2H-Furo[2,3-c]pyran-2-one

Base Information

• Chemical Name: 2H-Furo[2,3-c]pyran-2-one
• CAS No.: 857054-03-6
• Molecular Formula: C7H4O3
• Molecular Weight: 136.107
• Hs Code.: 9999999999
• DSSTox Substance ID: DTXSID20457153
• Nikkaji Number: J2.454.602K
• Wikidata: Q82279888
• Mol file: 857054-03-6.mol

Synonyms:2H-Furo[2,3-c]pyran-2-one;857054-03-6;Karrikin 2;FURO[2,3-C]PYRAN-2-ONE;SCHEMBL3851381;DTXSID20457153;AKOS030240510;CS-0248310;FT-0668914;EN300-395996

Chemical Property of 2H-Furo[2,3-c]pyran-2-one

Chemical Property:

• PSA: 43.35000
• LogP: 1.33760
• Storage Temp.: -20°C Freezer
• Solubility.: Acetonitrile (Slightly), Chloroform (Sparingly), Methanol
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 136.016043985
• Heavy Atom Count: 10
• Complexity: 271

Purity/Quality:

98% ^*data from raw suppliers

2H-Furo[2,3-c]pyran-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC=C2C1=CC(=O)O2
• Uses: Forest fires are actually beneficial for ecosystems, provided they don’t happen too often. After a fire, plants germinate and grow incredibly fast. 2H-Furo[2,3-c]pyran-2-one, KAR2, is a compound in smoke responsible for promoting the seed germination of a wide range of plant species. The researchers named the compounds “the karrikins”, for “karrik”, an aboriginal word for smoke. Forest fires are actually beneficial for ecosystems, provided they don’t happen too often. After a fire, plants germinate and grow incredibly fast. KAR2 is a compound in smoke responsible for promoting the seed germination of a wide range of plant species.

Technology Process of 2H-Furo[2,3-c]pyran-2-one

There total 21 articles about 2H-Furo[2,3-c]pyran-2-one 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: 84.0%

(4S)-4,5-dihydro-4-ethoxycarbonyloxy-2H-furo[2,3-c]pyran-2-one (952058-03-6) → 2H-furo[2,3-c]pyran-2-one (857054-03-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 8h; Heating;

DOI:10.1002/ejoc.200700334

Reference yield: 80.0%

(4S)-4-acetoxy-4,5-dihydro-2H-furo[2,3-c]pyran-2-one (952058-00-3) → 2H-furo[2,3-c]pyran-2-one (857054-03-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 48h; Reflux;

DOI:10.1039/c6ra19424a

Reference yield: 32.0%

C12H15NO5 (1030604-39-7) → 2H-furo[2,3-c]pyran-2-one (857054-03-6)

Guidance literature:

With trifluoroacetic acid; In 1,4-dioxane; at 92 - 95 ℃; for 0.216667h;

DOI:10.1016/j.tetlet.2008.03.024

upstream raw materials:

(4S)-4,5-dihydro-4-ethoxycarbonyloxy-2H-furo[2,3-c]pyran-2-one

(4S)-4-acetoxy-4,5-dihydro-2H-furo[2,3-c]pyran-2-one

(4S,7R,7aR)-4,7-bis(ethoxycarbonyloxy)-4,5,7,7a-tetrahydro-2H-furo[2,3-c]pyran-2-one

(Z)-3-deoxy-3-C-[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-5-O-triphenylmethyl-α-D-erythro-pentose

Downstream raw materials:

3-phenyl-2H-furo[2,3-c]pyran-2-one

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