Naphthalene, 2-(2-nitrovinyl)-

Base Information

• Chemical Name: Naphthalene, 2-(2-nitrovinyl)-
• CAS No.: 37629-37-1
• Molecular Formula: C₁₂H₉NO₂
• Molecular Weight: 199.209
• NSC Number: 111556,215237
• Nikkaji Number: J863.429G,J680.603A
• ChEMBL ID: CHEMBL231659
• Mol file: 37629-37-1.mol

Synonyms:2-(2-nitroethenyl)naphthalene;2-[(E)-2-nitroethenyl]naphthalene;21461-46-1;37629-37-1;(E)-2-(2-nitrovinyl)naphthalene;2-[(E)-2-nitrovinyl]naphthalene;Naphthalene, 2-(2-nitrovinyl)-;2-(2-nitrovinyl)naphthalene;NSC215237;SCHEMBL793405;SCHEMBL793873;CHEMBL231659;FSQRAMKGHLSZCT-BQYQJAHWSA-N;ANM100840;NSC111556;AKOS017433922;NSC-111556;NSC-215237;Naphthalene, 2-[(E)-2-nitroethenyl]-;EN300-1842168

Chemical Property of Naphthalene, 2-(2-nitrovinyl)-

Chemical Property:

• Vapor Pressure: 2.64E-05mmHg at 25°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:

90%,98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)C=C[N+](=O)[O-]
• Isomeric SMILES: C1=CC=C2C=C(C=CC2=C1)/C=C/[N+](=O)[O-]

Technology Process of Naphthalene, 2-(2-nitrovinyl)-

There total 22 articles about Naphthalene, 2-(2-nitrovinyl)- 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: 99.0%

2-naphthylethylene (827-54-3,28406-56-6) → (E)-2-(2-nitrovinyl)naphthalene (21461-46-1,37629-37-1)

Guidance literature:

2-naphthylethylene; With chloro-trimethyl-silane; copper(ll) sulfate pentahydrate; guanidine nitrate; In acetonitrile; at 0 - 20 ℃; Inert atmosphere;

With triethylamine; In acetonitrile; at 20 ℃; for 0.416667h; Reagent/catalyst; Solvent; stereoselective reaction; Catalytic behavior; Inert atmosphere;

Reference yield: 94.0%

1-(naphthalen-2-yl)-2-nitroethan-1-ol (199285-79-5) → 2-(2-nitrovinyl)naphthalene (37629-37-1,21461-46-1)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 ℃; for 0.416667h; Inert atmosphere;

Reference yield: 93.0%

(E)-3-(naphthalen-2-yl)acrylic acid (49711-14-0) → (E)-2-(2-nitrovinyl)naphthalene (21461-46-1,37629-37-1)

Guidance literature:

With copper(II) nitrate; In acetonitrile; at 110 ℃; for 8h; regioselective reaction; Sealed tube; Green chemistry;

DOI:10.1007/s11164-016-2446-6

upstream raw materials:

nitromethane

n-Pentylamine

β-naphthaldehyde

2-bromomethylnaphthyl bromide

Downstream raw materials:

N,N-dimethyl-5-(2-naphthalenyl)-6-nitro-2-cyclohexen-1-amine

β-naphthaldehyde

N-<2-(dimethylamino)-6-(2-naphthalenyl)-3-cyclohexen-1-yl>benzamide

1,4,4a,10b-tetrahydro-N,N-dimethyl-4-benzophenanthridinamine

Refernces

• 1、 Pirola, Margherita,Faverio, Chiara,Orlandi, Manuel,Benaglia, Maurizio. "Metal-Free Deoxygenation of Chiral Nitroalkanes: An Easy Entry to α-Substituted Enantiomerically Enriched Nitriles". supporting information. p. 10247 - 10250. Retrieved 2021/06/18.
• 2、 Bai, Rongxian,Gao, Feng,Gu, Yanlong,Li, Minghao. "Dipolar HCP materials as alternatives to DMF solvent for azide-based synthesis". supporting information. p. 7499 - 7505. Retrieved 2021/10/12.