-yl)-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: 100.0%

4-methoxyphenylboronic acid (5720-07-0) + para-bromoacetophenone (99-90-1) → 1-(4'-methoxy-biphenyl-4-yl)-ethanone (13021-18-6)

Guidance literature:

With sodium phosphate; palladium on activated charcoal; In water; isopropyl alcohol; at 20 ℃; for 2h;

Reference yield: 100.0%

4,5,7,8-tetrahydro-2-(4'-methoxyphenyl)-6H-[1,3,6,2]dioxazaborocane (79452-83-8) + para-bromoacetophenone (99-90-1) → 1-(4'-methoxy-biphenyl-4-yl)-ethanone (13021-18-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; copper(l) iodide; triphenylphosphine; In water; N,N-dimethyl-formamide; at 100 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.01.012

Reference yield: 100.0%

1-bromo-4-methoxy-benzene (104-92-7) + 4-acetylphenylboronic acid (149104-90-5) → 1-(4'-methoxy-biphenyl-4-yl)-ethanone (13021-18-6)

Guidance literature:

With sodium phosphate; palladium on activated charcoal; In water; isopropyl alcohol; at 20 ℃; for 48h;

DOI:10.1002/chem.200601795

upstream raw materials:

4-methoxylbiphenyl

acetyl chloride

4-acetophenyl triflate

(p-methoxyphenyl)tri-n-butylstannane

Downstream raw materials:

C₂₀H₂₄N₂O₃

Refernces

• 1、 Balinge, Kamlesh Rudreshwar,Khiratkar, Avinash Ganesh,Bhagat, Pundlik Rambhau. "A highly recoverable polymer-supported ionic salen-palladium complex as a catalyst for the Suzuki-Miyaura cross coupling in neat water". . p. 131 - 139. Retrieved 2018.
• 2、 Borah, Raju Kumar,Mahanta, Abhijit,Dutta, Anurag,Bora, Utpal,Thakur, Ashim J.. "A green synthesis of palladium nanoparticles by Sapindus mukorossi seed extract and use in efficient room temperature Suzuki–Miyaura cross-coupling reaction". . . Retrieved 2017.
• 3、 Calo, Vincenzo,Nacci, Angelo,Monopoli, Antonio,Montingelli, Floriana. "Pd nanoparticles as efficient catalysts for Suzuki and Stille coupling reactions of aryl halides in ionic liquids". . p. 6040 - 6044. Retrieved 2005.
• 4、 Zhang, Guolin. "Efficient protocol for the phosphine-free Suzuki-Miyaura reaction catalyzed by palladium on carbon at room temperature". . p. 537 - 542. Retrieved 2005.
• 5、 Ke, Haihua,Chen, Xiaofeng,Feng, Yuanyuan,Zou, Gang. "Highly efficient nickel/phosphine catalyzed cross-couplings of diarylborinic acids with aryl tosylates and sulfamates". . p. 1126 - 1131. Retrieved 2014.
• 6、 Rao, Maddali L.N.,Banerjee, Debasis,Jadhav, Deepak N.. "Palladium catalyzed atom-efficient cross-coupling reactions of triarylbismuths with aryl bromides". . p. 2707 - 2711. Retrieved 2007.
• 7、 Gouda, Ken-Ichi,Hagiwara, Emiko,Hatanaka, Yasuo,Hiyama, Tamejiro. "Cross-coupling reactions of aryl chlorides with organochlorosilanes: Highly effective methods for arylation or alkenylation of aryl chlorides". . p. 7232 - 7233. Retrieved 1996.
• 8、 Napier, Spencer,Marcuccio, Sebastian M.,Tye, Heather,Whittaker, Mark. "A robust method for the Hiyama-type coupling of arylsiloxanes and disiloxanes with aryl halides". . p. 3939 - 3942. Retrieved 2008.
• 9、 Jia, Xuefeng,Zhao, Fang. "Novel phosphorus-coordinated palladium(II) complexes derived from 3,5-disubstituted-1H-1,2,4-diazaphospholes: Synthesis and catalytic application in Suzuki-Miyaura cross-coupling reactions". . p. 145 - 149. Retrieved 2017.
• 10、 McNulty, James,Capretta, Alfredo,Wilson, Jeff,Dyck, Jeff,Adjabeng, George,Robertson, Al. "Suzuki cross-coupling reactions of aryl halides in phosphonium salt ionic liquidunder mild conditions". . p. 1986 - 1987. Retrieved 2002.