4-Ethylaniline

Base Information

• Chemical Name: 4-Ethylaniline
• CAS No.: 589-16-2
• Molecular Formula: C8H11 N
• Molecular Weight: 121.182
• Hs Code.: 29214980
• European Community (EC) Number: 209-637-0
• NSC Number: 62015
• UNII: MHX72W1ZQV
• DSSTox Substance ID: DTXSID0022066
• Nikkaji Number: J44.132E
• Wikidata: Q27284036
• Mol file: 589-16-2.mol

Synonyms:4-ethylaniline

Chemical Property of 4-Ethylaniline

Chemical Property:

• Appearance/Colour: red-brown liquid
• Vapor Pressure: 0.132mmHg at 25°C
• Melting Point: -5 ºC
• Refractive Index: n20/D 1.554(lit.)
• Boiling Point: 217.5 °C at 760 mmHg
• PKA: pK1:5.00(+1) (25°C)
• Flash Point: 85 ºC
• PSA: 26.02000
• Density: 0.975
• LogP: 2.41240
• Storage Temp.: Store below +30°C.
• Water Solubility.: immiscible
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 121.089149355
• Heavy Atom Count: 9
• Complexity: 72.6

Purity/Quality:

99% ^*data from raw suppliers

4-Ethylaniline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 23/24/25-33
• Safety Statements: 36/37/39-45-36/37-28A

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CC=C(C=C1)N
• Uses: 4-Ethylaniline can be used as intermediates of liquid crystal.

Technology Process of 4-Ethylaniline

There total 108 articles about 4-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: 97.0%

4-vinyl benzylamine (1520-21-4,25086-42-4) → 4-aminoethylbenzene (589-16-2)

Guidance literature:

With iron(III) chloride; lithium aluminium tetrahydride; hydrogen; In tetrahydrofuran; at 18 ℃; for 20h; under 7500.75 Torr; Inert atmosphere; Sealed tube;

DOI:10.1039/c4gc02368d

Reference yield: 93.0%

1-(4-aminophenyl)ethanol (93453-80-6,14572-89-5) → 4-aminoethylbenzene (589-16-2)

Guidance literature:

1-(4-aminophenyl)ethanol; With ammonium formate; In ethanol; water; at 22 ℃; for 0.166667h;

With formic acid; In ethanol; water; at 22 ℃; for 1h; chemoselective reaction;

DOI:10.1055/s-0040-1707398

Reference yield: 85.0%

(4-Nitrophenyl)acetylene (937-31-5) → 4-ethylnitrobenzene (100-12-9,94234-68-1,34527-20-3) + 4-aminoethylbenzene (589-16-2)

Guidance literature:

(4-Nitrophenyl)acetylene; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tricyclohexylphosphine; In 1,4-dioxane; at 20 ℃; for 0.25h; Inert atmosphere;

With formic acid; In 1,4-dioxane; at 80 ℃; chemoselective reaction; Inert atmosphere;

DOI:10.1021/ja2069246

upstream raw materials:

4-ethylnitrobenzene

N-ethylacetanilide

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

2-ethyl-5-amino-benzoic acid

Downstream raw materials:

(4-ethyl-2-nitro-phenyl)-carbamic acid ethyl ester

ethyl (4-ethylphenyl)glycinate

6-ethylquinoline

3-methyl-isoxazole-4,5-dione 4-[(4-ethyl-phenyl)-hydrazone]

Refernces

• 1、 Bordet, Alexis,Goclik, Lisa,Leitner, Walter,Walschus, Henrik. "Selective hydrodeoxygenation of acetophenone derivatives using a Fe25Ru75@SILP catalyst: a practical approach to the synthesis of alkyl phenols and anilines". supporting information. p. 2937 - 2945. Retrieved 2022/04/07.
• 2、 Beller, Matthias,Feng, Lu,Gao, Jie,Jackstell, Ralf,Jagadeesh, Rajenahally V.,Liu, Yuefeng,Ma, Rui. "Ambient Hydrogenation and Deuteration of Alkenes Using a Nanostructured Ni-Core–Shell Catalyst". supporting information. p. 18591 - 18598. Retrieved 2021/06/28.