Dimethyl 5-phenylethynylisophthalate

Base Information

• Chemical Name: Dimethyl 5-phenylethynylisophthalate
• CAS No.: 217655-36-2
• Molecular Formula: C18H14O4
• Molecular Weight: 294.307
• DSSTox Substance ID: DTXSID00449374
• Nikkaji Number: J1.995.021B
• Wikidata: Q82268810
• Mol file: 217655-36-2.mol

Synonyms:dimethyl 5-phenylethynylisophthalate;217655-36-2;SCHEMBL2747144;DTXSID00449374;MFUCJGRHFRTUDY-UHFFFAOYSA-N;(3,5-bis(methoxycarbonyl)phenyl)-2-phenylethyne;5-(Phenylethynyl)isophthalic acid dimethyl ester

Chemical Property of Dimethyl 5-phenylethynylisophthalate

Chemical Property:

• PSA: 52.60000
• LogP: 2.65960
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 294.08920892
• Heavy Atom Count: 22
• Complexity: 440

Purity/Quality:

99.0% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=CC(=C1)C#CC2=CC=CC=C2)C(=O)OC

Technology Process of Dimethyl 5-phenylethynylisophthalate

There total 3 articles about Dimethyl 5-phenylethynylisophthalate 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: 83.0%

dimethyl 5-bromoisophthalate (51760-21-5) + phenylacetylene (536-74-3) → dimethyl 5-(2-phenyl-1-ethynyl)isophthalate (217655-36-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium iodide; zinc(II) chloride; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2017.09.043

Reference yield: 75.0%

copper(I) iodide (7681-65-4) + phenylacetylene (536-74-3) + 3,5-bis(methoxycarbonyl)phenyl trifluoromethanesulfonate (168619-21-4) → dimethyl 5-(2-phenyl-1-ethynyl)isophthalate (217655-36-2)

Guidance literature:

With pyridine; nitrogen; triphenylphosphine; dichlorobis(triphenylphosphine)palladium[II]; In water;

Reference yield: 62.0%

phenylacetylene (536-74-3) + dimethyl 5-{[(4-m3thylphenyl)sulfonyl]oxy}isophthalate → dimethyl 5-(2-phenyl-1-ethynyl)isophthalate (217655-36-2)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); caesium carbonate; XPhos; In various solvent(s); for 2h; Heating;

DOI:10.1002/anie.200353015

upstream raw materials:

dimethyl 5-bromoisophthalate

phenylacetylene

copper(I) iodide

3,5-bis(methoxycarbonyl)phenyl trifluoromethanesulfonate

Downstream raw materials:

5-phenylethynylisophthalic acid

5-(2-phenylethynyl)isophthalic acid chloride