2,5-Dimethoxy-4-nitrophenethylamine

Base Information

• Chemical Name: 2,5-Dimethoxy-4-nitrophenethylamine
• CAS No.: 261789-00-8
• Molecular Formula: C₁₀H₁₄N₂O₄
• Molecular Weight: 226.232
• UNII: BB2B23B11H
• DSSTox Substance ID: DTXSID80180798
• Nikkaji Number: J569.064A
• Wikipedia: 2C-N
• Wikidata: Q3373482
• Mol file: 261789-00-8.mol

Synonyms:2,5-dimethoxy-4-nitrophenethylamine;261789-00-8;2-(2,5-dimethoxy-4-nitro-phenyl)ethanamine;UNII-BB2B23B11H;2C-N;BB2B23B11H;Benzeneethanamine, 2,5-dimethoxy-4-nitro-;Ethanamine, 2-(2,5-dimethoxy-4-nitrophenyl)-;DEA No. 7521;2-(2,5-DIMETHOXY-4-NITROPHENYL)ETHANAMINE;2,5-di-meo-4-nitro-pea;2C-N (exempt preparation);SCHEMBL1048335;DTXSID80180798;4-nitro-2,5-dimethoxyphenethylamine;2,5-Dimethoxy-4-nitro-phenethylamine;AKOS030254815;2-(2,5-dimethoxy-4-nitrophenyl)ethylamine;J569.064A;Q3373482

Chemical Property of 2,5-Dimethoxy-4-nitrophenethylamine

Chemical Property:

• Boiling Point: 394.43 °C at 760 mmHg
• Flash Point: 192.344 °C
• PSA: 90.30000
• Density: 1.218 g/cm³
• LogP: 2.33670
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 226.09535693
• Heavy Atom Count: 16
• Complexity: 231

Purity/Quality:

99% ^*data from raw suppliers

2,5-Dimethoxy-4-nitrophenethylamineHCl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1CCN)OC)[N+](=O)[O-]
• Description: A series of 2,5-phenethylamines, collectively referred to as 2Cs, have psychoactive effects. The most effective 2C compounds are 2,5-dimethoxy-4-substituted phenethylamines; many are regulated as illegal substances. 2C-N is described formally as 2,5-dimethoxy-4-nitrophenethylamine and is structurally analogous to the psychedelic drug 2C-B. 2C-N potently stimulates arachidonic acid release through the serotonin receptors 5-HT2C (pEC50 = 5.91) and 5-HT2A (pEC50 = 4.78). This product is intended for forensic and research applications.
• Uses: 2,5-Dimethoxy-4-nitrophenethylamine is a phenylethylamine of the 2C family of psychedelics and is known to be a potent 5-HT2A receptor agonist.

Technology Process of 2,5-Dimethoxy-4-nitrophenethylamine

There total 4 articles about 2,5-Dimethoxy-4-nitrophenethylamine 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:

2,5-dimethoxyphenethylamine (3600-86-0) → 2,5-Dimethoxy-4-nitrophenethylamine (261789-00-8)

Guidance literature:

With nitrating agent; In water;

DOI:10.1038/sj.bjp.0704747

Reference yield:

2,5-dimethoxybenzaldehyde (93-02-7) → 2,5-Dimethoxy-4-nitrophenethylamine (261789-00-8)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonium acetate / nitromethane; dichloromethane; hexane

2: sodium hydroxide / tetrahydrofuran; water

3: sodium hydroxide / water; acetic acid; benzene

With ammonium acetate; sodium hydroxide; In tetrahydrofuran; nitromethane; hexane; dichloromethane; water; acetic acid; benzene;

Reference yield:

(E)-1,4-dimethoxy-2-(2-nitrovinyl) benzene (40276-11-7) → 2,5-Dimethoxy-4-nitrophenethylamine (261789-00-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / tetrahydrofuran; water

2: sodium hydroxide / water; acetic acid; benzene

With sodium hydroxide; In tetrahydrofuran; water; acetic acid; benzene;

upstream raw materials:

2,5-dimethoxyphenethylamine

2,5-dimethoxybenzaldehyde

β-dimethoxy-2,5 phenyl nitro ethylene

(E)-1,4-dimethoxy-2-(2-nitrovinyl) benzene

Refernces

• 1、 -. "Organic compound for detecting content of metal ions in urine, and application thereof". Paragraph 0026; 0046. . Retrieved 2018/08/03.
• 2、 -. "Immunoassay for Phenethylamines of the 2C and DO Sub-Families". Page/Page column. . Retrieved 2015/02/25.