N-Allylaniline

Base Information

• Chemical Name: N-Allylaniline
• CAS No.: 589-09-3
• Molecular Formula: C9H11N
• Molecular Weight: 133.193
• Hs Code.: 29214200
• European Community (EC) Number: 209-633-9
• NSC Number: 1967
• UNII: Q7S639GWXG
• DSSTox Substance ID: DTXSID5022065
• Nikkaji Number: J95.035A
• Wikidata: Q165003
• Metabolomics Workbench ID: 147422
• ChEMBL ID: CHEMBL1234871
• Mol file: 589-09-3.mol

Synonyms:N-Allylaniline;589-09-3;Benzenamine, N-2-propenyl-;N-ALLYL-ANILINE;N-prop-2-enylaniline;allylphenylamine;N-(prop-2-en-1-yl)aniline;EINECS 209-633-9;N-prop-2-en-1-ylaniline;UNII-Q7S639GWXG;Q7S639GWXG;AI3-10028;NSC-1967;allyl-phenyl-amine;N-Allylphenylamine;N-Allyl-N-phenylamine;N-Allylaniline, 95%;N-PHENYLALLYLAMINE;N-Allyl-N-phenylamine #;ANILINE, N-ALLYL-;N-phenyl-2-propen-1-amine;N-2-Propen-1-ylbenzenamine;SCHEMBL11051;NYL;BIDD:GT0639;N-(2-PROPENYL)ANILINE;CHEMBL1234871;DTXSID5022065;NSC1967;N-(2-PROPENYL)BENZENAMINE;NSC 1967;MFCD00008638;AKOS000120664;DB02870;FD-0211;BENZENAMINE, N-2-PROPEN-1-YL-;LS-184884;A0880;FT-0695163;EN300-20999;D88344;Q165003

Chemical Property of N-Allylaniline

Chemical Property:

• Appearance/Colour: clear yellow to slightly red-brown liquid
• Vapor Pressure: 0.113mmHg at 25°C
• Refractive Index: n20/D 1.563(lit.)
• Boiling Point: 220.5 °C at 760 mmHg
• PKA: 4.17(at 25℃)
• Flash Point: 89.4 °C
• PSA: 12.03000
• Density: 0.972 g/cm³
• LogP: 2.35750
• Water Solubility.: Insoluble in water.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 133.089149355
• Heavy Atom Count: 10
• Complexity: 92.9

Purity/Quality:

98% ^*data from raw suppliers

N-Allyaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CCNC1=CC=CC=C1
• Uses: It is used as a pharmaceutical intermediate.

Technology Process of N-Allylaniline

There total 106 articles about N-Allylaniline 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: 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

Reference yield: 95.0%

N-allyl-N-phenyl-phenylamidine (40366-99-2) → N-allyl-N-phenylamine (589-09-3) + benzonitrile (100-47-0)

Guidance literature:

With bis(trimethylsilyl)amide yttrium(III); In toluene; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c8cy01481g

upstream raw materials:

N,N-diallylaniline

allyl iodid

aniline

3-chloroprop-1-ene

Downstream raw materials:

1-allyl-4-methyl-2-quinolone

N-allyl-N-phenylcyanamide

2-allyl-phenylamine

N-allyl-N-phenylhydrazine

Refernces

• 1、 Barner-Kowollik, Christopher,Kn?fel, Nicolai D.,Kulendran, Bragavie,Roesky, Peter W.,Rothfuss, Hannah,Tzvetkova, Pavleta. "Heterobimetallic Eu(iii)/Pt(ii) single-chain nanoparticles: a path to enlighten catalytic reactions". . p. 10331 - 10336. Retrieved 2020.
• 2、 Li, Guangzhe,Yu, Guo,Wang, Chengdong,Morita, Taiki,Zhang, Xuhai,Nakamura, Hiroyuki. "Copper(i)-catalysed intramolecular hydroarylation-redox cross-dehydrogenative coupling ofN-propargylanilines with phosphites". supporting information. p. 113 - 116. Retrieved 2021/12/29.
• 3、 Gillespie, James E.,Morrill, Charlotte,Phipps, Robert J.. "Regioselective Radical Arene Amination for the Concise Synthesis ofortho-Phenylenediamines". supporting information. p. 9355 - 9360. Retrieved 2021/07/19.