5-(3-chlorophenyl)furan-2-carbonyl Chloride

Base Information

• Chemical Name: 5-(3-chlorophenyl)furan-2-carbonyl Chloride
• CAS No.: 92973-26-7
• Molecular Formula: C11H6 Cl2 O2
• Molecular Weight: 241.073
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID40397380
• Wikidata: Q82198669
• Mol file: 92973-26-7.mol

Synonyms:5-(3-chlorophenyl)furan-2-carbonyl Chloride;92973-26-7;5-(3-Chlorophenyl)-2-furoyl chloride;5-(3-Chloro-Phenyl)-Furan-2-Carbonyl Chloride;SCHEMBL3059961;DTXSID40397380;MFCD02258034;STL377358;AKOS000289090;BB 0245439;5-(3-Chlorophenyl)-2-furoyl chloride, AldrichCPR

Chemical Property of 5-(3-chlorophenyl)furan-2-carbonyl Chloride

Chemical Property:

• Vapor Pressure: 2.21E-05mmHg at 25°C
• Refractive Index: 1.577
• Boiling Point: 360.5°Cat760mmHg
• Flash Point: 171.8°C
• PSA: 30.21000
• Density: 1.37g/cm³
• LogP: 3.97900
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 239.9744848
• Heavy Atom Count: 15
• Complexity: 245

Purity/Quality:

98%Min ^*data from raw suppliers

5-(3-CHLOROPHENYL)FURAN-2-CARBONYL CHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-(3-chlorophenyl)furan-2-carbonyl Chloride

There total 7 articles about 5-(3-chlorophenyl)furan-2-carbonyl Chloride 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: 95.0%

5-(3-chlorophenyl) furan-2-carboxylic acid (41019-44-7) → 5-(3-chlorophenyl)furan-2-carbonyl chloride (92973-26-7)

Guidance literature:

With thionyl chloride; Reflux;

DOI:10.1016/j.ejmech.2020.112669

Reference yield:

methyl 5-bromo-2-furoate (2527-99-3) → 5-(3-chlorophenyl)furan-2-carbonyl chloride (92973-26-7)

Guidance literature:

Multi-step reaction with 3 steps

1: Na₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane / 100 °C

2: aq. LiOH / tetrahydrofuran

3: (COCl)2 / tetrahydrofuran

With lithium hydroxide; oxalyl dichloride; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; 1: Suzuki coupling;

DOI:10.1016/j.bmcl.2007.04.022

Reference yield:

2-furanoic acid (88-14-2) → 5-(3-chlorophenyl)furan-2-carbonyl chloride (92973-26-7)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride; sodium nitrite

2: thionyl chloride / benzene / 3 h / Reflux

With hydrogenchloride; thionyl chloride; sodium nitrite; In benzene; 1: Meerwein arylation;

DOI:10.1111/j.1747-0285.2011.01266.x

upstream raw materials:

5-(3-chlorophenyl) furan-2-carboxylic acid

methyl 5-bromo-2-furoate

5-(3-chlorophenyl)furan-2-carboxylic acid methyl ester

3-chlorophenylboronic acid

Downstream raw materials:

{[5-(3-Chloro-phenyl)-furan-2-carbonyl]-amino}-acetic acid ethyl ester

{[1-Chloro-1-[5-(3-chloro-phenyl)-furan-2-yl]-meth-(Z)-ylidene]-amino}-acetic acid ethyl ester

{5-[5-(3-Chloro-phenyl)-furan-2-yl]-tetrazol-1-yl}-acetic acid

{5-[5-(3-Chloro-phenyl)-furan-2-yl]-tetrazol-1-yl}-acetic acid ethyl ester