N-Benzyl-N-methylaniline

Base Information

• Chemical Name: N-Benzyl-N-methylaniline
• CAS No.: 614-30-2
• Molecular Formula: C14H15N
• Molecular Weight: 197.28
• Hs Code.: 2921.42
• European Community (EC) Number: 210-375-4
• NSC Number: 97
• UNII: 1S9PP10CZS
• DSSTox Substance ID: DTXSID6060630
• Nikkaji Number: J96.119A
• Wikidata: Q72441482
• Mol file: 614-30-2.mol

Synonyms:N-Benzyl-N-methylaniline;614-30-2;N-Methyl-N-benzylaniline;Benzenemethanamine, N-methyl-N-phenyl-;N-Methyl-N-phenylbenzylamine;Benzylamine, N-methyl-N-phenyl-;1S9PP10CZS;NSC 97;NSC-97;N-benzyl-N-methyl-N-phenylamine;EINECS 210-375-4;NSC97;Methylbenzylanilin;methylbenzylaniline;benzyl-methyl-phenyl-amine;N-benzyl-n-methyl aniline;UNII-1S9PP10CZS;SCHEMBL642317;DTXSID6060630;N-benzyl-N-phenyl-N-methylamine;N-BENZYL N-METHYL ANILINE;N-BENZYL-N-METHYLBENZENAMINE;N-BENZYL-N-METHYLPHENYLAMINE;N-METHYL-N-BENZYLPHENYLAMINE;MFCD00035788;AKOS006242258;DS-3808;N-METHYL-N-PHENYLBENZENEMETHANAMINE;CS-0197322;FT-0745323;C75880;A833222;W-203292

Chemical Property of N-Benzyl-N-methylaniline

Chemical Property:

• Appearance/Colour: Clear yellow to amber liquid
• Vapor Pressure: 0.000416mmHg at 25°C
• Melting Point: 8oC
• Refractive Index: n20/D 1.605(lit.)
• Boiling Point: 316.2 °C at 760 mmHg
• PKA: 4.38±0.50(Predicted)
• Flash Point: 128.8 °C
• PSA: 3.24000
• Density: 1.048 g/cm³
• LogP: 3.32300
• Storage Temp.: Store below +30°C.
• Solubility.: 0.009g/l
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 197.120449483
• Heavy Atom Count: 15
• Complexity: 166

Purity/Quality:

98%min ^*data from raw suppliers

N-Benzyl-N-methylaniline ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(CC1=CC=CC=C1)C2=CC=CC=C2
• Uses: N-Benzyl-N-methylaniline is a tertiary amine and a useful building block, used in the synthetic preparation of fused tetrahydroquinolines via oxidative cyclization of anilines with maleimides.

Technology Process of N-Benzyl-N-methylaniline

There total 90 articles about N-Benzyl-N-methylaniline 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: 99.0%

N-Benzylaniline (758640-21-0,103-32-2) + carbon dioxide (124-38-9,18923-20-1) → N-methyl-N-phenyl-benzenemethanamine (614-30-2)

Guidance literature:

With phenylsilane; In N,N-dimethyl acetamide; at 60 ℃; for 2h; Sealed tube;

DOI:10.1039/c9cc06659d

Reference yield: 99.0%

N-methyl-N-(methoxymethyl)-aniline (13657-45-9) + phenylmagnesium bromide → N-methyl-N-phenyl-benzenemethanamine (614-30-2)

Guidance literature:

With boron trifluoride diethyl etherate; In methanol; at -78 ℃; for 1.3h;

DOI:10.1021/ja00385a033

Reference yield: 99.0%

N-methylaniline (100-61-8) + benzyl alcohol (100-51-6,185532-71-2) → N-methyl-N-phenyl-benzenemethanamine (614-30-2)

Guidance literature:

With (9-borabicyclo[3.3.1]nonanyl)ethyl(diphenyl)phosphine; palladium diacetate; In toluene; for 24h; Reagent/catalyst; Solvent; Catalytic behavior; Molecular sieve; Reflux; Inert atmosphere;

DOI:10.1016/j.tetlet.2020.152537

upstream raw materials:

sodium methylate

N,N-dibenzyl-N-methyl-anilinium; iodide

benzyl chloride

N,N-dimethyl-aniline

Downstream raw materials:

4-(Methyl-benzyl-amino)-azobenzol

N-benzyl-N-methyl-4-morpholin-4-ylmethyl-aniline

N-methyl-N-4-bromophenylbenzylamine

toluene

Refernces

• 1、 Gong, Mingliang,Guo, Chenjun,Luo, Yunjie,Xie, Hongzhen,Zhang, Fangcao. "Hydroborative reduction of amides to amines mediated by La(CH2C6H4NMe2-: O)3". . p. 779 - 791. Retrieved 2022/01/22.
• 2、 Chen, Gong,Arai, Kenta,Morisaki, Kazuhiro,Kawabata, Takeo,Ueda, Yoshihiro. "Dirhodium-Catalyzed Chemo-and Site-Selective C-H Amidation of N, N-Dialkylanilines". supporting information. p. 728 - 732. Retrieved 2021/01/18.