N-Ethyl-1-naphthylamine

Base Information

• Chemical Name: N-Ethyl-1-naphthylamine
• CAS No.: 118-44-5
• Deprecated CAS: 92483-38-0
• Molecular Formula: C12H13N
• Molecular Weight: 171.242
• Hs Code.: 29214500
• European Community (EC) Number: 204-250-3
• NSC Number: 8636
• UNII: A5859QV29X
• DSSTox Substance ID: DTXSID8059473
• Nikkaji Number: J40.487J
• Wikidata: Q72476314
• Mol file: 118-44-5.mol

Synonyms:N-Ethyl-1-naphthylamine;118-44-5;n-ethylnaphthalen-1-amine;1-Naphthalenamine, N-ethyl-;1-(Ethylamino)naphthalene;1-Naphthylamine, N-ethyl-;2-(Ethylamino)naphthalene;N-ethyl-1-naphthalenamine;N-Ethyl-alpha-naphthylamine;Ethyl-.alpha.-naphthylamine;N-Ethyl-.alpha.-naphthylamine;Ethyl(1-naphthyl)amine;Ethyl-alpha-naphthylamine;A5859QV29X;NSC 8636;NSC-8636;EINECS 204-250-3;AI3-20321;N-Ethyl naphthylamine;naphthyl-ethylamine;MFCD00003880;N-Ethyl Alpha-Naphthylamine;Oprea1_854400;SCHEMBL60765;BIDD:GT0291;UNII-A5859QV29X;N-Ethyl-N-(1-naphthyl)amine;N-ethyl-naphthalen-1-yl-amine;SCHEMBL2874260;DTXSID8059473;N-Ethyl-1-naphthylamine, 98%;KDFFXYVOTKKBDI-UHFFFAOYSA-;N-Ethyl-N-(1-naphthyl)amine #;NSC8636;N-ETHYL-1-AMINONAPHTHALENE;STR04386;BBL100334;STL554116;AKOS000119651;AT25692;FT-0631673;EN300-33934;A803930;W-108545

Chemical Property of N-Ethyl-1-naphthylamine

Chemical Property:

• Appearance/Colour: Brown liquid.
• Vapor Pressure: 0.00067mmHg at 25°C
• Melting Point: 164-165 °C (decomp)(Solv: ethyl ether (60-29-7))
• Refractive Index: n20/D 1.644(lit.)
• Boiling Point: 308.688 °C at 760 mmHg
• PKA: 5.12±0.20(Predicted)
• Flash Point: 148.732 °C
• PSA: 12.03000
• Density: 1.074 g/cm³
• LogP: 3.34460
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 171.104799419
• Heavy Atom Count: 13
• Complexity: 155

Purity/Quality:

98%min ^*data from raw suppliers

N-Ethyl-1-naphthylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCNC1=CC=CC2=CC=CC=C21
• Uses: N-Ethyl-1-naphthylamine was used in characterization of nitrite-dependent genotoxins and tumour promoter-like substances in fermented fish sauce by cross coupling reaction. It may be used in the identification of triazenes metabolites in urine by coupling and forming colored azo dyes. Intermediate.

Technology Process of N-Ethyl-1-naphthylamine

There total 33 articles about N-Ethyl-1-naphthylamine 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%

ethanamine hydrochloride (557-66-4) + 1-Chloronaphthalene (90-13-1) → 1-N-ethylnaphthylamine (118-44-5)

Guidance literature:

With C₃₉H₄₅FeNNiP₂; sodium t-butanolate; In toluene; at 80 ℃; for 12h; Inert atmosphere; Glovebox; Autoclave;

DOI:10.1002/anie.201500404

Reference yield: 97.0%

4-[(ethyl-naphthalen-1-yl-amino)-methyl]-benzonitrile → 1-N-ethylnaphthylamine (118-44-5)

Guidance literature:

With Triethylgermyl-natrium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 60 ℃; for 43h;

DOI:10.1246/cl.2002.1032

Reference yield: 95.0%

1-Bromonaphthalene (90-11-9) + ethanamine hydrochloride (557-66-4) → 1-N-ethylnaphthylamine (118-44-5)

Guidance literature:

With (R)-(-)-1-[(S_P)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine; palladium diacetate; sodium t-butanolate; In 1,4-dioxane; at 80 ℃; for 12h; Inert atmosphere; Glovebox;

DOI:10.1021/ol501739g

upstream raw materials:

diethyl ether

1-Nitronaphthalene

ethylmagnesium bromide

N,N-diethyl-1-naphthylamine

Downstream raw materials:

N-ethyl-N-[1]naphthyl-acetamide

2-Chlor-N-ethyl-N-(1-naphthyl)acetamid

N-ethyl-N-naphthalen-1-ylguanidine

ethyl-(4-phenylazo-[1]naphthyl)-amine

Refernces

• 1、 ?tv?s, Sándor B.,Kappe, C. Oliver. "Continuous-Flow Amide and Ester Reductions Using Neat Borane Dimethylsulfide Complex". . p. 1800 - 1807. Retrieved 2020/02/27.
• 2、 Emayavaramban, Balakumar,Chakraborty, Priyanka,Sundararaju, Basker. "Cobalt-Catalyzed Reductive Alkylation of Amines with Carboxylic Acids". . p. 3089 - 3093. Retrieved 2018/12/11.