Benzofuran-5-ol

Base Information

• Chemical Name: Benzofuran-5-ol
• CAS No.: 13196-10-6
• Molecular Formula: C8H6O2
• Molecular Weight: 134.134
• Hs Code.: 2932999099
• ChEMBL ID: CHEMBL349283
• DSSTox Substance ID: DTXSID00470002
• Nikkaji Number: J147.332H
• Wikidata: Q82297953
• Mol file: 13196-10-6.mol

Synonyms:Benzofuran-5-ol;13196-10-6;1-benzofuran-5-ol;5-BENZOFURANOL;5-Hydroxybenzofuran;CHEMBL349283;MFCD10699412;5-hydroxy benzofuran;5-Hydroxybenzo[b]furan;SCHEMBL276360;DTXSID00470002;IZFOPMSVNDORMZ-UHFFFAOYSA-N;AMY31989;BDBM50017829;AKOS006283024;CS-W004630;MB08821;PS-5082;SY234089;FT-0718269;EN300-1846879;W-205386

Chemical Property of Benzofuran-5-ol

Chemical Property:

• Vapor Pressure: 0.017mmHg at 25°C
• Melting Point: 186-187℃
• Refractive Index: 1.651
• Boiling Point: 247.139 °C at 760 mmHg
• PKA: 9.27±0.40(Predicted)
• Flash Point: 103.267 °C
• PSA: 33.37000
• Density: 1.28g/cm³
• LogP: 2.13840
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 134.036779430
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

98% ^*data from raw suppliers

Benzofuran-5-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CO2)C=C1O

Technology Process of Benzofuran-5-ol

There total 23 articles about Benzofuran-5-ol 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: 89.0%

5-methoxybenzofuran (13391-28-1) → benzofuran-5-ol (13196-10-6)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jacs.9b11969

Reference yield: 66.0%

5-bromobenzofuran (23145-07-5) → benzofuran-5-ol (13196-10-6)

Guidance literature:

With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; boric acid; palladium diacetate; caesium carbonate; In 1-methyl-pyrrolidin-2-one; at 80 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.0c03069

Reference yield: 56.0%

2,3-dihydro-1-benzofuran-5-ylboronic acid (331834-13-0) → benzofuran-5-ol (13196-10-6)

Guidance literature:

With water; triethylamine; In acetonitrile; at 20 ℃; for 36h; Irradiation;

DOI:10.1039/c9nj04064a

upstream raw materials:

2.3-dihydrobenzofuran

(-/+)-3-hydroxy-2,3-dihydrobenzofuran

(+)-(3S)-3-hydroxy-2,3-dihydrobenzofuran

(-)-(3R)-3-hydroxy-2,3-dihydrobenzofuran

Downstream raw materials:

5-methoxybenzofuran

naphtho[2,1-b]furan

Refernces

• 1、 Tramutola, Francesco,Armentano, Maria Francesca,Berti, Federico,Chiummiento, Lucia,Lupattelli, Paolo,D'Orsi, Rosarita,Miglionico, Rocchina,Milella, Luigi,Bisaccia, Faustino,Funicello, Maria. "New heteroaryl carbamates: Synthesis and biological screening in vitro and in mammalian cells of wild-type and mutant HIV-protease inhibitors". . p. 1863 - 1870. Retrieved 2019.
• 2、 Prime, Michael E.,Liu, Longbin,Lee, Matt R.,Khetarpal, Vinod,Brown, Christopher J.,Johnson, Peter D.,Miranda-Azpiazu, Patricia,Chen, Xuemei,Clark-Frew, Daniel,Coe, Samuel,Davis, Randall,Dickie, Anthony,Ebneth, Andreas,Esposito, Simone,Gadouleau, Elise,Gai, Xinjie,Galan, Sebastien,Green, Samantha,Greenaway, Catherine,Giles, Paul,Halldin, Christer,Hayes, Sarah,Herbst, Todd,Herrmann, Frank,He?mann, Manuela,Jia, Zhisheng,Kiselyov, Alexander,Kotey, Adrian,Krulle, Thomas,Mangette, John E.,Marston, Richard W.,Menta, Sergio,Mills, Matthew R.,Monteagudo, Edith,Nag, Sangram,Nibbio, Martina,Orsatti, Laura,Schaertl, Sabine,Scheich, Christoph,Sproston, Joanne,Stepanov, Vladimir,Svedberg, Marie,Takano, Akihiro,Taylor, Malcolm,Thomas, Wayne,Toth, Miklós,Vaidya, Darshan,Vanr?s, Katarina,Weddell, Derek,Wigginton, Ian,Wityak, John,Mrzljak, Ladislav,Munoz-Sanjuan, Ignacio,Bard, Jonathan A.,Dominguez, Celia. "Imaging Mutant Huntingtin Aggregates: Development of a Potential PET Ligand". . p. 8608 - 8633. Retrieved 2020.
• 3、 Konishi, Akihito,Yasunaga, Ryosuke,Chiba, Kouji,Yasuda, Makoto. "Synthesis, characterization, and properties of a benzofuran-based cage-shaped borate: Photo activation of Lewis acid catalysts". . p. 3348 - 3351. Retrieved 2016.
• 4、 Dekker, Patrick M.,Florea, Bogdan I.,Maiorana, Santina,Maurits, Elmer,Neefjes, Jacques J. C.,Overkleeft, Herman S.,Van De Graaff, Michel J.,Van Der Zanden, Sabina Y.,Van Kasteren, Sander I.,Wander, Dennis P. A.. "Immunoproteasome Inhibitor-Doxorubicin Conjugates Target Multiple Myeloma Cells and Release Doxorubicin upon Low-Dose Photon Irradiation". supporting information. p. 7250 - 7253. Retrieved 2020/08/06.