Methyl 2-(prop-2-yn-1-yloxy)benzoate

Base Information

• Chemical Name: Methyl 2-(prop-2-yn-1-yloxy)benzoate
• CAS No.: 59155-84-9
• Molecular Formula: C11H10 O3
• Molecular Weight: 190.199
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID80376891
• Nikkaji Number: J892.452J
• Wikidata: Q82165800
• Mol file: 59155-84-9.mol

Synonyms:59155-84-9;Methyl 2-(prop-2-yn-1-yloxy)benzoate;Methyl 2-(2-propynyloxy)benzenecarboxylate;methyl 2-prop-2-ynoxybenzoate;Benzoic acid,2-(2-propyn-1-yloxy)-, methyl ester;SCHEMBL3307629;DTXSID80376891;WYKFWIYGJGNLRD-UHFFFAOYSA-N;MFCD06797370;AKOS005069247;2-(Propargyloxy)benzoic acid methyl ester;Methyl 2-[(prop-2-yn-1-yl)oxy]benzoate;2-(prop-2-ynyloxy)benzoic acid methyl ester;CS-0319751;FT-0679955;C91344;METHYL2-(2-PROPYNYLOXY)BENZENECARBOXYLATE;A869258;10R-0241;J-521878

Chemical Property of Methyl 2-(prop-2-yn-1-yloxy)benzoate

Chemical Property:

• Vapor Pressure: 0.00178mmHg at 25°C
• Boiling Point: 100°/0.3mm
• Flash Point: 118.5°C
• PSA: 35.53000
• Density: 1.131g/cm³
• LogP: 1.48520
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 190.062994177
• Heavy Atom Count: 14
• Complexity: 238

Purity/Quality:

98%min ^*data from raw suppliers

methyl2-(2-propynyloxy)benzenecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1OCC#C

Technology Process of Methyl 2-(prop-2-yn-1-yloxy)benzoate

There total 2 articles about Methyl 2-(prop-2-yn-1-yloxy)benzoate 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%

propargyl bromide (106-96-7) + methyl salicylate (119-36-8,8024-54-2) → methyl 2-(prop-2-yn-1-yloxy)benzoate (59155-84-9)

Guidance literature:

With potassium carbonate; In acetonitrile; for 24h; Heating;

DOI:10.3987/COM-98-8294

Reference yield:

salicylic acid (69-72-7,25496-36-0,8052-31-1) → methyl 2-(prop-2-yn-1-yloxy)benzoate (59155-84-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 18 h / Inert atmosphere; Reflux

2: potassium carbonate / N,N-dimethyl-formamide / 24 h / 25 °C / Inert atmosphere

With sulfuric acid; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2014.06.060

Reference yield: 98.0%

methyl 2-(prop-2-yn-1-yloxy)benzoate (59155-84-9) → methyl salicylate (119-36-8,8024-54-2)

Guidance literature:

tris(2,2'-bipyridine)nickel(II) tetrafluoroborate; In N,N-dimethyl-formamide; Ambient temperature; electrolysis;

DOI:10.1016/S0040-4039(97)01396-8

upstream raw materials:

propargyl bromide

methyl salicylate

salicylic acid

Downstream raw materials:

2-(prop-2-yn-1-yloxy)benzoic acid

methyl salicylate

2-[3'-(2-Thienyl)prop-2'-ynyloxy]benzoic acid

2-[(3’-phenyl)prop-2’-ynyloxy]benzoic acid

Refernces

• 1、 Bitla, Sampath,Gayatri, Akkiraju Anjini,Puchakayala, Muralidhar Reddy,Kumar Bhukya, Vijaya,Vannada, Jagadeshwar,Dhanavath, Ramulu,Kuthati, Bhaskar,Kothula, Devender,Sagurthi, Someswar Rao,Atcha, Krisham Raju. "Design and synthesis, biological evaluation of bis-(1,2,3- and 1,2,4)-triazole derivatives as potential antimicrobial and antifungal agents". supporting information. . Retrieved 2021/04/19.
• 2、 Sooknual, Pichjira,Pingaew, Ratchanok,Phopin, Kamonrat,Ruankham, Waralee,Prachayasittikul, Supaluk,Ruchirawat, Somsak,Prachayasittikul, Virapong. "Synthesis and neuroprotective effects of novel chalcone-triazole hybrids". . . Retrieved 2020/11/03.