4-AMINOBENZOPHENONE

Base Information

• Chemical Name: 4-AMINOBENZOPHENONE
• CAS No.: 1137-41-3
• Molecular Formula: C13H11 N O
• Molecular Weight: 197.236
• Hs Code.: 29223990
• European Community (EC) Number: 214-506-6
• NSC Number: 7665
• UNII: 9VH7LQN5JE
• DSSTox Substance ID: DTXSID8061557
• Nikkaji Number: J43.314D
• Wikidata: Q63399175
• ChEMBL ID: CHEMBL314211
• Mol file: 1137-41-3.mol

Synonyms:Benzophenone,4-amino- (6CI,7CI,8CI); (4-Aminophenyl)phenylmethanone; 4-Aminobenzophenone;4-Benzoylaniline; 4-Benzoylbenzenamine; NSC 7665; p-Aminobenzophenone;p-Benzoylaniline

Chemical Property of 4-AMINOBENZOPHENONE

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 9.42E-06mmHg at 25°C
• Melting Point: 120 - 124 C
• Refractive Index: 1.6050 (estimate)
• Boiling Point: 372.7 °C at 760 mmHg
• PKA: pK1: 2.15(+1) (25°C)
• Flash Point: 143 C
• PSA: 43.09000
• Density: 1.161 g/cm³
• LogP: 3.08100
• Storage Temp.: Store below +30°C.
• Water Solubility.: Soluble in cold water, alcohol and ether.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 197.084063974
• Heavy Atom Count: 15
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

4-Aminobenzophenone >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Not regulated UN NO.
• Hazard Codes: Xi
• Statements: 36/37/38-22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C2=CC=C(C=C2)N
• Uses: 4-Aminobenzophenone is associated with 4-benzoylpyridine and it is used as a frequency doubler for semiconductor lasers. It is used in the preparation of 1-[4-[N,N-bis(trimethylsilyl)amino]phenyl]-1-phenylethylene. It is used as a precursor to prepare 1,2,3-triazoles, pyrimidotriazoles, benzothiazole and pyrimidinone derivatives. It is involved in the formation of coordination complexes with chromium(III).

Technology Process of 4-AMINOBENZOPHENONE

There total 91 articles about 4-AMINOBENZOPHENONE 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-nitrobenzophenone (1144-74-7) → (4-aminophenyl)(phenyl)methanone (1137-41-3,444317-48-0)

Guidance literature:

With sodium hydroxide; dodecacarbonyl-triangulo-triruthenium; 2-methoxy-ethanol; carbon monoxide; N-benzyl-N,N,N-triethylammonium chloride; In benzene; for 4.5h; under 760 Torr; Ambient temperature;

DOI:10.1016/S0040-4039(00)92816-8

Reference yield: 96.0%

(4-bromophenyl)(phenyl)methanone (90-90-4) → (4-aminophenyl)(phenyl)methanone (1137-41-3,444317-48-0)

Guidance literature:

With dicyclohexyl(2',4',6'-triisopropyl-5-methoxy-3,4,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; C₅₀H₇₀NO₄PPdS; C₅₀H₇₀NO₄PPdS; dicyclohexyl(2',4',6'-triisopropyl-4-methoxy-3,5,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; ammonia; sodium t-butanolate; In 1,4-dioxane; at 20 ℃; for 36h; Inert atmosphere;

DOI:10.1021/ol401612c

Reference yield: 93.0%

4-chlorobenzophenone (134-85-0) → (4-aminophenyl)(phenyl)methanone (1137-41-3,444317-48-0)

Guidance literature:

With dicyclohexyl(2',4',6'-triisopropyl-5-methoxy-3,4,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; C₅₀H₇₀NO₄PPdS; C₅₀H₇₀NO₄PPdS; dicyclohexyl(2',4',6'-triisopropyl-4-methoxy-3,5,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; ammonia; sodium t-butanolate; In 1,4-dioxane; at 50 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ol401612c

upstream raw materials:

N-phenylphthalimide

benzoyl chloride

benzophenone

4-nitrobenzophenone

Downstream raw materials:

ethyl (4-benzoylphenyl)carbamate

1-(4-Aminophenyl)-1-phenylethanol

3-nitro-4,4''-imino-di-benzophenone

4-amino-3,5-dichloro-benzophenone

Refernces

• 1、 Nakata, Hisao,Tanaka, Katsunori. "Structural and Substituent Effect on (+.) vs. (+) Formation in Fast Atom Bombardment Mass Spectra of Simple Organic Compounds". . p. 283 - 288. Retrieved 1994.
• 2、 Zheng, Sijia,Zhao, Liang,Wei, Jianwei,He, Cheng,Liu, Guangzhou,Duan, Chunying. "A new cobalt triangular prism supramolecular flask: Encapsulation of a quinhydrone cofactor for hydrogenation of nitroarenes with high selectivity and efficiency". . . Retrieved 2019.
• 3、 Gaikwad, Vinayak V.,Mane, Pravin A.,Dey, Sandip,Bhanage, Bhalchandra M.. "Xantphos-ligated palladium dithiolates: An unprecedented and convenient catalyst for the carbonylative Suzuki–Miyaura cross-coupling reaction with high turnover number and turnover frequency". . . Retrieved 2020.
• 4、 Cheng, Kai,Zhao, Baoli,Qi, Chenze. "Silver-catalyzed decarboxylative acylation of arylglyoxylic acids with arylboronic acids". . p. 48698 - 48702. Retrieved 2014.
• 5、 Liu, Yugang,Lu, Yansong,Prashad, Mahavir,Repic, Oljan,Blacklock, Thomas J.. "A practical and chemoselective reduction of nitroarenes to anilines using activated iron". . p. 217 - 219. Retrieved 2005.
• 6、 Porta, Riccardo,Puglisi, Alessandra,Colombo, Giacomo,Rossi, Sergio,Benaglia, Maurizio. "Continuous-flow synthesis of primary amines: Metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane". . p. 2614 - 2619. Retrieved 2016.
• 7、 Du, Jihong,Duan, Baogen,Liu, Kun,Liu, Renhua,Yu, Feifei,Yuan, Yongkun,Zhang, Chenyang,Zhang, Jin. "Selective Oxidation of Alkylarenes to the Aromatic Ketones or Benzaldehydes with Water". supporting information. . Retrieved 2022/02/09.
• 8、 Cavallo, Marzia,Arnodo, Davide,Mannu, Alberto,Blangetti, Marco,Prandi, Cristina,Baratta, Walter,Baldino, Salvatore. "Deep eutectic solvents as H2-sources for Ru(II)-catalyzed transfer hydrogenation of carbonyl compounds under mild conditions". supporting information. . Retrieved 2021/02/22.