2-Isopropenylaniline

Base Information

• Chemical Name: 2-Isopropenylaniline
• CAS No.: 52562-19-3
• Molecular Formula: C9H11 N
• Molecular Weight: 133.193
• Hs Code.: 2921420090
• European Community (EC) Number: 258-008-7
• NSC Number: 76548
• UNII: Y32C4K1M5V
• DSSTox Substance ID: DTXSID2068767
• Nikkaji Number: J295.696I
• Wikidata: Q81995527
• Mol file: 52562-19-3.mol

Synonyms:2-Isopropenylaniline;2-(Prop-1-en-2-yl)aniline;52562-19-3;o-Isopropenylaniline;Benzenamine, 2-(1-methylethenyl)-;2-prop-1-en-2-ylaniline;2-(1-Methylethenyl)benzenamine;Y32C4K1M5V;EINECS 258-008-7;MFCD00007719;NSC 76548;NSC-76548;NSC76548;UNII-Y32C4K1M5V;2-(1-Propen-2-yl)aniline;SCHEMBL345557;2-Isopropenylaniline, >=98%;DTXSID2068767;2-(prop-1-en-2-yl)benzenamine;METHYLP-AMINOETHYLBENZOATEHCL;2-(1-METHYLETHENYL)ANILINE;AKOS006222090;CS-W023060;DS-2799;SY107326;FT-0640080;EN300-94868;I11393;A870959;J-640239;J-800238

Chemical Property of 2-Isopropenylaniline

Chemical Property:

• Vapor Pressure: 0.173mmHg at 25°C
• Refractive Index: n20/D 1.57(lit.)
• Boiling Point: 212.4°Cat760mmHg
• PKA: 3?+-.0.10(Predicted)
• Flash Point: 98.4°C
• PSA: 26.02000
• Density: 0.968g/cm³
• LogP: 2.88310
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 133.089149355
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(Prop-1-en-2-yl)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CC(=C)C1=CC=CC=C1N

Technology Process of 2-Isopropenylaniline

There total 30 articles about 2-Isopropenylaniline 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%

Methyltriphenylphosphonium bromide (1779-49-3) + 2-aminoacetophenone (551-93-9) → 2-isopropenylaniline (52562-19-3)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 0.5h; Schlenk technique; Inert atmosphere;

2-aminoacetophenone; In tetrahydrofuran; at 0 - 20 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201606026

Reference yield: 92.0%

o-aminophenyldimethylcarbinol (15833-00-8) → 2-isopropenylaniline (52562-19-3)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; Reflux;

DOI:10.1002/anie.201206765

Reference yield: 81.0%

4-Methyl-2-p-tolyl-3-trimethylsilanyl-2λ4-benzo[c][1,2]thiazine 2-oxide (120780-15-6) → 2-isopropenylaniline (52562-19-3)

Guidance literature:

With disodium hydrogenphosphate; sodium amalgam; In tetrahydrofuran; methanol; for 15h; Ambient temperature;

DOI:10.1055/s-1995-3986

upstream raw materials:

2-aminoacetophenone

methyl iodide

2-isopropylthio-N-allylaniline

4-Methyl-2-p-tolyl-2λ⁴-benzo[c][1,2]thiazine 2-oxide

Downstream raw materials:

2,2-Dichloro-N-acetamide

4-methoxy-N-(2-(prop-1-en-2-yl)phenyl)benzamide

N,N'-Bis-(2-isopropenyl-phenyl)-terephthalamide

N-(2-Isopropenyl-phenyl)-propionimidic acid ethyl ester

Refernces

• 1、 Kandappa, Sunil Kumar,Valloli, Lakshmy Kannadi,Jockusch, Steffen,Sivaguru, Jayaraman. "Uncovering New Excited State Photochemical Reactivity by Altering the Course of the de Mayo Reaction". supporting information. p. 3677 - 3681. Retrieved 2021/04/07.
• 2、 Chen, Xiaoyu,Liu, Bo,Pei, Congcong,Li, Jingya,Zou, Dapeng,Wu, Yangjie,Wu, Yusheng. "Visible-Light-Induced Radical Difluoromethylation/Cyclization of Unactivated Alkenes: Access to CF2H-Substituted Quinazolinones". supporting information. p. 7787 - 7791. Retrieved 2021/10/20.