N,N-Diethyl-4-ethynylaniline

Base Information

• Chemical Name: N,N-Diethyl-4-ethynylaniline
• CAS No.: 41876-70-4
• Molecular Formula: C12H15N
• Molecular Weight: 173.258
• Hs Code.: 2921420090
• European Community (EC) Number: 676-103-5
• DSSTox Substance ID: DTXSID90465720
• Nikkaji Number: J1.054.185I
• Wikidata: Q72469154
• Mol file: 41876-70-4.mol

Synonyms:N,N-Diethyl-4-ethynylaniline;41876-70-4;4'-Diethylaminophenyl acetylene;N,N-Diethyl-4-ethynyl-benzenamine;N,N-diethyl-4-ethynylbenzenamine;4'-Diethylaminophenylacetylene;SCHEMBL1099561;4'-(Diethylamino)phenylacetylene;DTXSID90465720;CBCACOCJKPPSMS-UHFFFAOYSA-N;diethyl-(4-ethynyl-phenyl) amine;diethyl-(4-ethynyl-phenyl)-amine;p-(N,N-diethylamino)phenylacetylene;MFCD00168817;N,N-Diethyl-(4-ethynylphenyl) amine;AKOS006237186;AC-6445;BS-49149;4'-diethylaminophenyl acetylene, AldrichCPR;A6879;CS-0170798;FT-0639747;EN300-1849182;Q-102453

Chemical Property of N,N-Diethyl-4-ethynylaniline

Chemical Property:

• Boiling Point: 264.792 °C at 760 mmHg
• PKA: 4.86±0.32(Predicted)
• Flash Point: 104.182 °C
• PSA: 3.24000
• Density: 0.964 g/cm³
• LogP: 2.51410
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 173.120449483
• Heavy Atom Count: 13
• Complexity: 177

Purity/Quality:

98%min ^*data from raw suppliers

N,N-Diethyl-4-ethynylaniline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C1=CC=C(C=C1)C#C

Technology Process of N,N-Diethyl-4-ethynylaniline

There total 10 articles about N,N-Diethyl-4-ethynylaniline 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%

N,N-diethyl-4-[(trimethylsilyl)ethynyl]aniline (562813-15-4) → 4-ethynyl-N,N-diethylaniline (41876-70-4)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 2h;

DOI:10.1002/ejoc.201200111

Reference yield: 85.0%

p-(3-methyl-1-butyn-3-ol)-N,N-diethylaniline → 4-ethynyl-N,N-diethylaniline (41876-70-4)

Guidance literature:

With potassium hydroxide; hydroquinone; at 115 ℃; under 0.5 Torr;

DOI:10.1007/BF00949973

Reference yield: 83.9%

4-(2,2-dibromovinyl)-N,N-diethylaniline (201544-09-4) → 4-ethynyl-N,N-diethylaniline (41876-70-4)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; 1.) -78 deg C, 45 min, 2.) r.t., 1 h;

DOI:10.1002/chem.19970031107

upstream raw materials:

4-bromo-1-ethynylbenzene

diethylamine

4-(2,2-dibromovinyl)-N,N-diethylaniline

N,N-diethyl-4-[(trimethylsilyl)ethynyl]aniline

Downstream raw materials:

Diethyl-(4-vinylidene-cyclohexa-2,5-dienylidene)-ammonium; chloride

[4-(4-Bromo-phenylethynyl)-phenyl]-diethyl-amine

N,N-diethyl-4-[1-(7-diethylaminocoumarin-3-yl)-1H-1,2,3-triazol-4-yl]aniline

(Z)-2-{3-chloro-3-[4-(diethylamino)phenyl]allylidene}malononitrile

Refernces

• 1、 -. "Π (PI)-CONJUGATED FLUOROIONOPHORES AND METHOD FOR DETERMINING AN ALKALI ION". Page/Page column 45. . Retrieved 2012/09/22.
• 2、 Ast, Sandra,Mueller, Holger,Flehr, Roman,Klamroth, Tillmann,Walz, Bernd,Holdt, Hans-Juergen. "High Na+ and K+-induced fluorescence enhancement of a π-conjugated phenylaza-18-crown-6-triazol-substituted coumarin fluoroionophore". supporting information; experimental part. p. 4685 - 4687. Retrieved 2011/06/20.