(2Z)-3-amino-3-[4-(trifluoromethyl)phenyl]prop-2-enenitrile

Base Information

• Chemical Name: (2Z)-3-amino-3-[4-(trifluoromethyl)phenyl]prop-2-enenitrile
• CAS No.: 71682-89-8
• Molecular Formula: C10H7F3N2
• Molecular Weight: 212.174
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID60420609
• Nikkaji Number: J328.267H,J987.527A
• Wikidata: Q82231911
• Mol file: 71682-89-8.mol

Synonyms:71682-89-8;(2Z)-3-amino-3-[4-(trifluoromethyl)phenyl]prop-2-enenitrile;3-amino-3-[4-(trifluoromethyl)phenyl]acrylonitrile;3-Amino-3-(4-(trifluoromethyl)phenyl)acrylonitrile;(Z)-3-amino-3-[4-(trifluoromethyl)phenyl]prop-2-enenitrile;(Z)-3-Amino-3-(4-trifluoromethylphenyl)acrylonitrile;DTXSID60420609;MFCD01871638;AKOS005071024;CS-0359721;7P-068;3-[4-(Trifluoromethyl)phenyl]-3-aminoacrylonitrile;J-502601;(Z)-3-amino-3-(4-(trifluoromethyl)phenyl)acrylonitrile;(2Z)-3-Amino-3-[4-(trifluoromethyl)phenyl]prop-2-enonitrile

Chemical Property of (2Z)-3-amino-3-[4-(trifluoromethyl)phenyl]prop-2-enenitrile

Chemical Property:

• Melting Point: 136-138 °C
• Boiling Point: 360.4±42.0 °C(Predicted)
• PKA: 1?+-.0.70(Predicted)
• PSA: 49.81000
• Density: 1.291±0.06 g/cm3(Predicted)
• LogP: 3.22888
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 212.05613272
• Heavy Atom Count: 15
• Complexity: 290

Purity/Quality:

98%min ^*data from raw suppliers

3-Amino-3-[4-(trifluoromethyl)phenyl]acrylonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=CC#N)N)C(F)(F)F
• Isomeric SMILES: C1=CC(=CC=C1/C(=C/C#N)/N)C(F)(F)F

Technology Process of (2Z)-3-amino-3-[4-(trifluoromethyl)phenyl]prop-2-enenitrile

There total 2 articles about (2Z)-3-amino-3-[4-(trifluoromethyl)phenyl]prop-2-enenitrile 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: 96.0%

4-CF3C6H4CN (455-18-5) + acetonitrile (75-05-8,26809-02-9) → 3-amino-3-[4-(trifluoromethyl)phenyl]prop-2-enenitrile (71682-89-8)

Guidance literature:

With potassium tert-butylate; In benzene; for 24h; Ambient temperature;

DOI:10.1002/jhet.5570350405

Reference yield:

acetonitrile (75-05-8,26809-02-9) + 4-(Trifluoromethyl)phenylacetonitrile (2338-75-2) → 3-amino-3-[4-(trifluoromethyl)phenyl]prop-2-enenitrile (71682-89-8)

Guidance literature:

With potassium tert-butylate; In toluene; at 40 ℃; for 0.166667h;

DOI:10.1039/c5ra26931h

Reference yield: 90.0%

3-amino-3-[4-(trifluoromethyl)phenyl]prop-2-enenitrile (71682-89-8) + diphenyl acetylene (501-65-5) → 2,3,7,8‐tetraphenyl‐5‐(trifluoromethyl)‐1H‐benzo[de]quinoline‐9‐carbonitrile

Guidance literature:

With potassium phosphate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper diacetate; In tetrahydrofuran; at 120 ℃; for 18h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.8b02341

upstream raw materials:

4-CF₃C₆H₄CN

acetonitrile

4-(Trifluoromethyl)phenylacetonitrile

Downstream raw materials:

ω-cyano-4-trifluoromethylacetophenone

3-acetylamino-3-(p-trifluoromethylphenyl)acrylonitrile

Refernces

• 1、 Ma, Miaofeng,Hou, Guohua,Wang, Junru,Zhang, Xumu. "Rhodium-catalyzed asymmetric hydrogenation of β-acetylamino acrylonitriles". experimental part. p. 506 - 511. Retrieved 2011/06/17.
• 2、 Yamaguchi,Katsuyama,Funabiki,Matsui,Shibata. "A new expedient route to 2,6-diaryl-3-cyano-4- (trifluoromethyl)pyridines". . p. 805 - 810. Retrieved 2007/10/03.