Naphthalene, 1-(2-nitroethenyl)-

Base Information

• Chemical Name: Naphthalene, 1-(2-nitroethenyl)-
• CAS No.: 4735-49-3
• Molecular Formula: C₁₂H₉NO₂
• Molecular Weight: 199.209
• DSSTox Substance ID: DTXSID00298147
• Mol file: 4735-49-3.mol

Synonyms:Naphthalene, 1-(2-nitroethenyl)-;Maybridge1_007211;DTXSID00298147;AKOS028109965

Chemical Property of Naphthalene, 1-(2-nitroethenyl)-

Chemical Property:

• Vapor Pressure: 2.64E-05mmHg at 25°C
• Melting Point: 84 °C
• Boiling Point: 368.8°Cat760mmHg
• Flash Point: 182.6°C
• PSA: 45.82000
• Density: 1.238g/cm³
• LogP: 3.61040
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 199.063328530
• Heavy Atom Count: 15
• Complexity: 257

Purity/Quality:

99%min ^*data from raw suppliers

1-(2-Nitrovinyl)naphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2C=C[N+](=O)[O-]

Technology Process of Naphthalene, 1-(2-nitroethenyl)-

There total 15 articles about Naphthalene, 1-(2-nitroethenyl)- 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: 98.0%

(E)-3-(naphthalen-1-yl)acrylic acid (13026-12-5,116659-84-8,2006-14-6) → 1-[(E)-2-nitroethenyl]naphthalene (4735-49-3,37630-26-5)

Guidance literature:

With chloro-trimethyl-silane; copper(II) nitrate trihydrate; In acetonitrile; at 100 ℃; for 2h; stereoselective reaction;

DOI:10.1016/j.tetlet.2017.06.017

Reference yield: 97.0%

nitromethane (75-52-5) + 1-naphthaldehyde (66-77-3) → β-(1-naphthyl)nitroethylene (37630-26-5,4735-49-3)

Guidance literature:

With ethylenediamine functionalized magnetic Fe₃O₄ supported on SiO₂ nanoparticles; air; at 80 ℃; for 4h;

DOI:10.1039/c5ra11798d

Reference yield: 89.0%

1-ethylnapthelene (1127-76-0) → 1-[(E)-2-nitroethenyl]naphthalene (4735-49-3,37630-26-5)

Guidance literature:

1-ethylnapthelene; With potassium phosphate; barium(II) nitrate; trifluorormethanesulfonic acid; bathophenanthroline; copper (I) acetate; In N,N-dimethyl-formamide; for 0.05h; Inert atmosphere;

With ammonium peroxydisulfate; silver trifluoroacetate; In N,N-dimethyl-formamide; at 100 ℃; for 16h; Reagent/catalyst; Solvent; Inert atmosphere; Sealed tube;

upstream raw materials:

nitromethane

1-naphthaldehyde

1-Methylnaphthalene

2-(bromomethyl)naphthalene

Downstream raw materials:

naphthalen-1-ylacetonitrile

(±)-2-(naphthalen-1-yl)-3-phenylpropanoic acid

(S)-4-(1-(naphthalen-1-yl)-2-nitroethyl)-1,7-diphenylhepta-1,6-diene-3,5-dione

Refernces

• 1、 Andreou, Dimitrios,Essien, Nsikak B.,Pubill-Ulldemolins, Cristina,Terzidis, Michael A.,Papadopoulos, Athanasios N.,Kostakis, George E.,Lykakis, Ioannis N.. "Skeletally Tunable Seven-Membered-Ring Fused Pyrroles". supporting information. p. 6685 - 6690. Retrieved 2021/09/11.
• 2、 Duan, Chunying,Hao, Xinyu,Jin, Kun,Li, Yaming,Wang, Jiaao,Zhang, Rong,Zhang, Siyu. "A photocatalyst-free photo-induced denitroalkylation of β-nitrostyrenes with 4-alkyl substituted Hantzsch esters at room temperature". supporting information. . Retrieved 2020/02/18.