4-[(1,1-Dimethylprop-2-ynyl)oxy]benzonitrile

Base Information

• Chemical Name: 4-[(1,1-Dimethylprop-2-ynyl)oxy]benzonitrile
• CAS No.: 33143-92-9
• Molecular Formula: C12H11NO
• Molecular Weight: 185.225
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID00381260
• Nikkaji Number: J3.611.443F
• Wikidata: Q82171978
• Mol file: 33143-92-9.mol

Synonyms:33143-92-9;4-[(1,1-DIMETHYLPROP-2-YNYL)OXY]BENZONITRILE;4-(2-methylbut-3-yn-2-yloxy)benzonitrile;4-[(2-Methylbut-3-yn-2-yl)oxy]benzonitrile;4-(1,1-dimethyl-2-propynyloxy)benzonitrile;4-((2-Methylbut-3-yn-2-yl)oxy)benzonitrile;4-[(1,1-dimethyl-2-propynyl)oxy]benzonitrile;4-(1,1-dimethylprop-2-ynoxy)benzonitrile;SCHEMBL6948975;DTXSID00381260;BJBUSSBIFHSXBR-UHFFFAOYSA-N;MFCD00174270;3-(p-cyanophenoxy)-3-methybut-1-yne;AKOS000281021;PS-8496;4-(1,1-dimethyl-2propynyloxy)benzonitrile;CS-0314106;FT-0617299;4-[(2-Methyl-3-butyn-2-yl)oxy]benzonitrile;4-[1,1-Dimethylprop-2-ynyl)oxy]benzonitrile;J3.611.443F;D87826;4-[(1,1-Dimethyl-2 -propynyl)oxy]benzonitrile;A821636;(1,1-DIOXIDO-2,3-DIHYDROTHIEN-3-YL)ACETICACID;4-[(1,1-Dimethyl-2-propynyl)oxy]benzonitrile, AldrichCPR

Chemical Property of 4-[(1,1-Dimethylprop-2-ynyl)oxy]benzonitrile

Chemical Property:

• Vapor Pressure: 0.000497mmHg at 25°C
• Melting Point: 30 °C
• Refractive Index: 1.534
• Boiling Point: 313.4 °C at 760 mmHg
• Flash Point: 132.2 °C
• PSA: 33.02000
• Density: 1.06 g/cm³
• LogP: 2.34888
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 185.084063974
• Heavy Atom Count: 14
• Complexity: 280

Purity/Quality:

98%min ^*data from raw suppliers

4-[(2-Methylbut-3-yn-2-yl)oxy]benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C#C)OC1=CC=C(C=C1)C#N

Technology Process of 4-[(1,1-Dimethylprop-2-ynyl)oxy]benzonitrile

There total 13 articles about 4-[(1,1-Dimethylprop-2-ynyl)oxy]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: 96.0%

3-chloro-3-methylbut-1-yne (1111-97-3) + 4-cyanophenol (767-00-0) → 4-[(1,1-Dimethyl-2-propynyl)oxy]benzonitrile (33143-92-9)

Guidance literature:

With copper(l) iodide; potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 65 ℃;

DOI:10.1055/s-1995-3977

Reference yield: 90.0%

3-chloro-3-methylbut-1-yne (1111-97-3) + 4-cyanophenol (767-00-0) → 4-[(1,1-Dimethyl-2-propynyl)oxy]benzonitrile (33143-92-9) + 4-(1,1,6-Trimethyl-hepta-4,5-dien-2-ynyloxy)-benzonitrile + 2-methylbut-1-en-3-yne (78-80-8)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; copper(l) chloride; In acetonitrile; at 0 ℃; for 2.5h; Product distribution; variation of conditions; other solvents; further phenols; further copper (Cu(II)) catalyst; further 2-substituted-2-methyl-3-butynes;

DOI:10.1016/S0040-4039(00)78231-1

Reference yield: 86.0%

methyl (2-methylbut-3-yn-2-yl)carbonate (19021-53-5) + 4-cyanophenol (767-00-0) → 4-[(1,1-Dimethyl-2-propynyl)oxy]benzonitrile (33143-92-9)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 0 ℃; for 24h;

DOI:10.1016/S0040-4039(00)78231-1

upstream raw materials:

3-chloro-3-methylbut-1-yne

4-cyanophenol

methyl (2-methylbut-3-yn-2-yl)carbonate

1,1-dimethyl-2-propynyl trifluoroacetate

Downstream raw materials:

4-[1,1-dimethyl-3-(pyridin-2-yl)-2-propynyloxy]benzonitrile

2-(6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)pyridine N-oxide

Refernces

• 1、 -. "ARYL AND HETEROARYL ETHER COMPOUNDS AS ROR GAMMA MODULATORS". Page/Page column 100; 106. . Retrieved 2015/11/09.
• 2、 Dai, Wen,Li, Jun,Li, Guosong,Yang, Hua,Wang, Lianyue,Gao, Shuang. "Asymmetric epoxidation of alkenes catalyzed by a porphyrin-inspired manganese complex". supporting information. p. 4138 - 4141. Retrieved 2013/09/12.