(3-Nitrophenyl)methanamine

Base Information

• Chemical Name: (3-Nitrophenyl)methanamine
• CAS No.: 7409-18-9
• Molecular Formula: C7H8 N2 O2
• Molecular Weight: 152.153
• Hs Code.: 2921499090
• European Community (EC) Number: 247-502-8
• DSSTox Substance ID: DTXSID90995532
• Nikkaji Number: J60.117I
• Wikidata: Q82986991
• ChEMBL ID: CHEMBL1626790
• Mol file: 7409-18-9.mol

Synonyms:3-nitrobenzylamine;meta-nitrobenzylamine

Chemical Property of (3-Nitrophenyl)methanamine

Chemical Property:

• Melting Point: 197 °C
• Boiling Point: 294.0±15.0 °C(Predicted)
• PKA: 8.47±0.10(Predicted)
• PSA: 71.84000
• Density: 1.254±0.06 g/cm3(Predicted)
• LogP: 2.27700
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 152.058577502
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

98.5% ^*data from raw suppliers

(3-Nitrophenyl)methanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (3-Nitrophenyl)methanamine

There total 22 articles about (3-Nitrophenyl)methanamine 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-(3-nitrobenzyl)isoindoline-1,3-dione (21081-63-0) → 3-nitrobenzylamine (7409-18-9)

Guidance literature:

With hydrazine hydrate; In ethanol; for 6h; Inert atmosphere; Reflux;

DOI:10.1039/c2cc33408a

Reference yield: 96.0%

1-azidomethyl-3-nitrobenzene (126799-84-6) → 3-nitrobenzylamine (7409-18-9)

Guidance literature:

With cerium(III) chloride; sodium iodide; In acetonitrile; at 100 ℃; for 0.333333h; microwave irradiation;

DOI:10.1021/jo7024288

Reference yield: 93.0%

3-nitrobenzaldoxime (3431-62-7,20747-39-1) → 3-nitrobenzylamine (7409-18-9)

Guidance literature:

With sodium hydrogensulfate monohydrate; molybdenum(V) chloride; sodium cyanoborohydride; In ethanol; for 3h; Reflux;

DOI:10.5012/bkcs.2011.32.9.3323

upstream raw materials:

2-(3-nitrobenzyl)isoindoline-1,3-dione

ammonium formate

3-nitro-benzaldehyde

3-nitrobenzonitrile

Downstream raw materials:

(3-nitro-benzyl)-(3-nitro-benzyliden)-amine

2-(3-nitrobenzyl)isoindoline-1,3-dione

5-methyl-isoxazole-3-carboxylic acid 3-nitro-benzylamide

N-(3-nitrophenylmethyl)carbamic acid t-butyl ester

Refernces

• 1、 Nguyen, Dat P.,Sladek, Rudolph N.,Do, Loi H.. "Scope and limitations of reductive amination catalyzed by half-sandwich iridium complexes under mild reaction conditions". supporting information. . Retrieved 2020/07/15.
• 2、 Zeynizadeh, Behzad,Mohammad Aminzadeh, Farkhondeh,Mousavi, Hossein. "Green and convenient protocols for the efficient reduction of nitriles and nitro compounds to corresponding amines with NaBH4 in water catalyzed by magnetically retrievable CuFe2O4 nanoparticles". . . Retrieved 2019/03/23.