1-Methoxy-2-(2-nitrovinyl)benzene

Base Information

• Chemical Name: 1-Methoxy-2-(2-nitrovinyl)benzene
• CAS No.: 3316-24-3
• Molecular Formula: C9H9 N O3
• Molecular Weight: 179.175
• Hs Code.: 2909309090
• European Community (EC) Number: 625-216-8
• NSC Number: 170699,59450
• Nikkaji Number: J711.678K,J717.919G
• ChEMBL ID: CHEMBL388939
• Mol file: 3316-24-3.mol

Synonyms:3316-24-3;1-Methoxy-2-(2-nitrovinyl)benzene;1-Methoxy-2-(2-nitroethenyl)benzene;1-(2-Methoxyphenyl)-2-nitroethene;1-Methoxy-2-[(E)-2-nitroethenyl]benzene;2-methoxy-beta-nitrostyrene;2-(2-Nitrovinyl)anisole;1-methoxy-2-[(e)-2-nitrovinyl]benzene;NSC 59450;NSC 170699;21298-69-1;Benzene, 1-methoxy-2-(2-nitroethenyl)-;trans-2-Methoxy-beta-nitrostyrene;Anisole, o-(2-nitrovinyl)-;Benzene, 1-methoxy-2-[(1E)-2-nitroethenyl]-;1-methoxy-2-((E)-2-nitrovinyl)benzene;BRN 2097125;Cyto9A7;2-Methoxy-ss-nitrostyrene;4-06-00-03773 (Beilstein Handbook Reference);o-Methoxy-.beta.-nitrostyrene;SCHEMBL793032;2-Methoxy-.beta.-nitrostyrene;CHEMBL388939;CS-M2044;NSC59450;ANM101053;MFCD00070647;NSC-59450;NSC170699;STL199341;trans-2-Methoxy- beta -nitrostyrene;AKOS000268980;NSC-170699;(E)-1-methoxy-2-(2-nitrovinyl)benzene;Ethene,-1-(2-methoxyphenyl)-2-nitro-;trans-2-Methoxy-beta-nitrostyrene, 97%;AS-48688;1-meth-oxy-2-((E)-2-nitrovinyl)benzene;1-methoxy-2-[(1E)-2-nitroethenyl]benzene;Benzene, 1-methoxy-2-[(E)-2-nitroethenyl]-;F52513;J-019046

Chemical Property of 1-Methoxy-2-(2-nitrovinyl)benzene

Chemical Property:

• Vapor Pressure: 0.00208mmHg at 25°C
• Melting Point: 46-50 ºC
• Refractive Index: 1.58
• Boiling Point: 299.8 °C at 760 mmHg
• Flash Point: 141.7 °C
• PSA: 55.05000
• Density: 1.189 g/cm³
• LogP: 2.46580
• Storage Temp.: Keep Cold
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 179.058243149
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

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

1-(2-Methoxyphenyl)-2-Nitroethene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=CC=C1C=C[N+](=O)[O-]
• Isomeric SMILES: COC1=CC=CC=C1/C=C/[N+](=O)[O-]
• Uses: 3-Methoxy-4-nitro-1H-pyrazole is used as a reagent in the preparation of pyridine compounds which act as focal adhesion kinase inhibitors and therefore me be useful in treatment of diseases such as cancer in warm-blooded animals. 3-Methoxy-4-nitro-1H-pyrazole is also used as a reagent in the synthesis of purine derivatives which may act as inhibitors of mutant EGF receptors.

Technology Process of 1-Methoxy-2-(2-nitrovinyl)benzene

There total 18 articles about 1-Methoxy-2-(2-nitrovinyl)benzene 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: 92.0%

nitromethane (75-52-5) + ortho-anisaldehyde (135-02-4) → 1-methoxy-2-((E)-2-nitrovinyl)benzene (3316-24-3)

Guidance literature:

With O-(tert-butyldiphenylsilyl)-L-tyrosine lithium salt; magnesium sulfate; In dichloromethane; at 25 ℃; for 24h; stereoselective reaction;

DOI:10.1021/jo102570p

Reference yield: 85.0%

o-methoxystyrene (612-15-7) → 1-methoxy-2-((E)-2-nitrovinyl)benzene (3316-24-3)

Guidance literature:

With silver(I) nitrite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In 1,2-dichloro-ethane; at 70 ℃; for 12h; stereoselective reaction; Molecular sieve;

DOI:10.1021/ja311942e

Reference yield: 83.89%

nitromethane (75-52-5) + ortho-anisaldehyde (135-02-4) → 1-methoxy-2-(2-nitrovinyl)benzene (15241-32-4,21298-69-1,3316-24-3)

Guidance literature:

With sodium hydroxide; In ethanol; at 0 ℃; for 1h;

upstream raw materials:

nitromethane

ortho-anisaldehyde

nitroacetic acid

1-(2-methoxy-phenyl)-2-nitro-ethanol

Downstream raw materials:

4-{5-[1-(2-methoxy-phenyl)-2-nitro-ethyl]-cyclopent-1-enyl}-morpholine

2-Methoxy-1-<1,3,3-trinitro-butyl-2>-benzol

2-Methoxy-1-<1,3,3-trinitro-pentyl-2>-benzol

1-(2-methoxyphenyl)-2-nitroethan-1-one

Refernces

• 1、 Gao, Fengyun,Guo, Yifei,Sun, Mengmeng,Wang, Yalan,Yang, Changyan,Wang, Yuqiang,Wang, Kairong,Yan, Wenjin. "Catalytic Asymmetric Construction of Tertiary Carbon Centers Featuring an α-Difluoromethyl Group with CF2H-CH2-NH2as the "building Block"". supporting information. p. 2584 - 2589. Retrieved 2021/04/13.
• 2、 Drew, Melanie A.,Tague, Andrew J.,Richardson, Christopher,Pyne, Stephen G.,Hyland, Christopher J. T.. "Palladium-Catalyzed Formal (3 + 2) Cycloaddition Reactions of 2-Nitro-1,3-enynes with Vinylaziridines, -epoxides, and -cyclopropanes". supporting information. p. 4635 - 4639. Retrieved 2021/06/28.