4-[4-(Dimethylamino)styryl]pyridine

Base Information

• Chemical Name: 4-[4-(Dimethylamino)styryl]pyridine
• CAS No.: 889-36-1
• Molecular Formula: C₁₅H₁₆N₂
• Molecular Weight: 224.305
• Hs Code.: 2933399090
• European Community (EC) Number: 624-624-3
• NSC Number: 146836
• DSSTox Substance ID: DTXSID20903504
• Nikkaji Number: J1.310.705J,J303.411I
• ChEMBL ID: CHEMBL1422008
• Mol file: 889-36-1.mol

Synonyms:4-(4-(dimethylamino)styryl)pyridine;DASP cpd

Chemical Property of 4-[4-(Dimethylamino)styryl]pyridine

Chemical Property:

• Vapor Pressure: 4.68E-06mmHg at 25°C
• Melting Point: 245-247 °C (dec.)(lit.)
• Boiling Point: 382.6°C at 760 mmHg
• Flash Point: 185.2°C
• PSA: 16.13000
• Density: 1.1g/cm³
• LogP: 3.31800
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 224.131348519
• Heavy Atom Count: 17
• Complexity: 233

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

4-[4-(Dimethylamino)styryl]pyridine 95% ^*data from reagent suppliers

Safty Information:

• 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: CN(C)C1=CC=C(C=C1)C=CC2=CC=NC=C2
• Isomeric SMILES: CN(C)C1=CC=C(C=C1)/C=C/C2=CC=NC=C2

Technology Process of 4-[4-(Dimethylamino)styryl]pyridine

There total 11 articles about 4-[4-(Dimethylamino)styryl]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: 80.0%

4-vinylpyridine (100-43-6,329041-72-7) + 4-bromo-N,N-dimethylaniline (586-77-6) → (E)-4-[4-(dimethylamino)styryl]pyridine (889-36-1,68971-00-6,68971-01-7)

Guidance literature:

With triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; In N,N-dimethyl-formamide; at 110 ℃;

DOI:10.1080/15421400601021513

Reference yield: 55.0%

picoline (108-89-4) + 4-dimethylamino-benzaldehyde (100-10-7) → (E)-4-[4-(dimethylamino)styryl]pyridine (889-36-1,68971-00-6,68971-01-7)

Guidance literature:

picoline; With sodium hydride; In N,N-dimethyl-formamide; at 60 ℃; for 2h; Inert atmosphere;

4-dimethylamino-benzaldehyde; In N,N-dimethyl-formamide; at 60 ℃; for 7h; Inert atmosphere;

DOI:10.1039/c1jm12105g

Reference yield: 19.0%

C15H16N2Br2 → (E)-4-[4-(dimethylamino)styryl]pyridine (889-36-1,68971-00-6,68971-01-7)

Guidance literature:

With dimethyl sulfoxide; at 75 ℃; for 2h;

DOI:10.1021/jo070217c

upstream raw materials:

picoline

4-dimethylamino-benzaldehyde

4-vinylpyridine

4-bromo-N,N-dimethylaniline

Downstream raw materials:

N,N-dimethyl-4-(2-(pyridine-4-yl)ethyl)aniline

1-(Adamant-1-yl)-2-(4-dimethylaminophenyl)-1-(pyrid-4-yl)-ethan

1-(Adamant-1-yl)-1-(4-dimethylaminophenyl)-2-(pyrid-4-yl)-ethan

(E)-4-(4-(dimethylamino)styryl)-1-(5-oxo-1-(2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-6,9,12,15-tetraoxahenicosan-21-yl)pyridinium chloride

Refernces

• 1、 Pepitone,Jernigan,Melinger,Kim. "Synthesis and characterization of donor-acceptor chromophores for unidirectional electron transfer". . p. 801 - 804. Retrieved 2007/10/03.
• 2、 Li, Wei,Li, Jianchang,Lin, Melissa,Wacharasindhu, Sumrit,Tabei, Keiko,Mansour, Tarek S.. "Dimethyl sulfoxide mediated elimination reactions in 3-aryl 2,3-dihalopropanoates: Scope and mechanistic insights". . p. 6016 - 6021. Retrieved 2008/02/10.