3-nitro-2H-chromene

Base Information

• Chemical Name: 3-nitro-2H-chromene
• CAS No.: 92210-53-2
• Molecular Formula: C9H7NO3
• Molecular Weight: 177.159
• Hs Code.: 2904209090
• DSSTox Substance ID: DTXSID10533172
• Nikkaji Number: J2.859.186A
• Wikidata: Q82406307
• Mol file: 92210-53-2.mol

Synonyms:3-nitro-2H-chromene;92210-53-2;3-nitro-2H-1-benzopyran;3-nitrochromene;3-nitro-2H-chromen;SCHEMBL8314435;DTXSID10533172;PNXCGUHRJZGVPT-UHFFFAOYSA-N;AKOS006374053

Chemical Property of 3-nitro-2H-chromene

Chemical Property:

• Vapor Pressure: 0.00107mmHg at 25°C
• Boiling Point: 310.8oC at 760 mmHg
• Flash Point: 156.7oC
• PSA: 55.05000
• Density: 1.34g/cm3
• LogP: 2.21980
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 177.042593085
• Heavy Atom Count: 13
• Complexity: 244

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(=CC2=CC=CC=C2O1)[N+](=O)[O-]

Technology Process of 3-nitro-2H-chromene

There total 3 articles about 3-nitro-2H-chromene 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: 50.0%

2-nitro-1-ethanol (625-48-9) + salicylaldehyde (90-02-8) → 3-nitro-2H-1-benzopyran (92210-53-2)

Guidance literature:

With dibutylamine hydrochloride; In various solvent(s); for 8h; Heating;

DOI:10.1055/s-1984-30841

Reference yield: 45.0%

1-nitroethylene (3638-64-0,26618-70-2) + salicylaldehyde (90-02-8) → 3-nitro-2H-1-benzopyran (92210-53-2)

Guidance literature:

With dibutylamine; In chloroform; at 20 ℃; for 72h; Reflux;

DOI:10.3998/ark.5550190.0011.a03

Reference yield: 44.0%

2-nitroethyl acetate (18942-89-7) + salicylaldehyde (90-02-8) → 3-nitro-2H-1-benzopyran (92210-53-2)

Guidance literature:

With piperidine; In toluene; Dean-Stark; Reflux;

DOI:10.1007/s00706-016-1885-5

upstream raw materials:

2-nitro-1-ethanol

salicylaldehyde

1-nitroethylene

2-nitroethyl acetate

Downstream raw materials:

3,4-dihydro-3-amino-2H-benzopyran

(R)-benzyl 3-((3S,4R)-3-nitrochroman-4-yl)-2-oxopentanoate

(6aS,13cR)-9-benzyl-12-methoxy-6a-nitro-6,6a,7,8,9,13c-hexahydrochromeno[3,4-c]carbazole

(6aS,13cR)-9-benzyl-12-chloro-6a-nitro-6,6a,7,8,9,13c-hexahydrochromeno[3,4-c]carbazole