Methyl 2-(3-hydroxyprop-1-yn-1-yl)benzoate

Base Information

• Chemical Name: Methyl 2-(3-hydroxyprop-1-yn-1-yl)benzoate
• CAS No.: 103606-72-0
• Molecular Formula: C11H10O3
• Molecular Weight: 190.199
• Hs Code.: 2918199090
• DSSTox Substance ID: DTXSID40401895
• Nikkaji Number: J1.837.281I
• Wikidata: Q82205185
• Mol file: 103606-72-0.mol

Synonyms:103606-72-0;Methyl 2-(3-hydroxyprop-1-yn-1-yl)benzoate;methyl 2-(3-hydroxyprop-1-ynyl)benzoate;SCHEMBL2868135;DTXSID40401895;YSEORDDJWGLYRL-UHFFFAOYSA-N;MFCD04039138;AKOS004117902;DS-1246;CS-0445863;methyl o-(1-hydroxy-2-propyn-3-yl)benzoate;Methyl2-(3-hydroxyprop-1-yn-1-yl)benzoate;A896407;2-(3-Hydroxy-1-propynyl)benzoic acid methyl ester;Benzoic acid,2-(3-hydroxy-1-propyn-1-yl)-,methyl ester

Chemical Property of Methyl 2-(3-hydroxyprop-1-yn-1-yl)benzoate

Chemical Property:

• Boiling Point: 337 °C at 760 mmHg
• Flash Point: 146.9 °C
• PSA: 46.53000
• Density: 1.21 g/cm³
• LogP: 0.81700
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 190.062994177
• Heavy Atom Count: 14
• Complexity: 258

Purity/Quality:

97% ^*data from raw suppliers

Methyl2-(3-hydroxyprop-1-yn-1-yl)benzoate ^*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=C1C#CCO

Technology Process of Methyl 2-(3-hydroxyprop-1-yn-1-yl)benzoate

There total 7 articles about Methyl 2-(3-hydroxyprop-1-yn-1-yl)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%

o-iodo-methyl-benzoic acid (610-97-9) + propargyl alcohol (107-19-7) → methyl 2-(3-hydroxyprop-1-yn-1-yl)benzoate (103606-72-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 40 ℃; for 0.5h; Microwave irradiation;

DOI:10.3390/biom11010055

Reference yield: 37.69%

2-bromobenzoic acid methyl ester (610-94-6) + propargyl alcohol (107-19-7) → methyl 2-(3-hydroxyprop-1-yn-1-yl)benzoate (103606-72-0)

Guidance literature:

2-bromobenzoic acid methyl ester; propargyl alcohol; With triethylamine; In acetonitrile; for 0.5h; Inert atmosphere;

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In acetonitrile; at 60 ℃; for 4h; Inert atmosphere;

Reference yield: 25.0%

6-hydroxy-hexa-2,4-diynoic acid methyl ester + acetylene (74-86-2,25067-58-7) → methyl 2-(3-hydroxyprop-1-yn-1-yl)benzoate (103606-72-0) + (2-hydroxymethyl-phenyl)-propynoic acid methyl ester

Guidance literature:

With diisobutylaluminium hydride; triphenylphosphine; bis(acetylacetonate)nickel(II); In tetrahydrofuran; at 20 ℃;

DOI:10.1016/S0040-4039(99)00945-4

upstream raw materials:

o-iodo-methyl-benzoic acid

propargyl alcohol

acetylene

methyl 2-(trifluoromethylsulfonyloxy)benzoate

Downstream raw materials:

2-ethynyl-benzoic acid methyl ester

methyl 2-(3-bromoprop-1-yn-1-yl)benzoate

2-(3-Hydroxypropyl)benzoesaeure-methylester

methyl 2-(3-bromopropyl) benzoate