4-(Prop-2-yn-1-yloxy)benzonitrile

Base Information

• Chemical Name: 4-(Prop-2-yn-1-yloxy)benzonitrile
• CAS No.: 33143-80-5
• Molecular Formula: C10H7 N O
• Molecular Weight: 157.172
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID80370990
• Nikkaji Number: J3.150.836C
• Wikidata: Q82158191
• Mol file: 33143-80-5.mol

Synonyms:33143-80-5;4-(prop-2-yn-1-yloxy)benzonitrile;4-prop-2-ynoxybenzonitrile;3-(4-Cyanophenoxy)-1-propyne;Benzonitrile,4-(2-propyn-1-yloxy)-;Benzonitrile, 4-(2-propyn-1-yloxy)-;4-(Propargyloxy)benzonitrile;SCHEMBL5797779;DTXSID80370990;4-(2-propyn-1-lyoxy)-Benzonitrile;4-(2-Propyn-1-yloxy)-benzonitrile;CCG-53673;MFCD00174280;AKOS000175529;CS-0009027;F79790;SR-01000642823-1

Chemical Property of 4-(Prop-2-yn-1-yloxy)benzonitrile

Chemical Property:

• PSA: 33.02000
• LogP: 1.57028
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 157.052763847
• Heavy Atom Count: 12
• Complexity: 221

Purity/Quality:

99%min ^*data from raw suppliers

3-(4-CYANOPHENOXY)-1-PROPYNE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCOC1=CC=C(C=C1)C#N

Technology Process of 4-(Prop-2-yn-1-yloxy)benzonitrile

There total 8 articles about 4-(Prop-2-yn-1-yloxy)benzonitrile 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: 100.0%

4-cyanophenol (767-00-0) + propargyl bromide (106-96-7) → 3-(p-cyanophenoxy)-1-propyne (33143-80-5)

Guidance literature:

With potassium carbonate; In acetone; toluene; for 24h; Reflux;

DOI:10.1021/acs.jmedchem.7b00105

Reference yield: 90.0%

4-cyanophenol (767-00-0) + Propargylamine (2450-71-7) → 3-(p-cyanophenoxy)-1-propyne (33143-80-5)

Guidance literature:

4-cyanophenol; With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 0.5h;

Propargylamine; In N,N-dimethyl-formamide; toluene; at 80 ℃;

DOI:10.1002/ejoc.202101059

Reference yield: 81.0%

1-(azidomethyl)-4-(prop-2-yn-1-yloxy)benzene (1079882-90-8) → 3-(p-cyanophenoxy)-1-propyne (33143-80-5)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; tert.-butylhydroperoxide; potassium iodide; In water; at 20 ℃; for 24h;

DOI:10.1039/c2ob06949k

upstream raw materials:

4-cyanophenol

propargyl bromide

4-(prop-2-ynyloxy)benzaldehyde

[4-(prop-2-yn-1-yloxy)phenyl]methanol

Downstream raw materials:

(4-(prop-2-yn-1-yloxy)phenyl)methanamine

1-(3,4,6-tri-O-acetyl-1,5-anhydro-2-deoxy-D-galactitol-2-yl)-4-(4-cyanophenoxy)methyl-1,2,3-triazole

N-acetyl-4-(2-propynyloxy)benzylamine

C₃₀H₂₁N₃O₃

Refernces

• 1、 Ghosh, Amit,Paul, Indrajit,Schmittel, Michael. "Multitasking with Chemical Fuel: Dissipative Formation of a Pseudorotaxane Rotor from Five Distinct Components". supporting information. p. 5319 - 5323. Retrieved 2021/05/04.
• 2、 Soltani, Roghaye,Abdollahi, Fatemeh,Ghaderi, Arash. "Light-emitting diode light–enabled denitrative etherification of 4-nitrobenzonitrile under catalyst-free conditions at room temperature". . p. 56 - 59. Retrieved 2020/06/09.