[5-(2-Chlorophenyl)furan-2-yl]methanol

Base Information

• Chemical Name: [5-(2-Chlorophenyl)furan-2-yl]methanol
• CAS No.: 40313-66-4
• Molecular Formula: C11H9ClO2
• Molecular Weight: 208.641
• Hs Code.: 2932190090
• ChEMBL ID: CHEMBL199389
• DSSTox Substance ID: DTXSID90406557
• Wikidata: Q82211577
• Mol file: 40313-66-4.mol

Synonyms:40313-66-4;[5-(2-chlorophenyl)furan-2-yl]methanol;[5-(2-chlorophenyl)-2-furyl]methanol;(5-(2-chlorophenyl)furan-2-yl)methanol;[5-(2-Chloro-phenyl)-furan-2-yl]-methanol;[5-(2-chloro-phenyl)furan-2-yl]methanol;CHEMBL199389;(5-(2-chlorophenyl)-2-furyl)methanol;SCHEMBL282040;DTXSID90406557;BDBM50175427;MFCD02628435;AKOS000107763;CA-0703;CCG-314870;SB61258;2-(2-Chlorophenyl)-5-(hydroxymethyl)furan;BB 0245445;CS-0320133;FT-0639636;EN300-5363052;A825047;SR-01000071302;J-501492;SR-01000071302-1;Z57727897

Chemical Property of [5-(2-Chlorophenyl)furan-2-yl]methanol

Chemical Property:

• Vapor Pressure: 0.000187mmHg at 25°C
• Melting Point: 53-55 °C
• Refractive Index: 1.581
• Boiling Point: 315.3 °C at 760 mmHg
• Flash Point: 144.5 °C
• PSA: 33.37000
• Density: 1.277 g/cm³
• LogP: 3.09230
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 208.0291072
• Heavy Atom Count: 14
• Complexity: 186

Purity/Quality:

98%min ^*data from raw suppliers

[5-(2-chlorophenyl)furan-2-yl]methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=CC=C(O2)CO)Cl

Technology Process of [5-(2-Chlorophenyl)furan-2-yl]methanol

There total 7 articles about [5-(2-Chlorophenyl)furan-2-yl]methanol 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:

5-(2-chlorophenyl)-2-furoyl chloride (61941-89-7) → [5-(2-chloro-phenyl)-furan-2-yl]-methanol (40313-66-4)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; N,N-dimethyl-formamide; at -10 - 0 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112795

Reference yield:

5-(2-chlorophenyl)furan-2-carbaldehyde (34035-04-6) → [5-(2-chloro-phenyl)-furan-2-yl]-methanol (40313-66-4)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃;

DOI:10.3987/COM-10-S(E)60

Reference yield:

o-chloroaniline (95-51-2) → [5-(2-chloro-phenyl)-furan-2-yl]-methanol (40313-66-4)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride; sodium nitrite / water

2: sodium tetrahydroborate

With hydrogenchloride; sodium tetrahydroborate; sodium nitrite; In water; 1: Meerwein arylation;

DOI:10.1021/jf9043277

upstream raw materials:

5-(2-chlorophenyl)furan-2-carbaldehyde

furfural

o-chloroaniline

5-(2-chlorophenyl)-2-furoic acid

Downstream raw materials:

C₁₁H₈Cl₂O

(E)-3-(5-(2-Chlorophenyl)furan-2-yl)acrylic acid

C₁₉H₁₂Cl₃NO₄

C₁₉H₁₂ClF₂NO₄

Refernces

• 1、 Paizs, Csaba,Tosa, Monica Ioana,Bencze, Laszlo Csaba,Brem, Juergen,Irimie, Florin Dan,Retey, Janos. "2-amino-3-(5-phenylfuran-2-yl)propionic acids and 5-phenylfuran-2-ylacrylic acids are novel substrates of phenylalanine ammonia-lyase". experimental part. p. 1217 - 1228. Retrieved 2011/05/05.