4-Vinyloxy-phenylamine

Base Information

• Chemical Name: 4-Vinyloxy-phenylamine
• CAS No.: 1005-63-6
• Molecular Formula: C8H9NO
• Molecular Weight: 135.166
• Hs Code.: 2922299090
• European Community (EC) Number: 808-367-6
• DSSTox Substance ID: DTXSID10350523
• Nikkaji Number: J1.235.283B
• Wikidata: Q82126504
• Mol file: 1005-63-6.mol

Synonyms:4-Vinyloxy-phenylamine;1005-63-6;4-(Vinyloxy)aniline;4-ethenoxyaniline;4-(ethenyloxy)aniline;Benzenamine, 4-(ethenyloxy)-;4-vinyloxyphenylamine;p-vinyloxyaniline;p-(Vinyloxy)aniline;p-aminophenyl vinyl ether;4-(Ethenyloxy)benzenamine;4-Aminophenyl vinyl ether;1-Amino-4-(vinyloxy)benzene;SCHEMBL715942;4-(Vinyloxy)aniline, AldrichCPR;DTXSID10350523;HMS1704E12;BAA00563;AKOS000300980;CS-0116903;EN300-250723

Chemical Property of 4-Vinyloxy-phenylamine

Chemical Property:

• Vapor Pressure: 0.039mmHg at 25°C
• Refractive Index: 1.565
• Boiling Point: 239.9 °C at 760 mmHg
• Flash Point: 107.9 °C
• PSA: 35.25000
• Density: 1.061 g/cm³
• LogP: 2.37230
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 135.068413911
• Heavy Atom Count: 10
• Complexity: 106

Purity/Quality:

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

4-(Vinyloxy)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=COC1=CC=C(C=C1)N

Technology Process of 4-Vinyloxy-phenylamine

There total 3 articles about 4-Vinyloxy-phenylamine 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: 94.0%

→ 4-vinyloxyaniline (1005-63-6)

Guidance literature:

Reference yield: 91.0%

4-amino-phenol (123-30-8) + calcium carbide (75-20-7) → 4-vinyloxyaniline (1005-63-6)

Guidance literature:

With caesium carbonate; In water; dimethyl sulfoxide; at 100 ℃; for 12h; Sealed tube;

DOI:10.1002/ejoc.201600666

Reference yield: 85.0%

4-amino-phenol (123-30-8) + acetylene (74-86-2,25067-58-7) → 4-vinyloxyaniline (1005-63-6)

Guidance literature:

4-amino-phenol; With sodium hydroxide; In water; dimethyl sulfoxide; at 20 ℃; for 0.5h;

acetylene; In water; dimethyl sulfoxide; at 90 ℃; for 3h; under 10640.7 - 11400.8 Torr; Autoclave;

DOI:10.1016/j.mencom.2020.11.033

upstream raw materials:

4-amino-phenol

acetylene

calcium carbide

Downstream raw materials:

2,3,6-Tris-(4-phenylazo-phenylazo)-4-vinyloxy-phenylamine

2,6-Bis-(4-phenylazo-phenylazo)-4-vinyloxy-phenylamine

2-(4-Phenylazo-phenylazo)-4-vinyloxy-phenylamine

2-hydroxybenzoic acid p-vinyloxyanilide

Refernces

• 1、 Gusarova, Nina K.,Kolyvanov, Nikita A.,Oparina, Ludmila A.,Trofimov, Boris A.. "Chemoselective vinylation of aminophenols with acetylene catalyzed by sodium aminophenolates in aqueous DMSO". . p. 788 - 790. Retrieved 2021/01/11.
• 2、 Rattanangkool, Eakkaphon,Vilaivan, Tirayut,Sukwattanasinitt, Mongkol,Wacharasindhu, Sumrit. "An Atom-Economic Approach for Vinylation of Indoles and Phenols Using Calcium Carbide as Acetylene Surrogate". . p. 4347 - 4353. Retrieved 2016/09/14.