(Z)-3-pyridin-3-yl-acrylonitrile

Base Information

• Chemical Name: (Z)-3-pyridin-3-yl-acrylonitrile
• CAS No.: 54356-28-4
• Molecular Formula: C8H6N2
• Molecular Weight: 130.149
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID001276555
• Mol file: 54356-28-4.mol

Synonyms:54356-28-4;2-Propenenitrile,3-(3-pyridinyl)-,(Z)-(9CI);CNHMTMHYYONLOV-IWQZZHSRSA-N;DTXSID001276555;(Z)-3-pyridin-3-yl-acrylonitrile;2-Propenenitrile, 3-(3-pyridinyl)-, (Z)-

Chemical Property of (Z)-3-pyridin-3-yl-acrylonitrile

Chemical Property:

• PSA: 36.68000
• LogP: 1.61838
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 130.053098200
• Heavy Atom Count: 10
• Complexity: 163

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CN=C1)C=CC#N
• Isomeric SMILES: C1=CC(=CN=C1)/C=C\C#N

Technology Process of (Z)-3-pyridin-3-yl-acrylonitrile

There total 5 articles about (Z)-3-pyridin-3-yl-acrylonitrile 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:

3-hydroxymethylpyridin (100-55-0) + (cyanomethyl)triphenylphosphonium chloride (4336-70-3) → (Z)-3-(3-pyridyl)acrylonitrile (54356-28-4) + (E)-3-(pyridin-3-yl)acrylonitrile (54356-27-3)

Guidance literature:

With [2,2]bipyridinyl; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydroxide; copper(ll) bromide; In formamide; acetonitrile; at 65 ℃; for 24h; Overall yield = 93 %; Overall yield = 121 mg; diastereoselective reaction; Schlenk technique;

DOI:10.1055/s-0036-1590904

Reference yield:

3-Bromopyridine (626-55-1,163928-56-1) + acrylonitrile (107-13-1,25014-41-9) → (Z)-3-(3-pyridyl)acrylonitrile (54356-28-4) + (E)-3-(pyridin-3-yl)acrylonitrile (54356-27-3)

Guidance literature:

With tetrabutyl-ammonium chloride; sodium hydrogencarbonate; palladium diacetate; In N,N-dimethyl-formamide; at 110 ℃; for 4h;

DOI:10.1080/00397910600781356

Reference yield:

(E)-2-cyano-3-(3-pyridinyl)-2-propenoic acid (106988-34-5) → (Z)-3-(3-pyridyl)acrylonitrile (54356-28-4)

Guidance literature:

With copper; at 175 - 180 ℃;

upstream raw materials:

3-pyridinecarboxaldehyde

acetonitrile

(E)-2-cyano-3-(3-pyridinyl)-2-propenoic acid

3-Bromopyridine

Downstream raw materials:

trans-3-(3-pyridyl)acrylic acid