3-Ethoxy-2-hydroxy-beta-nitrostyrene

Base Information

• Chemical Name: 3-Ethoxy-2-hydroxy-beta-nitrostyrene
• CAS No.: 206559-62-8
• Molecular Formula: C10H11NO4
• Molecular Weight: 209.202
• European Community (EC) Number: 674-190-4
• Wikidata: Q76310602
• Mol file: 206559-62-8.mol

Synonyms:206559-62-8;3-Ethoxy-2-hydroxy-beta-nitrostyrene;2-Ethoxy-6-(2-nitrovinyl)phenol;2-ethoxy-6-[(E)-2-nitroethenyl]phenol;1-(3-Ethoxy-2-hydroxyphenyl)-2-nitroethene;3-Ethoxy-2-hydroxy-b-nitrostyrene;ANM101405;MFCD00060538;AKOS015838730;(E)-2-ethoxy-6-(2-nitrovinyl)phenol;3-Ethoxy-2-hydroxy- beta -nitrostyrene;BENZO[1,2-C:3,4-C]DITHIOPHENE;EN300-1839134;1345563-71-4

Chemical Property of 3-Ethoxy-2-hydroxy-beta-nitrostyrene

Chemical Property:

• Vapor Pressure: 1.18E-05mmHg at 25°C
• Melting Point: 115-117°C
• Boiling Point: 359.1°C at 760 mmHg
• Flash Point: 171°C
• PSA: 75.28000
• Density: 1.263g/cm³
• LogP: 2.56150
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 209.06880783
• Heavy Atom Count: 15
• Complexity: 236

Purity/Quality:

98%min ^*data from raw suppliers

3-Ethoxy-2-hydroxy-B-nitrostyrene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=CC(=C1O)C=C[N+](=O)[O-]
• Isomeric SMILES: CCOC1=CC=CC(=C1O)/C=C/[N+](=O)[O-]

Technology Process of 3-Ethoxy-2-hydroxy-beta-nitrostyrene

There total 1 articles about 3-Ethoxy-2-hydroxy-beta-nitrostyrene 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: 93.0%

nitromethane (75-52-5) + 3-ethoxysalicylaldehyde (492-88-6) → 3-ethoxy-2-hydroxy-1-(2-nitrovinyl)benzene (206559-62-8)

Guidance literature:

With ammonium acetate; acetic acid; for 5h; Reflux;

Reference yield: 86.0%

3-ethoxy-2-hydroxy-1-(2-nitrovinyl)benzene (206559-62-8) + edaravone (89-25-8) → 7-ethoxy-3'-methyl-3-(nitromethyl)-1'-phenyl-3H-spiro[benzofuran-2,4'-pyrazol]-5'(1'H)-one

Guidance literature:

3-ethoxy-2-hydroxy-1-(2-nitrovinyl)benzene; edaravone; With C₃₀H₃₁N₃O₂; In chloroform; at 20 ℃; for 8h;

With dihydrogen peroxide; iodine; In chloroform; water; at 20 ℃; for 10h; stereoselective reaction;

DOI:10.1021/acs.orglett.8b02525

Reference yield: 74.0%

3-ethoxy-2-hydroxy-1-(2-nitrovinyl)benzene (206559-62-8) + 3-phenylsulfonylphthalide (65131-08-0) → 6-ethoxy-4b-hydroxy-9b-(phenylsulfonylmethyl)-4bH-benzo[d]indeno[1,2-b]furan-10(9bH)-one

Guidance literature:

3-phenylsulfonylphthalide; With caesium carbonate; In tetrahydrofuran; at 20 ℃; for 0.0833333h;

3-ethoxy-2-hydroxy-1-(2-nitrovinyl)benzene; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1002/ejoc.201600390

upstream raw materials:

nitromethane

3-ethoxysalicylaldehyde

Refernces

• 1、 -. "F-labeled PI3K/Akt signal path inhibitor S14161, and preparation method and application thereof". Paragraph 0029; 0030; 0031. . Retrieved 2017/08/28.