Dimethyl 5-fluoroisophthalate

Base Information

• Chemical Name: Dimethyl 5-fluoroisophthalate
• CAS No.: 17449-48-8
• Molecular Formula: C10H9FO4
• Molecular Weight: 212.177
• Hs Code.: 2917399090
• European Community (EC) Number: 688-850-4
• DSSTox Substance ID: DTXSID30398745
• Wikidata: Q82200887
• Mol file: 17449-48-8.mol

Synonyms:DIMETHYL 5-FLUOROISOPHTHALATE;17449-48-8;Dimethyl 5-fluorobenzene-1,3-dicarboxylate;5-Fluoroisophthalic acid dimethyl ester;5-fluoro-isophthalic acid dimethyl ester;MFCD00230549;5-Fluoroisophthalic acid dimethylester;1,3-Benzenedicarboxylic acid, 5-fluoro-, 1,3-dimethyl ester;YSZC776;SCHEMBL1401499;DTXSID30398745;XEOLLJWHFPBAMQ-UHFFFAOYSA-N;DIMETHYL5-FLUOROISOPHTHALATE;AKOS015888174;s10891;DS-15207;SY005349;CS-0098657;FT-0712047

Chemical Property of Dimethyl 5-fluoroisophthalate

Chemical Property:

• Vapor Pressure: 0.00236mmHg at 25°C
• Melting Point: 56.5-57 °C
• Boiling Point: 288.3°C at 760 mmHg
• Flash Point: 124.1°C
• PSA: 52.60000
• Density: 1.252g/cm³
• LogP: 1.39890
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 212.04848693
• Heavy Atom Count: 15
• Complexity: 230

Purity/Quality:

97% ^*data from raw suppliers

Dimethyl5-Fluoroisophthalate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=CC(=C1)F)C(=O)OC
• Uses: Dimethyl 5-Fluoroisophthalate is used as a reactant in the preparation of quinazoline compounds as B-Raf inhibitors.

Technology Process of Dimethyl 5-fluoroisophthalate

There total 4 articles about Dimethyl 5-fluoroisophthalate 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%

methanol (67-56-1) + 5-fluoroisophthalic acid (1583-66-0) → dimethyl 5-fluoroisophthalate (17449-48-8)

Guidance literature:

With sulfuric acid; for 12h; Heating / reflux;

Reference yield: 77.0%

3,5-bis(methoxycarbonyl)benzenediazonium tetrafluoroborate → dimethyl 5-fluoroisophthalate (17449-48-8)

Guidance literature:

With boron trifluoride diethyl etherate; 1-fluoro-3,3-dimethyl-1,3-dihydro-1λ³-benzo[d][1,2]iodaoxole; In chlorobenzene; at 80 ℃; for 36h; Glovebox; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.201802466

Reference yield: 44.0%

dimethyl 5-aminoisophthalate (99-27-4) → dimethyl 5-fluoroisophthalate (17449-48-8)

Guidance literature:

dimethyl 5-aminoisophthalate; With hydrogenchloride; sodium nitrite; In water; at -5 ℃; for 0.25h;

With fluoroboric acid; In water; at 0 ℃; for 0.5h;

at 110 ℃;

upstream raw materials:

dimethyl 5-aminoisophthalate

methanol

5-fluoroisophthalic acid

Downstream raw materials:

(5-fluoro-1,3-phenylene)dimethanol

1,3-bis(bromomethyl)-5-fluorobenzene

3-fluoro-5-(methoxycarbonyl)benzoic acid

methyl 3-fluoro-5-(hydroxymethyl)benzoate