2-oxo-2H-chromen-7-yl trifluoromethanesulfonate

Base Information

• Chemical Name: 2-oxo-2H-chromen-7-yl trifluoromethanesulfonate
• CAS No.: 108530-10-5
• Molecular Formula: C10H5F3O5S
• Molecular Weight: 294.208
• Hs Code.: 2932209090
• European Community (EC) Number: 833-760-4
• ChEMBL ID: CHEMBL1650556
• DSSTox Substance ID: DTXSID80547180
• Nikkaji Number: J378.593I
• Wikidata: Q82425241
• Mol file: 108530-10-5.mol

Synonyms:7-Coumaryl Triflate;108530-10-5;2-oxo-2H-chromen-7-yl trifluoromethanesulfonate;2-OXO-2H-CHROMEN-7-YL TRIFLUORMETHANESULFONATE;(2-oxochromen-7-yl) trifluoromethanesulfonate;MFCD18382236;Trifluoromethanesulfonic Acid 2-Oxo-2H-chromen-7-yl Ester;7-CoumarylTriflate;SCHEMBL9432106;CHEMBL1650556;DTXSID80547180;7-trifluoromethylsulfonyloxycoumarin;7-Coumaryl Trifluoromethanesulfonate;BS-50276;SY056298;CS-0065167;O0472;T71583;A926472;J-002161;2-Oxo-2H-1-benzopyran-7-yl trifluoromethanesulfonate;1,1,1-Trifluoro-methanesulfonic Acid 2-Oxo-2H-1-benzopyran-7-yl Ester

Chemical Property of 2-oxo-2H-chromen-7-yl trifluoromethanesulfonate

Chemical Property:

• Melting Point: 81.0 to 85.0 °C
• PSA: 81.96000
• LogP: 3.10220
• Storage Temp.: Refrigerator
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 293.98097892
• Heavy Atom Count: 19
• Complexity: 490

Purity/Quality:

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

7-CoumarylTriflate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC2=C1C=CC(=O)O2)OS(=O)(=O)C(F)(F)F
• Uses: 7-Coumaryl Triflate (cas# 108530-10-5) is a compound useful in organic synthesis.

Technology Process of 2-oxo-2H-chromen-7-yl trifluoromethanesulfonate

There total 6 articles about 2-oxo-2H-chromen-7-yl trifluoromethanesulfonate 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: 97.0%

7-hydroxy-2H-chromen-2-one (93-35-6) + trifluoromethylsulfonic anhydride (358-23-6) → 2-oxo-2H-benzopyran-7-yl trifluoromethanesulfonate (108530-10-5)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 0.5h;

Reference yield: 78.0%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + 7-hydroxy-2H-chromen-2-one (93-35-6) → 2-oxo-2H-benzopyran-7-yl trifluoromethanesulfonate (108530-10-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 0.5h;

Reference yield: 76.0%

7-hydroxy-2H-chromen-2-one (93-35-6) + trifluoromethane sulfonyl chloride (421-83-0) → 2-oxo-2H-benzopyran-7-yl trifluoromethanesulfonate (108530-10-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/anie.200901309

upstream raw materials:

7-hydroxy-2H-chromen-2-one

trifluoromethylsulfonic anhydride

trifluoromethane sulfonyl chloride

2-Hydroxy-4-methoxybenzaldehyde

Downstream raw materials:

7-phenyl-2H-chromen-2-one

7-(p-tolyl)-2H-chromen-2-one

7-(4-chlorophenyl)-2H-chromen-2-one

7-(4-methoxyphenyl)-2H-chromen-2-one

Refernces

• 1、 Singh, Dileep Kumar,Nath, Mahendra. "Meso-Phenyl-triazole bridged porphyrin-coumarin dyads: Synthesis, characterization and photophysical properties". . p. 256 - 264. Retrieved 2015.
• 2、 Lee, Hayoon,Jung, Hyocheol,Jo, Minjin,Shin, Dong-Hee,Kay, Kwang-Yol,Park, Jongwook. "New carbazole derivatives including coumarin moiety for blue emitting materials". . p. 34 - 39. Retrieved 2017.
• 3、 Wang, Haoyan,Li, Wei-Guang,Zeng, Kaixing,Wu, Yan-Jiao,Zhang, Yixin,Xu, Tian-Le,Chen, Yiyun. "Photocatalysis Enables Visible-Light Uncaging of Bioactive Molecules in Live Cells". . p. 561 - 565. Retrieved 2019.
• 4、 Du, Lupei,Li, Minyong,Zheng, Shilong,Wang, Binghe. "Rational design of a fluorescent hydrogen peroxide probe based on the umbelliferone fluorophore". . p. 3045 - 3048. Retrieved 2008.