3-(4-(Dimethylamino)phenyl)-2-phenylacrylonitrile

Base Information

• Chemical Name: 3-(4-(Dimethylamino)phenyl)-2-phenylacrylonitrile
• CAS No.: 1222-61-3
• Molecular Formula: C17H16 N2
• Molecular Weight: 248.327
• NSC Number: 667261,636948,130860,15785
• UNII: 24NKF83TFB
• Nikkaji Number: J540.340E
• ChEMBL ID: CHEMBL1998001
• Mol file: 1222-61-3.mol

Synonyms:NSC 15785;1222-61-3;NSC-636948;MLS000756781;CHEMBL1998001;NSC15785;3-(4-(Dimethylamino)phenyl)-2-phenylacrylonitrile;NSC-15785;NSC130860;NSC636948;NSC667261;Benzene, 1-dimethylamino-4(2-cyano-2-phenylethenyl)-;NSC 130860;NSC 636948;NSC 667261;NSC-130860;NSC-667261;Benzene, 1-dimethylamino-4-(2-cyano-2-phenylethenyl);24NKF83TFB;SCHEMBL14965059;SCHEMBL14965061;(Z)-3-(4-dimethylaminophenyl)-2-phenylprop-2-enenitrile;HYAJIHDALOHMPT-FOWTUZBSSA-N;BDBM50383372;AKOS023197028;NCGC00246964-01;SMR000529063;p-Dimethylaminobenzylidenephenylacetonitrile;3-(4-dimethylaminophenyl)-2-phenylacrylonitrile;alpha-Phenyl-4-(dimethylamino)-cis-cinnamonitrile;3-[4-(dimethylamino)phenyl]-2-phenylprop-2-enenitrile;(Z)-3-(4-dimethylaminophenyl)-2-phenyl-prop-2-enenitrile;2-Propenenitrile, 3-[4-(dimethylamino)phenyl]- 2-phenyl-;(2Z)-3-[4-(Dimethylamino)phenyl]-2-phenyl-2-propenenitrile;(2Z)-3-[4-(Dimethylamino)phenyl]-2-phenyl-2-propenenitrile #;2-Propenenitrile, {3-[4-(dimethylamino)phenyl]-} 2-phenyl-;Acrylonitrile, 3-[p-(dimethylamino)phenyl]-2-phenyl-, (Z)-;alpha-[[4-(Dimethylamino)phenyl]methylene]benzeneacetonitrile;(alphaZ)-alpha-[[4-(Dimethylamino)phenyl]methylene]benzeneacetonitrile;Benzeneacetonitrile, alpha-[[4-(dimethylamino)phenyl]methylene]-, (alphaZ)-

Chemical Property of 3-(4-(Dimethylamino)phenyl)-2-phenylacrylonitrile

Chemical Property:

• Vapor Pressure: 9.85E-07mmHg at 25°C
• Boiling Point: 403.9°Cat760mmHg
• Flash Point: 173.9°C
• Density: 1.109g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 248.131348519
• Heavy Atom Count: 19
• Complexity: 347

Purity/Quality:

98%min ^*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)C=C(C#N)C2=CC=CC=C2
• Isomeric SMILES: CN(C)C1=CC=C(C=C1)/C=C(\C#N)/C2=CC=CC=C2

Technology Process of 3-(4-(Dimethylamino)phenyl)-2-phenylacrylonitrile

There total 4 articles about 3-(4-(Dimethylamino)phenyl)-2-phenylacrylonitrile 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%

phenylacetonitrile (140-29-4) + 4-dimethylamino-benzaldehyde (100-10-7) → (Z)-3-(4-(dimethylamino)phenyl)-2-phenylacrylonitrile (1222-61-3)

Guidance literature:

With P(MeNCH₂CH₂)3N; In methanol; at 50 ℃; for 6h;

DOI:10.1021/jo972343u

Reference yield: 72.0%

4-(dimethylaminomethyl)benzaldehyde (36874-95-0) + phenylacetonitrile (140-29-4) → (Z)-3-(4-(dimethylamino)phenyl)-2-phenylacrylonitrile (1222-61-3)

Guidance literature:

With potassium hydroxide; In methanol; at 20 ℃;

DOI:10.1021/jm2017122

Reference yield: 61.0%

phenylacetonitrile (140-29-4) + N,N-dimethyl-4-hydroxymethylaniline (1703-46-4) → (Z)-3-(4-(dimethylamino)phenyl)-2-phenylacrylonitrile (1222-61-3)

Guidance literature:

With potassium tert-butylate; pyrene-4,5-dione; In toluene; at 60 ℃; for 6h; Irradiation;

DOI:10.1021/acs.orglett.1c00162

upstream raw materials:

phenylacetonitrile

4-dimethylamino-benzaldehyde

4-(dimethylaminomethyl)benzaldehyde

N,N-dimethyl-4-hydroxymethylaniline

Downstream raw materials:

3-(4-dimethylamino-phenyl)-2-phenyl-propylamine

2-phenyl-3c-(3-nitro-4-dimethylamino-phenyl)-acrylonitrile

trans-α-phenyl-β-4-trimethylammoniophenylacrylonitrile iodide

2.3-diphenyl-1c-(4-dimethylamino-phenyl)-propen-⁽¹⁾-one-⁽³⁾

Refernces

• 1、 Bains, Amreen K.,Ankit, Yadav,Adhikari, Debashis. "Pyrenedione-Catalyzed α-Olefination of Nitriles under Visible-Light Photoredox Conditions". supporting information. p. 2019 - 2023. Retrieved 2021/04/05.
• 2、 Alam, Mohammad Sayed,Nam, Young-Joo,Lee, Dong-Ung. "Synthesis and evaluation of (Z)-2,3-diphenylacrylonitrile analogs as anti-cancer and anti-microbial agents". . p. 790 - 797. Retrieved 2013/10/22.