Pyridine, 4-(4-dimethylaminophenyl)-

Base Information

• Chemical Name: Pyridine, 4-(4-dimethylaminophenyl)-
• CAS No.: 1137-80-0
• Molecular Formula: C13H14 N2
• Molecular Weight: 198.268
• Hs Code.: 2933399090
• European Community (EC) Number: 861-846-1
• NSC Number: 19841
• DSSTox Substance ID: DTXSID60281035
• Nikkaji Number: J183.702H
• Wikidata: Q63409063
• ChEMBL ID: CHEMBL1411902
• Mol file: 1137-80-0.mol

Synonyms:1137-80-0;N,N-dimethyl-4-pyridin-4-ylaniline;Pyridine, 4-(4-dimethylaminophenyl)-;N,N-dimethyl-4-(pyridin-4-yl)aniline;4-(4-dimethylaminophenyl)pyridine;Benzenamine, N,N-dimethyl-4-(4-pyridinyl)-;MLS000105960;N,N-Dimethyl-4-(4-pyridinyl)aniline;SMR000102934;Maybridge2_000361;ChemDiv2_000182;Cambridge id 5323748;cid_227783;SCHEMBL2403194;CHEMBL1411902;BDBM39323;4-(p-dimethylaminophenyl)pyridine;DTXSID60281035;HMS1304A09;HMS1369I06;BAA13780;NSC19841;CCG-52173;N,N-Dimethyl-4-(4-pyridyl)aniline;NSC 19841;NSC-19841;STK792990;dimethyl-[4-(4-pyridyl)phenyl]amine;AKOS003107027;N,N-dimethyl-4-pyridin-4-yl-aniline;N,N-dimethyl-4-(pyridine-4-yl)aniline;dimethyl-(4-pyridin-4-yl-phenyl)-amine;N,N-Dimethyl-4-(4-pyridinyl)aniline #;N,N-dimethyl-4-(pyridine-4-yl) aniline;CS-0233564;N,N-dimethyl-N-(4-pyridin-4-ylphenyl)amine;EN300-134516;SR-01000390873;SR-01000390873-1;SR-01000390873-3;Q63409063

Chemical Property of Pyridine, 4-(4-dimethylaminophenyl)-

Chemical Property:

• Vapor Pressure: 0.000132mmHg at 25°C
• Boiling Point: 334°C at 760 mmHg
• Flash Point: 155.8°C
• PSA: 16.13000
• Density: 1.066g/cm³
• LogP: 2.81460
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 198.115698455
• Heavy Atom Count: 15
• Complexity: 177

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)C2=CC=NC=C2

Technology Process of Pyridine, 4-(4-dimethylaminophenyl)-

There total 11 articles about Pyridine, 4-(4-dimethylaminophenyl)- 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: 95.0%

4-(dimethylamino)benzene-boronic acid (28611-39-4) + 4-bromopyridine hydrochloride (19524-06-2) → 4-(4-dimethylaminophenyl)pyridine (1137-80-0)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; N,N-dimethyl-formamide; for 24h; Heating;

DOI:10.1021/ol0610338

Reference yield: 85.0%

pyridine (110-86-1) + N,N-dimethyl-aniline (121-69-7,77733-26-7) → 4-(4-dimethylaminophenyl)pyridine (1137-80-0)

Guidance literature:

pyridine; With 1,3,5-trichloro-2,4,6-triazine; at 70 ℃; for 0.25h;

N,N-dimethyl-aniline; With aluminum (III) chloride; at 20 - 100 ℃; for 4.5h;

DOI:10.1248/cpb.c15-00441

Reference yield: 80.0%

4-(4-chlorophenyl)pyridine (5957-96-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-(4-dimethylaminophenyl)pyridine (1137-80-0)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 7,9-bis(2,6-diisopropylphenyl)-7H-acenaphtho[1,2-d]imidazol-9-ium chloride; potassium tert-butylate; In water; toluene; at 35 ℃; for 24h; Glovebox; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.0c03836

upstream raw materials:

pyridine

N,N-dimethyl-aniline

benzoyl chloride

(trichloromethyl)mesitylene

Downstream raw materials:

1-(4'-nitrophenyl)-4-(4''-dimethylaminophenyl)pyridinium iodide

Refernces

Highly stable 7-N,N-dibutylamino-2-azaphenanthrene and 8-N,N-dibutylamino- 2-azachrysene as a new class of second order NLO-active chromophores

10.1039/c0cc02781b

The study focuses on the design and synthesis of new non-linear optical (NLO) chromophores, specifically 7-N,N-dibutylamino-2-azaphenanthrene (L3) and 8-N,N-dibutylamino-2-azachrysene (L4), which exhibit high second-order NLO responses. These chromophores, along with their iridium(I) complexes and alkylated salts, were evaluated using the Electric Field Induced Second Harmonic generation (EFISH) technique and Density Functional Theory (DFT) calculations. The study highlights the significant increase in the quadratic hyperpolarizability (β) values of these chromophores compared to their non-anellated counterparts, due to the enhanced π-conjugation and rigid polyaromatic structure. Notably, compound L4 stands out for its exceptionally large β value, high thermal stability, and resistance to photoisomerism and photorotamerism, making it a promising candidate for NLO-active materials in electro-optic systems. The research also includes a detailed computational analysis to understand the electronic transitions contributing to the observed NLO properties, providing insights into the structure-property relationships of these novel chromophores.