2-(Chloromethyl)-5-(4-chlorophenyl)thiophene

Base Information

• Chemical Name: 2-(Chloromethyl)-5-(4-chlorophenyl)thiophene
• CAS No.: 24680-30-6
• Molecular Formula: C11H8Cl2S
• Molecular Weight: 243.157
• DSSTox Substance ID: DTXSID001256389
• Mol file: 24680-30-6.mol

Synonyms:2-(chloromethyl)-5-(4-chlorophenyl)thiophene;24680-30-6;DTXSID001256389

Chemical Property of 2-(Chloromethyl)-5-(4-chlorophenyl)thiophene

Chemical Property:

• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 241.9723768
• Heavy Atom Count: 14
• Complexity: 178

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC=C(S2)CCl)Cl

Technology Process of 2-(Chloromethyl)-5-(4-chlorophenyl)thiophene

There total 5 articles about 2-(Chloromethyl)-5-(4-chlorophenyl)thiophene 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-(4-chloro-phenyl)-thiophen-2-yl]-methanol (24680-29-3) → 2-Chloromethyl-5-(4-chloro-phenyl)-thiophene (24680-30-6)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; thionyl chloride; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.bmc.2003.08.009

Reference yield:

2-(4-chlorophenyl)thiophene (40133-23-1) → 2-Chloromethyl-5-(4-chloro-phenyl)-thiophene (24680-30-6)

Guidance literature:

Multi-step reaction with 5 steps

1: POCl₃ / 1,2-dichloro-ethane / 17 h / Heating

2: 86 percent / NaOH; Ag₂O / H₂O / 20 - 50 °C

3: 86 percent / H₂SO₄ / toluene / 7 h / Heating

4: LiAlH₄ / diethyl ether / Heating

5: HMPA; thionyl chloride / tetrahydrofuran / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; lithium aluminium tetrahydride; thionyl chloride; sulfuric acid; silver(l) oxide; trichlorophosphate; In tetrahydrofuran; diethyl ether; water; 1,2-dichloro-ethane; toluene; 1: Vilsmeier reaction;

DOI:10.1016/j.bmc.2003.08.009

Reference yield:

chlorobenzene (108-90-7) → 2-Chloromethyl-5-(4-chloro-phenyl)-thiophene (24680-30-6)

Guidance literature:

Multi-step reaction with 8 steps

1.1: AlCl₃ / CS₂ / 2.5 h / 20 °C

2.1: dimethylformamide / 22 h / 5 °C

3.1: H₂SO₄ / methanol / 1 h / Heating

3.2: chloranil / benzene / 2 h / Heating

4.1: POCl₃ / 1,2-dichloro-ethane / 17 h / Heating

5.1: 86 percent / NaOH; Ag₂O / H₂O / 20 - 50 °C

6.1: 86 percent / H₂SO₄ / toluene / 7 h / Heating

7.1: LiAlH₄ / diethyl ether / Heating

8.1: HMPA; thionyl chloride / tetrahydrofuran / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; thionyl chloride; sulfuric acid; silver(l) oxide; trichlorophosphate; In tetrahydrofuran; methanol; carbon disulfide; diethyl ether; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; 4.1: Vilsmeier reaction;

DOI:10.1016/j.bmc.2003.08.009

upstream raw materials:

[5-(4-chloro-phenyl)-thiophen-2-yl]-methanol

2-(4-chlorophenyl)thiophene

chlorobenzene

4-chloro-1-(4-chlorophenyl)butan-1-one

Downstream raw materials:

[5-(4-Chloro-phenyl)-thiophen-2-yl]-acetic acid methyl ester

2-(5-(4-chlorophenyl)thiophen-2-yl)acetonitrile

Refernces