N,N-Diallylaniline

Base Information

• Chemical Name: N,N-Diallylaniline
• CAS No.: 6247-00-3
• Molecular Formula: C12H15N
• Molecular Weight: 173.258
• Hs Code.: 2921420090
• NSC Number: 59842
• UNII: U7E0LZ0QRG
• DSSTox Substance ID: DTXSID30211506
• Nikkaji Number: J658.497G
• Mol file: 6247-00-3.mol

Synonyms:N,N-Diallylaniline;6247-00-3;Aniline, N,N-diallyl-;N,N-Dipropen-3-ylaniline;N,N-bis(prop-2-enyl)aniline;Benzenamine, N,N-di-2-propenyl-;2-Propen-1-amine, N-phenyl-N-2-propenyl-;U7E0LZ0QRG;NSC-59842;diallylaniline;Aniline, N,N-diallyl- (8CI);NSC59842;Aniline,N-diallyl-;Diallyl-phenyl-amine;NSC 59842;AI3-09527;UNII-U7E0LZ0QRG;DIALLYL(PHENYL)AMINE;SCHEMBL83762;Benzenamine,N-di-2-propenyl-;DTXSID30211506;CJIPLMHXHKPZGM-UHFFFAOYSA-N;N,N-di(prop-2-en-1-yl)aniline;ADAL1243797;MFCD00026081;N,N-DI-2-PROPENYLBENZENAMINE;AKOS006230565;N,N-DI-2-PROPEN-1-YLBENZENAMINE;N,N-BIS(PROP-2-EN-1-YL)ANILINE;FT-0693665;BENZENAMINE, N,N-DI-2-PROPEN-1-YL-

Chemical Property of N,N-Diallylaniline

Chemical Property:

• Vapor Pressure: 0.0217mmHg at 25°C
• Refractive Index: 1.55
• Boiling Point: 250.4 °C at 760 mmHg
• Flash Point: 101.3 °C
• PSA: 3.24000
• Density: 0.943 g/cm³
• LogP: 2.86500
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 173.120449483
• Heavy Atom Count: 13
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

N,N-DIALLYLANILINE 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N,N-Diallylaniline

There total 52 articles about N,N-Diallylaniline 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%

allyl bromide (106-95-6) + aniline (62-53-3) → N,N-diallylaniline (6247-00-3)

Guidance literature:

allyl bromide; With potassium carbonate; In water; at 20 ℃; for 0.0166667h;

aniline; With palladium; In water; at 20 - 65 ℃; for 1.5h; regioselective reaction;

DOI:10.1002/cctc.201500300

Reference yield: 96.0%

allyl alcohol (107-18-6) + aniline (62-53-3) → N-allyl-N-phenylamine (589-09-3) + N,N-diallylaniline (6247-00-3)

Guidance literature:

With magnesium sulfate; 1,2-(p-MeOC₆H₄)2cyclobuten[=P(2,4,6-tri-t-BuPh)]2PdOTf; In toluene; at 20 ℃; for 2h;

DOI:10.1021/ja0274406

Reference yield: 96.0%

Allyl acetate (591-87-7) + aniline (62-53-3) → N-allyl-N-phenylamine (589-09-3) + N,N-diallylaniline (6247-00-3)

Guidance literature:

bis(η3-allyl-μ-chloropalladium(II)); 1,2-bis(diphenylphosphino)-1'-(diisopropylphosphino)-3',4-di-tert-butyl ferrocene; In toluene; at 20 ℃; for 1h;

DOI:10.1002/adsc.200505050

upstream raw materials:

allyl bromide

aniline

3-chloroprop-1-ene

allyl tosylate

Downstream raw materials:

N,N-di-2-propenylbenzeneamine

1-phenyl-2,5-dihydro-1H-pyrrole

3-methyl-2-(4′-methylphenyl)quinoline

3-methyl-2-phenyl-quinoline

Refernces

• 1、 Ma, Yu,Tian, Ze-Yu,Zhang, Cheng-Pan,Zheng, Shuang-Yang. "Copper-Catalyzed Allylation of Amines with Cyclopropyldiphenylsulfonium Trifluoromethanesulfonate". . . Retrieved 2022/03/15.
• 2、 Ma, Ruixuan,Qin, Jianhua,Shi, Lei,Zhang, Xinhai. "A base-free Chan–Lam reaction catalyzed by an easily assembled Cu(II)-carboxylate metal-organic framework". . p. 795 - 799. Retrieved 2021/07/06.