4-Chlorobenzofuran

Base Information

• Chemical Name: 4-Chlorobenzofuran
• CAS No.: 257864-14-5
• Molecular Formula: C₈H₅ClO
• Molecular Weight: 152.58
• DSSTox Substance ID: DTXSID80436848
• Nikkaji Number: J1.200.266A
• Wikidata: Q82252185
• Mol file: 257864-14-5.mol

Synonyms:4-chlorobenzofuran;257864-14-5;4-Chloro-1-benzofuran;4-chlorobenzo[b]furan;4-Chloro-1-benzo[b]furan;SCHEMBL827237;DTXSID80436848;MFCD11519033;AKOS006323866;CS-0096258

Chemical Property of 4-Chlorobenzofuran

Chemical Property:

• Boiling Point: 209.537 °C at 760 mmHg
• Flash Point: 80.525 °C
• PSA: 13.14000
• Density: 1.29 g/cm³
• LogP: 3.08620
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 152.0028925
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

4-Chlorobenzofuran 95+% ^*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(=C1)Cl

Technology Process of 4-Chlorobenzofuran

There total 4 articles about 4-Chlorobenzofuran 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: 51.0%

1-tert-butoxy-3-chloro-2-(2,2-dimethoxy-ethyl)-benzene → 4-chlorobenzofuran (257864-14-5)

Guidance literature:

With hydrogenchloride; at 20 ℃; for 30h;

DOI:10.1016/S0040-4039(99)01855-9

Reference yield:

(3-chlorophenoxy)acetaldehyde diethyl acetal (86912-81-4) → 6-chloro benzo[b]furan (151619-12-4) + 4-chlorobenzofuran (257864-14-5)

Guidance literature:

With tin-exchanged H-b zeolite (Sn-b); for 2h; Overall yield = 80 %; Reflux;

DOI:10.1016/j.tet.2015.05.029

Reference yield:

2,6-dichlorophenylacetaldehyde dimethylacetal (257864-12-3) → 4-chlorobenzofuran (257864-14-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Pd(OAc)2; P(t-Bu)3 / xylene / 4 h / 120 °C

2: 51 percent / conc. HCl / 30 h / 20 °C

With hydrogenchloride; palladium diacetate; tri-tert-butyl phosphine; In xylene; 1: Substitution / 2: Elimination;

DOI:10.1016/S0040-4039(99)01855-9

upstream raw materials:

2,6-dichlorophenylacetaldehyde dimethylacetal

3-monochlorophenol

(3-chlorophenoxy)acetaldehyde diethyl acetal