4-Acetyl-4'-nitrobiphenyl

Base Information

• Chemical Name: 4-Acetyl-4'-nitrobiphenyl
• CAS No.: 135-69-3
• Molecular Formula: C14H11 N O3
• Molecular Weight: 241.246
• Hs Code.: 2914700090
• European Community (EC) Number: 205-212-9
• NSC Number: 43063
• UNII: GCC2USS8ZR
• DSSTox Substance ID: DTXSID1059656
• Nikkaji Number: J22.002G
• Wikidata: Q81988906
• Mol file: 135-69-3.mol

Synonyms:4-Acetyl-4'-nitrobiphenyl;135-69-3;4'-(p-Nitrophenyl)acetophenone;1-[4-(4-nitrophenyl)phenyl]ethanone;Acetophenone, 4'-(p-nitrophenyl)-;Ethanone, 1-(4'-nitro[1,1'-biphenyl]-4-yl)-;EINECS 205-212-9;NSC 43063;NSC-43063;1-(4'-Nitro[1,1'-biphenyl]-4-yl)ethanone;1-(4'-nitro[1,1'-biphenyl]-4-yl)ethan-1-one;Ethanone, 1-(4'-nitro(1,1'-biphenyl)-4-yl)-;1-(4/'-nitro[1,1/'-biphenyl]-4-yl)ethan-1-one;1-(4'-Nitro(1,1'-biphenyl)-4-yl)ethan-1-one;NSC43063;GCC2USS8ZR;4'-nitro-4-acetylbiphenyl;4-Acetyl-4/'-nitrobiphenyl;SCHEMBL6703081;DTXSID1059656;1-(4'-nitrobiphenyl-4-yl)ethanone;4'-nitro-4-acetyl-1,1'-biphenyl;STK290996;AKOS003363905;1-(4'-Nitro-biphenyl-4-yl)-ethanone;1-(4'-Nitro[1,1'-biphenyl]-4-yl)ethanone #

Chemical Property of 4-Acetyl-4'-nitrobiphenyl

Chemical Property:

• Boiling Point: 400°Cat760mmHg
• Flash Point: 191.2°C
• PSA: 62.89000
• Density: 1.217g/cm³
• LogP: 3.98760
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 241.07389321
• Heavy Atom Count: 18
• Complexity: 308

Purity/Quality:

99% ^*data from raw suppliers

1-[4-(3-NITROPHENYL)PHENYL]ETHAN-1-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(C=C1)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 4-Acetyl-4'-nitrobiphenyl

There total 19 articles about 4-Acetyl-4'-nitrobiphenyl 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%

para-nitrophenyl bromide (586-78-7) + 4-acetylphenylboronic acid (149104-90-5) → 4-acetyl-4'-nitrobiphenyl (135-69-3)

Guidance literature:

With sodium carbonate; palladium on activated charcoal; In ethanol; at 20 ℃; for 19h;

DOI:10.1055/s-2004-837298

Reference yield: 99.0%

p-nitrobenzene iodide (636-98-6) + 4-acetylphenylboronic acid (149104-90-5) → 4-acetyl-4'-nitrobiphenyl (135-69-3)

Guidance literature:

With potassium carbonate; In ethanol; at 80 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ja9100084

Reference yield: 98.0%

4-chlorobenzonitrile (100-00-5) + 4-acetylphenylboronic acid (149104-90-5) → 4-acetyl-4'-nitrobiphenyl (135-69-3)

Guidance literature:

With glucosamine-based dicyclohexylarylphosphine; sodium carbonate; palladium diacetate; In ethanol; water; toluene; at 80 ℃;

DOI:10.1016/j.tetlet.2005.03.049

upstream raw materials:

biphenyl-4-acetaldehyde

ethyl nitrate

1-phenyl-4-nitrobenzene

acetyl chloride

Downstream raw materials:

4-amino-4'-nitrobiphenyl

4'-nitro-biphenyl-4-carboxylic acid

4'-(4-nitro-phenyl)-trans-chalcone

4-(4'-nitrophenoxy)phenylacetylene

Refernces

• 1、 Nehlig,Waggeh,Millot,Lalatonne,Motte,Gunin. "Immobilized Pd on magnetic nanoparticles bearing proline as a highly efficient and retrievable Suzuki-Miyaura catalyst in aqueous media". . p. 501 - 505. Retrieved 2015.
• 2、 Grieve,Hey. "-". . p. 968,971. Retrieved 1933.
• 3、 Karanjit, Sangita,Kashihara, Masaya,Nakayama, Atsushi,Shrestha, Lok Kumar,Ariga, Katsuhiko,Namba, Kosuke. "Highly active and reusable hydrotalcite-supported Pd(0) catalyst for Suzuki coupling reactions of aryl bromides and chlorides". . p. 948 - 954. Retrieved 2018.
• 4、 Ladopoulou, Eleni M.,Matralis, Alexios N.,Nikitakis, Anastasios,Kourounakis, Angeliki P.. "Antihyperlipidemic morpholine derivatives with antioxidant activity: An investigation of the aromatic substitution". . p. 7015 - 7023. Retrieved 2015.
• 5、 Tsuno,Y. et al.. "-". . p. 596 - 600. Retrieved 1978.
• 6、 Hajipour, Abdol R.,Malek, Shaghayegh Sadeghi. "Magnetic chitosan-functionalized cobalt-NHC: Synthesis, characterization and catalytic activity toward Suzuki and Sonogashira cross-coupling reactions of aryl chlorides". . . Retrieved 2021/04/23.
• 7、 Akiyama, Toshiki,Arisawa, Mitsuhiro,Haneoka, Hitoshi,Harada, Kazuo,Hasegawa, Jun-Ya,Honma, Tetsuo,Mashima, Kazushi,Sato, Yoshihiro,Shimoda, Shuhei,Shio, Yasunori,Suzuki, Takeyuki,Tamenori, Yusuke,Tsurugi, Hayato,Tsuruta, Kazuki,Wada, Yuki,Yamada, Makito. "Self-Assembled Multilayer Iron(0) Nanoparticle Catalyst for Ligand-Free Carbon-Carbon/Carbon-Nitrogen Bond-Forming Reactions". supporting information. p. 7244 - 7249. Retrieved 2020/10/12.