4-Hydroxy-3-methoxy-beta-nitrostyrene

Base Information

• Chemical Name: 4-Hydroxy-3-methoxy-beta-nitrostyrene
• CAS No.: 6178-42-3
• Molecular Formula: C9H9 N O4
• Molecular Weight: 195.175
• Hs Code.: 2909500000
• NSC Number: 37561,7376
• Mol file: 6178-42-3.mol

Synonyms:4-Hydroxy-3-methoxynitrostyrene;2-methoxy-4-[(Z)-2-nitroethenyl]phenol;4-Hydroxy-3-methoxy-beta-nitrostyrene;NSC7376;NSC-7376;NSC37561;NSC-37561

Chemical Property of 4-Hydroxy-3-methoxy-beta-nitrostyrene

Chemical Property:

• Vapor Pressure: 2.77E-05mmHg at 25°C
• Melting Point: 168-170 °C(lit.)
• Boiling Point: 347°C at 760 mmHg
• PKA: 8.09±0.18(Predicted)
• Flash Point: 163.7°C
• PSA: 75.28000
• Density: 1.308g/cm³
• LogP: 2.17140
• Storage Temp.: 2-8°C
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 195.05315777
• Heavy Atom Count: 14
• Complexity: 223

Purity/Quality:

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

4-Hydroxy-3-methoxy-β-nitrostyrene ^*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:

• Canonical SMILES: COC1=C(C=CC(=C1)C=C[N+](=O)[O-])O
• Isomeric SMILES: COC1=C(C=CC(=C1)/C=C\[N+](=O)[O-])O
• Uses: β-Nitrostyrene derivative, with inhibitory activity of Src and/or Syk kinase and antibacterial activity. trans-4-Hydroxy-3-methoxy-β-nitrostyrene may be used in the synthesis of cytotoxic β-nitrostyrene derivatives, 4-O-benzoyl-3-methoxy-β-nitrostyrene (BMNS) derivatives.

Technology Process of 4-Hydroxy-3-methoxy-beta-nitrostyrene

There total 12 articles about 4-Hydroxy-3-methoxy-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: 94.0%

nitromethane (75-52-5) + vanillin (121-33-5,8014-42-4) → vanillalnitromethane (6178-42-3)

Guidance literature:

With aluminum oxide; potassium carbonate; for 0.0833333h; microwave irradiation;

DOI:10.1081/SCC-120014781

Reference yield: 61.0%

1-(3-methoxy-4-benzyloxyphenyl)-2-nitroethanol (60372-07-8) → vanillalnitromethane (6178-42-3)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In ethanol; for 2h; Ambient temperature;

Reference yield: 58.0%

3-methoxy-4-benzyloxy-ω-nitrostyrolene (63909-38-6,1860-56-6) → vanillalnitromethane (6178-42-3)

Guidance literature:

With hydrogen bromide; trifluoroacetic acid; at 90 ℃; for 0.166667h;

upstream raw materials:

nitromethane

4-benzoyloxy-3-methoxybenzaldehyde

vanillin

ethanol

Downstream raw materials:

2-methoxy-4-[1-(5-methyl-2-morpholin-4-yl-cyclohex-2-enyl)-2-nitro-ethyl]-phenol

Carbamic acid 2-methoxy-4-((E)-2-nitro-vinyl)-phenyl ester

Phosphoric acid diethyl ester 2-methoxy-4-((E)-2-nitro-vinyl)-phenyl ester

Refernces

• 1、 -. "TARGETED BIFUNCTIONAL DEGRADERS". Page/Page column 169. . Retrieved 2021/04/17.
• 2、 Nagasawa, Shota,Fujiki, Shogo,Sasano, Yusuke,Iwabuchi, Yoshiharu. "Chromium-Salen Complex/Nitroxyl Radical Cooperative Catalysis: A Combination for Aerobic Intramolecular Dearomative Coupling of Phenols". . p. 6952 - 6968. Retrieved 2021/05/29.