N-Benzyl-N-ethylaniline

Base Information

• Chemical Name: N-Benzyl-N-ethylaniline
• CAS No.: 92-59-1
• Molecular Formula: C15H17 N
• Molecular Weight: 211.307
• Hs Code.: H5N(CH2C6H5)C2H5 MOL WT. 211.31
• European Community (EC) Number: 202-169-8
• ICSC Number: 1550
• NSC Number: 406962,1805
• UN Number: 2274
• UNII: 9E1613V4RO
• DSSTox Substance ID: DTXSID0025315
• Nikkaji Number: J4.657D
• Wikidata: Q27272423
• ChEMBL ID: CHEMBL1479610
• Mol file: 92-59-1.mol

Synonyms:N-Benzyl-N-ethylaniline;92-59-1;N-ETHYL-N-BENZYLANILINE;Ethylbenzylaniline;N-Ethyl-N-phenylbenzylamine;Benzenemethanamine, N-ethyl-N-phenyl-;Benzylethylphenylamine;Phenylethylbenzylamine;Benzylamine, N-ethyl-N-phenyl-;N-Ethyl-n-phenyl benzylamine;N-Ethyl-N-phenylbenzenemethanamine;Amine, benzyl ethyl phenyl;NSC 1805;CCRIS 4649;N,N-Benzylethylaniline;HSDB 6120;EINECS 202-169-8;N-ethyl-N-benzyl-aniline;UN2274;UNII-9E1613V4RO;AI3-10039;DTXSID0025315;9E1613V4RO;NSC-1805;Athylbenzylanilin;n-benzyl-n-ethylanilin;benzyl-ethyl-phenyl-amine;N-ethyl-N-benzyl aniline;ETHYL BENZYL ANILINE;N-Ethyl-N-benzylaniline [UN2274] [Poison];N-Phenyl-N-ethylbenzylamine;MLS001050175;SCHEMBL179996;ETHYLBENZYLANILINE [MI];DTXCID405315;N-benzyl-N-phenyl-N-ethylamine;CHEMBL1479610;N-Benzyl-N-ethylaniline, 99%;NSC1805;Bencenometanamina, n-etil-n-fenil-;ADAL1186039;AMY37127;Tox21_200375;MFCD00009037;NA2274;NSC406962;AKOS008969357;ETHYL-N-PHENYL BENZYLAMINE, N-;LS-1935;N-ETHYL-N-BENZYLANILINE [HSDB];NSC-406962;UN 2274;CAS-92-59-1;NCGC00090897-01;NCGC00090897-02;NCGC00257929-01;BS-42307;SMR001216589;E0162;FT-0689050;EN300-18363;N-Ethyl-N-benzylaniline [UN2274] [Poison];W-100279;N-Benzyl-N-ethylaniline, technical, >=97.0% (NT);Q27272423;Z57770603

Chemical Property of N-Benzyl-N-ethylaniline

Chemical Property:

• Appearance/Colour: Pale Yellow to Brown Liquid turns to darken on exposure to air and light
• Vapor Pressure: 0.000313mmHg at 25°C
• Melting Point: 34 - 36 C
• Refractive Index: n20/D 1.595(lit.)
• Boiling Point: 285 C
• PKA: 5.24±0.50(Predicted)
• Flash Point: >230 °F
• PSA: 3.24000
• Density: 1.02
• LogP: 3.71310
• Storage Temp.: Store below +30°C.
• Solubility.: alcohol: soluble1ml in 5.5ml
• Water Solubility.: <0.1 g/100 mL at 22℃
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 211.136099547
• Heavy Atom Count: 16
• Complexity: 178
• Transport DOT Label: Poison

Purity/Quality:

99.9% ^*data from raw suppliers

N-Benzyl-N-ethylaniline >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 21/22-20/21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Polyaromatic
• Canonical SMILES: CCN(CC1=CC=CC=C1)C2=CC=CC=C2
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is mildly irritating to the skin.
• Uses: manufacture of dyes; in organic syntheses. N-Benzyl-N-ethylaniline was used in a study to investigate the electron transfer quenching dynamics of excited perylene and cyanoperylene in various donating solvents.

Technology Process of N-Benzyl-N-ethylaniline

There total 28 articles about N-Benzyl-N-ethylaniline 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%

benzyl chloride (100-44-7) + N-ethyl-N-phenylamine (103-69-5) → N-benzyl-N-ethylaniline (92-59-1)

Guidance literature:

With triethylamine; In methanol; at 20 ℃;

DOI:10.1002/ejoc.201001083

Reference yield: 99.0%

N-ethyl-N-phenylamine (103-69-5) + benzyl alcohol (100-51-6,185532-71-2) → N-benzyl-N-ethylaniline (92-59-1)

Guidance literature:

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

DOI:10.1016/j.tetlet.2020.152537

Reference yield: 99.0%

N-ethyl-N-phenylamine (103-69-5) + benzoic acid (65-85-0,8013-63-6) → N-benzyl-N-ethylaniline (92-59-1)

Guidance literature:

With trimethylamine borane; In xylene; for 7h; Heating;

DOI:10.1055/s-1983-30605

upstream raw materials:

ethanol

aniline hydrochloride

benzyl chloride

N-ethyl-N-phenylamine

Downstream raw materials:

bis-[4-(ethyl-benzyl-amino)-phenyl]-phenyl-methane

N-ethyl-N-benzyl-4-nitroso-aniline

N-(p-nitrobenzyl)-N-ethylaniline

N-ethyl-N-benzyl-4-thiocyanato-aniline

Refernces

• 1、 Onodera, Gen,Kumagae, Hidenobu,Nakamura, Daiki,Hayasaki, Takuto,Fukuda, Tsutomu,Kimura, Masanari. "Direct benzylation of amines with benzylic alcohols catalyzed by palladium/phosphine-borane catalyst system". supporting information. . Retrieved 2020/11/04.
• 2、 Roscales, Silvia,Csáky, Aurelio G.. "Transition-Metal-Free Three-Component Synthesis of Tertiary Aryl Amines from Nitro Compounds, Boronic Acids, and Trialkyl Phosphites". . p. 111 - 117. Retrieved 2019/11/16.