PHENYL PROPARGYL ETHER

Base Information

• Chemical Name: PHENYL PROPARGYL ETHER
• CAS No.: 13610-02-1
• Molecular Formula: C9H8O
• Molecular Weight: 132.162
• Hs Code.: 29093090
• European Community (EC) Number: 237-095-5
• UNII: RN9AYQ8LES
• DSSTox Substance ID: DTXSID50159653
• Nikkaji Number: J100.446H
• Wikidata: Q83028028
• ChEMBL ID: CHEMBL28385
• Mol file: 13610-02-1.mol

Synonyms:Benzene,(2-propynyloxy)- (9CI);Ether, phenyl 2-propynyl (6CI,7CI,8CI);(2-Propynyloxy)benzene;(Phenoxymethyl)acetylene;(Propargyloxy)benzene;1-Phenoxy-2-propyne;3-Phenoxy-1-propyne;3-Phenoxypropyne;Phenyl 2-propynylether;Phenyl propargyl ether;Propargyl phenyl ether;

Chemical Property of PHENYL PROPARGYL ETHER

Chemical Property:

• Appearance/Colour: Clear colorless to faintly yellow liquid
• Vapor Pressure: 0.41mmHg at 25°C
• Melting Point: 273℃ (decomposition)
• Refractive Index: n20/D 1.535
• Boiling Point: 202.7 °C at 760 mmHg
• Flash Point: 68.6 °C
• PSA: 9.23000
• Density: 1.014 g/cm³
• LogP: 1.69860
• Storage Temp.: 2-8°C
• Sensitive.: Air & Light Sensitive
• Solubility.: Soluble in chloroform.
• Water Solubility.: Slightly soluble in water (1.0 g/L at 25°C).
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 132.057514874
• Heavy Atom Count: 10
• Complexity: 125

Purity/Quality:

98%,99%, ^*data from raw suppliers

Phenyl propargyl ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCOC1=CC=CC=C1
• Uses: Phenyl propargyl ether is used as building block for synthesis.

Technology Process of PHENYL PROPARGYL ETHER

There total 23 articles about PHENYL PROPARGYL ETHER 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%

prop-2-yn-1-ol methanesulfonate (16156-58-4) + phenol (108-95-2,27073-41-2) → 1-phenoxy-2-propyne (13610-02-1)

Guidance literature:

With caesium carbonate; potassium iodide; In acetonitrile; at 70 ℃;

DOI:10.1016/j.bmcl.2012.08.067

Reference yield: 93.0%

dipropargyl ether (6921-27-3) + phenol (108-95-2,27073-41-2) → 1-phenoxy-2-propyne (13610-02-1)

Guidance literature:

With potassium carbonate; In acetone; toluene; at 20 ℃;

DOI:10.1021/acs.orglett.9b03999

Reference yield: 90.0%

rac-(2,3-dibromopropoxy)benzene → 1-phenoxy-2-propyne (13610-02-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide; at 60 ℃; for 4h; regioselective reaction;

DOI:10.1055/s-0030-1258813

upstream raw materials:

(3-chloro-allyl)-phenyl ether

2-propynyl chloride

phenol

propargyl benzenesulfonate

Downstream raw materials:

5-phenoxypent-3-yn-2-one

1,1-diphenyl-4-phenoxybut-2-yn-1-ol

4-(4-Phenoxy-but-2-ynoyl)-benzoic acid

(4,4-diethoxybut-2-ynyloxy)benzene

Refernces

• 1、 Esmaeili-Shahri, Hadi,Eshghi, Hossein,Lari, Jalil,Rounaghi, Seyyed Amin,Esmaeili-Shahri, Effat. "Uniform copper nanoparticles as an inexpensive and efficient catalyst for synthesis of novel β-carbonyl-1, 2, 3-triazoles in water medium". . p. 2963 - 2979. Retrieved 2019.
• 2、 Alexandrova, Larissa,Fomina, Lioudmila,Gavi?o, Ruben,Monroy, Olivia,Rumsh, Lev,Sánchez-Vergara, María-Elena,Salcedo, Roberto,Vázquez-Hernández, Giovanna Angélica,Zolotukhin, Mikhail G.. "Synthesis, characterization and evaluation of optical band gap of new semiconductor polymers with N-aryl- 2,5-diphenyl-pyrrole units". . . Retrieved 2021.
• 3、 Nocentini, Alessio,Ferraroni, Marta,Carta, Fabrizio,Ceruso, Mariangela,Gratteri, Paola,Lanzi, Cecilia,Masini, Emanuela,Supuran, Claudiu T.. "Benzenesulfonamides Incorporating Flexible Triazole Moieties Are Highly Effective Carbonic Anhydrase Inhibitors: Synthesis and Kinetic, Crystallographic, Computational, and Intraocular Pressure Lowering Investigations". . p. 10692 - 10704. Retrieved 2016.
• 4、 Kummari, Bhaskar,Polkam, Naveen,Ramesh, Perla,Anantaraju, Hasithashilpa,Yogeeswari, Perumal,Anireddy, Jaya Shree,Guggilapu, Sravanthi Devi,Babu, Bathini Nagendra. "Design and synthesis of 1,2,3-triazole-etodolac hybrids as potent anticancer molecules". . p. 23680 - 23686. Retrieved 2017.
• 5、 Magalh?es, Lorena Severiano de,Reis, Adriana Cotta Cardoso,Nakao, Izadora Amaral,Péret, Vinícius Augusto Campos,Reis, Rúbia Castro Fernandes Melo,Silva, Naiara Chaves,Dias, Amanda Latércia Tranches,Carvalho, Diogo Teixeira,Dias, Danielle Ferreira,Brand?o, Geraldo Célio,Braga, Saulo Fehelberg Pinto,Souza, Thiago Belarmino de. "Glucosyl-1,2,3-triazoles derived from eugenol and analogues: Synthesis, anti-Candida activity, and molecular modeling studies in CYP-51". . p. 903 - 913. Retrieved 2021/09/15.
• 6、 An, Shaoyu,Li, Pingfan,Zhang, Zhong. "Metal-Free Synthesis of Selenodihydronaphthalenes by Selenoxide-Mediated Electrophilic Cyclization of Alkynes". . p. 3059 - 3070. Retrieved 2021/07/22.