N-Phenylbenzylamine

Base Information

• Chemical Name: N-Phenylbenzylamine
• CAS No.: 103-32-2
• Molecular Formula: C₁₃H₁₃N
• Molecular Weight: 183.253
• Hs Code.: 2921.42
• European Community (EC) Number: 203-100-4
• NSC Number: 147284
• UNII: R1FVH9A316
• DSSTox Substance ID: DTXSID7059272
• Nikkaji Number: J5.015F
• Wikidata: Q27287668
• ChEMBL ID: CHEMBL237223
• Mol file: 103-32-2.mol

Synonyms:Benzylamine,N-phenyl- (8CI);Benzenamine, N-(phenylmethyl)-;Benzylaniline;Benzylphenylamine;N-Benzyl-N-phenylamine;N-Benzylaniline;N-Benzylbenzenamine;N-Benzylphenylamine;N-Phenyl-N-benzylamine;N-Phenylbenzenemethanamine;NSC 147284;Phenylbenzylamine;

Chemical Property of N-Phenylbenzylamine

Chemical Property:

• Appearance/Colour: colorless to yellow-beige crystalline powder
• Vapor Pressure: 0.000743mmHg at 25°C
• Melting Point: 35-38 °C(lit.)
• Refractive Index: NFPA RATINGS
• Boiling Point: 307.05 °C at 760 mmHg
• PKA: 3.89±0.10(Predicted)
• Flash Point: 146.113 °C
• PSA: 12.03000
• Density: 1.081 g/cm³
• LogP: 3.37170
• Storage Temp.: 0-6°C
• Solubility.: alcohol: soluble
• Water Solubility.: INSOLUBLE
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 183.104799419
• Heavy Atom Count: 14
• Complexity: 143

Purity/Quality:

99% ^*data from raw suppliers

N-Benzylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, Xi
• Hazard Codes: C,Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Polyaromatic
• Canonical SMILES: C1=CC=C(C=C1)CNC2=CC=CC=C2
• Uses: N-Benzylaniline is a major metabolite of the antihistaminic Antazoline and other N-substituted benzylanilines. N-Benzylaniline was used in the separation of tervalent gallium, indium and thallium by solvent extraction method.

Technology Process of N-Phenylbenzylamine

There total 260 articles about N-Phenylbenzylamine 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: 93.0%

aniline (62-53-3) + benzyl alcohol (100-51-6,185532-71-2) → N-Benzylaniline (758640-21-0,103-32-2) + benzylidene phenylamine (538-51-2) + benzaldehyde (100-52-7)

Guidance literature:

With PdAu alloy nanoparticles encapsulated inside MIL-100(Fe) cavities; In acetonitrile; for 24h; Reagent/catalyst; Irradiation; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1016/j.jcat.2018.02.033

Reference yield: 80.0%

N-phenyl benzoyl amide (93-98-1,5705-51-1) → N-Benzylaniline (758640-21-0,103-32-2) + aniline (62-53-3) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With tris(2,4-pentanedionato)ruthenium(III); ytterbium(III) trifluoromethanesulfonate nonohydrate; hydrogen; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine]; In tetrahydrofuran; at 150 ℃; for 15h; under 3750.38 Torr; Reagent/catalyst; Pressure; Autoclave;

DOI:10.1039/c5sc04671h

Reference yield: 78.0%

N-phenylbenzamidine (1527-91-9) → N-Benzylaniline (758640-21-0,103-32-2) + aniline (62-53-3) + toluene (108-88-3,15644-74-3,16713-13-6) + benzylamine (100-46-9)

Guidance literature:

With hydrogen; palladium; In tetrahydrofuran; at 120 ℃; under 24320 Torr; Product distribution; other reaction conditions for studying second-order products of reaction;

DOI:10.1021/ja00353a025

upstream raw materials:

Benzyl acetate

aniline hydrochloride

3-anilino-3-methyl-4-phenyl-butan-2-one

(E)-3-Ureido-but-2-enoic acid ethyl ester

Downstream raw materials:

N-benzyl-N-(2-[4]pyridyl-ethyl)-aniline

1-benzyl-4-methylquinolin-2(1H)-one

N-benzyl-N-phenylcarbamoyl chloride

benzyl-(4,5-diphenyl-oxazol-2-yl)-phenyl-amine

Refernces

• 1、 Nozaki et al.. "-". . p. 2193. Retrieved 1968.
• 2、 Jia, Teng,Zhao, Chongyang,He, Ruoyu,Chen, Hui,Wang, Congyang. "Iron-Carbonyl-Catalyzed Redox-Neutral [4+2] Annulation of N-H Imines and Internal Alkynes by C-H Bond Activation". . p. 5268 - 5271. Retrieved 2016.
• 3、 Fukumoto, Kozo,Sakai, Akane,Hayasaka, Kazumasa,Nakazawa, Hiroshi. "Desulfurization and H-migration of secondary thioamides catalyzed by an iron complex to yield imines and their reaction mechanism". . p. 2889 - 2892. Retrieved 2013.
• 4、 Tanaka, Shin-Ya,Yasuda, Makoto,Baba, Akio. "Practical and simple synthesis of substituted quinolines by an HCL-DMSO system on a large scale: Remarkable effect of the chloride ion". . p. 800 - 803. Retrieved 2006.
• 5、 Chen, Lu,Hong, Huanliang,Hu, Jinhui,Huang, Yubing,Li, Yibiao,Liang, Gen,Pu, Suyun,Zhu, Zhongzhi,Zou, Zirong. "Direct electrochemical reductive amination between aldehydes and amines with a H/D-donor solvent". . p. 5832 - 5837. Retrieved 2020.
• 6、 Li, Yong-Jie,Lai, Hsuan-Ting,Hu, Ching-Han,Chen, Jie-Hong,Lin, Chia-Her,Huang, Jui-Hsien. "Geometric isomerization and geometry controlled catalytic alcohol aminations of ruthenium hydride compounds containing bidentate pyrrolyl-imines". . . Retrieved 2019.
• 7、 Li, Jiayi,Wang, Bowei,Qin, Yutian,Tao, Qin,Chen, Ligong. "MOF-derived Ni?NC catalyst: Synthesis, characterization, and application in one-pot hydrogenation and reductive amination". . p. 3726 - 3734. Retrieved 2019.
• 8、 Tagami,Tabuchi,Morimoto,Shiho. "Studies on reduction by use of an organic compound. I. Reduction with 2 phenylbenzothiazoline and 2 phenylbenzimidazoline (Japanese)". . p. 929 - 933. Retrieved 1974.
• 9、 Liu, Yong,Chen, Wen,Feng, Chao,Deng, Guojun. "Ruthenium-catalyzed one-pot aromatic secondary amine formation from nitroarenes and alcohols". . p. 1142 - 1146. Retrieved 2011.
• 10、 Singh et al.. "". . p. 5029. Retrieved 1978.