4-(4-Nitrobenzyl)pyridine

Base Information

• Chemical Name: 4-(4-Nitrobenzyl)pyridine
• CAS No.: 1083-48-3
• Molecular Formula: C12H10N2O2
• Molecular Weight: 214.224
• Hs Code.: 29333999
• European Community (EC) Number: 214-108-2
• NSC Number: 83591
• UNII: 0Z6GS37N7H
• DSSTox Substance ID: DTXSID2061482
• Nikkaji Number: J85.712B
• Wikidata: Q27251065
• ChEMBL ID: CHEMBL1606980
• Mol file: 1083-48-3.mol

Synonyms:4-(4-nitrobenzyl)pyridine;4-(4-nitrobenzyl)pyridine monoperchlorate;4-(p-nitrobenzyl)pyridine

Chemical Property of 4-(4-Nitrobenzyl)pyridine

Chemical Property:

• Appearance/Colour: Light yellow crystals or crystalline powder
• Vapor Pressure: 9.76E-06mmHg at 25°C
• Melting Point: 69-71 °C(lit.)
• Refractive Index: 1.608
• Boiling Point: 383.4 °C at 760 mmHg
• PKA: 5.51±0.10(Predicted)
• Flash Point: 185.6 °C
• PSA: 58.71000
• Density: 1.231 g/cm³
• LogP: 3.10380
• Storage Temp.: 0-6°C
• Sensitive.: Light Sensitive
• Water Solubility.: Soluble in acetone. Insoluble in water.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 214.074227566
• Heavy Atom Count: 16
• Complexity: 226

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(4-Nitrobenzyl)pyridine >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC2=CC=NC=C2)[N+](=O)[O-]
• Uses: 4-(4-Nitrobenzyl)pyridine is used in tests for alkylating agents1 and in a spectroscopic method for phosgene determination.2 4-(4-Nitrobenzyl)pyridine is a chemical used for the detection of epoxides and methylating reagents. 4-(4-Nitrobenzyl)pyridine is used in spectroscopic method for the determination of phosgene. It is also used in tests for alkylating agents.

Technology Process of 4-(4-Nitrobenzyl)pyridine

There total 9 articles about 4-(4-Nitrobenzyl)pyridine 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: 41.0%

4-(Chloromethyl)pyridine (10445-91-7) + para-dinitrobenzene (100-25-4) → 4-Nitrobenzylpyridin (1083-48-3)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; at 20 ℃; for 1h;

DOI:10.1002/ejoc.200300806

Reference yield: 37.0%

4-(Chloromethyl)pyridine (10445-91-7) + nitrobenzene (98-95-3,26969-40-4) → 4-Nitrobenzylpyridin (1083-48-3) + 4-(2-nitrobenzyl)pyridine (60288-89-3)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; at 20 ℃; for 1h;

DOI:10.1002/ejoc.200300806

Reference yield: 27.0%

4-benzyl pyridine (2116-65-6) → 4-Nitrobenzylpyridin (1083-48-3)

Guidance literature:

With sulfuric acid; nitric acid; at 10 - 50 ℃;

DOI:10.1021/jo020489+

upstream raw materials:

4-benzyl pyridine

sulfuric acid

4-(Chloromethyl)pyridine

para-dinitrobenzene

Downstream raw materials:

1-{N-cyano-N'-[(5R)-2c-(2,2-dimethyl-propionyloxymethoxycarbonyl)-3,3-dimethyl-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]hept-6t-yl]-carbamimidoylmethyl}-4-(4-nitro-benzyl)-pyridinium; chloride

1-Butyl-4-(4-nitro-benzyl)-pyridinium; bromide

C₁₄H₁₅N₂O₂⁽¹⁺⁾*C₂H₅O₄S^(1-)

1-Butyl-4-(4-nitro-benzyl)-pyridinium; iodide

Refernces

• 1、 Jin, Weiwei,Zheng, Poonnapa,Wong, Wing-Tak,Law, Ga-Lai. "Efficient Selenium-Catalyzed Selective C(sp3)?H Oxidation of Benzylpyridines with Molecular Oxygen". . p. 1588 - 1593. Retrieved 2017/05/05.
• 2、 Leventis, Nicholas,Rawaswdeh, Abdel-Monem M.,Zhang, Guohui,Elder, Ian A.,Sotiriou-Leventis, Chariklia. "Tuning the redox chemistry of 4-benzoyl-N-methylpyridinium cations through para substitution. Hammett linear free energy relationships and the relative aptitude of the two-electron reduced forms for H-bonding". . p. 7501 - 7510. Retrieved 2007/10/03.