2-Amino-3-nitrobenzaldehyde

Base Information

• Chemical Name: 2-Amino-3-nitrobenzaldehyde
• CAS No.: 97271-97-1
• Molecular Formula: C7H6N2O3
• Molecular Weight: 166.136
• Hs Code.: 2922399090
• DSSTox Substance ID: DTXSID40540258
• Wikidata: Q82416187
• Mol file: 97271-97-1.mol

Synonyms:2-amino-3-nitrobenzaldehyde;97271-97-1;2-Amino-3-nitro-benzaldehyde;Benzaldehyde,2-amino-3-nitro-;Benzaldehyde, 2-amino-3-nitro-;DTXSID40540258;XDA27197;MFCD09880173;AKOS006314843;DS-3875;CS-0157253;C77338;EN300-111923;Z1198235909

Chemical Property of 2-Amino-3-nitrobenzaldehyde

Chemical Property:

• Melting Point: 137-138 °C(Solv: methanol (67-56-1))
• Boiling Point: 335.8±32.0 °C(Predicted)
• PKA: -3.97±0.25(Predicted)
• PSA: 88.91000
• Density: 1.441±0.06 g/cm3(Predicted)
• LogP: 2.09390
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 166.03784206
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

99%min ^*data from raw suppliers

2-Amino-3-nitro-benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Amino-3-nitrobenzaldehyde

There total 2 articles about 2-Amino-3-nitrobenzaldehyde 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: 78.0%

(2-amino-3-nitrophenyl)methanol (139743-08-1) → 2-amino-3-nitrobenzaldehyde (97271-97-1)

Guidance literature:

With manganese(IV) oxide; In Dichlorodifluoromethane; at 20 ℃; for 23h; Inert atmosphere;

DOI:10.1016/j.bmc.2012.08.004

Reference yield: 25.0%

8-nitroquinoline (607-35-2) + acetic acid (64-19-7,77671-22-8) → 7-nitroindoline-2-one (25369-31-7) + 3-nitroanthranilic acid (606-18-8) + 1-(2-amino-3-nitrophenyl)-2-hydroxyethanone (97271-98-2) + 3,4-dihydro-3,4-trans-dihydroxy-8-nitrocarbostyril (97272-30-5) + 3,4-trans-dihydro-3-hydroxy-4-acetoxy-8-nitrocarbostyril (97271-96-0) + 2-amino-3-nitrobenzaldehyde (97271-97-1)

Guidance literature:

With dihydrogen peroxide; at 60 ℃; for 8h; Mechanism; Product distribution; var.: 70 grad C;

DOI:10.1016/S0040-4020(01)96493-2

Reference yield: 60.0%

2-(5-hydroxypent-1-enyl)phenol (180995-26-0) + 2-amino-3-nitrobenzaldehyde (97271-97-1) → 2-((4aS,5R,10bR)-7-nitro-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-5-yl)phenol

Guidance literature:

With C₃₅H₃₅O₄P; In dichloromethane; at 40 ℃; for 24h; stereoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02714

upstream raw materials:

8-nitroquinoline

acetic acid

(2-amino-3-nitrophenyl)methanol

Refernces

• 1、 Ida, Yoshihiro,Matsubara, Ayaka,Nemoto, Toru,Saito, Manabu,Hirayama, Shigeto,Fujii, Hideaki,Nagase, Hiroshi. "Synthesis of quinolinomorphinan derivatives as highly selective δ opioid receptor ligands". . p. 5810 - 5831. Retrieved 2012/11/06.