5-(4-Chlorophenyl)thiophene-2-carbaldehyde

Base Information

• Chemical Name: 5-(4-Chlorophenyl)thiophene-2-carbaldehyde
• CAS No.: 38401-71-7
• Molecular Formula: C11H7ClOS
• Molecular Weight: 222.695
• Hs Code.: 2934999090
• European Community (EC) Number: 860-093-6
• DSSTox Substance ID: DTXSID70377034
• Wikidata: Q72457654
• ChEMBL ID: CHEMBL4468177
• Mol file: 38401-71-7.mol

Synonyms:38401-71-7;5-(4-chlorophenyl)thiophene-2-carbaldehyde;5-(4-chlorophenyl)-2-thiophenecarbaldehyde;5-(4-Chloro-Phenyl)-Thiophene-2-Carbaldehyde;SCHEMBL1133819;CHEMBL4468177;DTXSID70377034;JFAKPLYPDADDKE-UHFFFAOYSA-N;AMY22653;MFCD01860767;AKOS001274848;5-(4-chorophenyl)thiophene-2-carbaldehyde;A6509;BB 0222847;CS-0308949;FT-0639464;5-(4-chlorophenyl)thiophene-2-carboxaldehyde;EN300-14311;1Y-0703;J-516239;5-(4-chlorophenyl)thiophene-2-carbaldehyde, AldrichCPR;Z104510584

Chemical Property of 5-(4-Chlorophenyl)thiophene-2-carbaldehyde

Chemical Property:

• Melting Point: 85-86°C
• Boiling Point: 367.4 °C at 760 mmHg
• Flash Point: 176 °C
• PSA: 45.31000
• Density: 1.327 g/cm³
• LogP: 3.88100
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 221.9906137
• Heavy Atom Count: 14
• Complexity: 202

Purity/Quality:

99% ^*data from raw suppliers

5-(4-Chlorophenyl)-2-thiophenecarbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 22-36-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-(4-Chlorophenyl)thiophene-2-carbaldehyde

There total 10 articles about 5-(4-Chlorophenyl)thiophene-2-carbaldehyde 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: 93.0%

2-(4-chlorophenyl)thiophene (40133-23-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-(4-chlorophenyl)thiophene-2-carboxaldehyde (38401-71-7)

Guidance literature:

2-(4-chlorophenyl)thiophene; N,N-dimethyl-formamide; With tris(trimethylsilyl)amine; tetramethylammonium fluoride; at 20 ℃; for 24h; Inert atmosphere; Sealed tube;

With hydrogenchloride; In water; at 20 ℃; for 1.5h;

DOI:10.1021/acs.oprd.8b00247

Reference yield: 83.0%

5-bromo-2-thiophencarboxaldehyde (4701-17-1) + 4-Chlorophenylboronic acid (1679-18-1) → 5-(4-chlorophenyl)thiophene-2-carboxaldehyde (38401-71-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; In 1,4-dioxane; at 80 ℃;

DOI:10.1016/j.bmcl.2010.10.105

Reference yield: 56.0%

5-bromo-2-thiophencarboxaldehyde (4701-17-1) + (4-chlorphenyl)magnesium bromide (873-77-8) → [2,2']bithiophenyl-5,5'-dicarbaldehyde (32364-72-0) + 5-(4-chlorophenyl)thiophene-2-carboxaldehyde (38401-71-7) + 4,4'-dichlorobiphenyl (2050-68-2)

Guidance literature:

(4-chlorphenyl)magnesium bromide; With bismuth(III) chloride;

5-bromo-2-thiophencarboxaldehyde; With potassium phosphate; palladium diacetate; triphenylphosphine; In N,N-dimethyl-formamide; at 90 ℃; for 1h; chemoselective reaction; Inert atmosphere;

DOI:10.1055/s-0030-1260554

upstream raw materials:

2-(4-chlorophenyl)thiophene

N,N-dimethyl-formamide

1-Chloro-4-iodobenzene

chlorobenzene

Downstream raw materials:

2-(4-{(E)-2-[5-(4-Chloro-phenyl)-thiophen-2-yl]-vinyl}-phenyl)-5-phenyl-oxazole

2-{(E)-2-[5-(4-Chloro-phenyl)-thiophen-2-yl]-vinyl}-1H-benzoimidazole

2-[5-(4-chloro-phenyl)-2-methyl-thiophen-3-yl]-4-(tetrahydro-pyran-4-ylmethyl)cyclopentane-1,3-dione

2-[5-(4-chloro-phenyl)-2-methyl-thiophen-3-yl]-4-[1-(tetrahydro-pyran-4-yl)meth-(E)-ylidene]cyclopentane-1,3-dione

Refernces

• 1、 Shigeno, Masanori,Fujii, Yuki,Kajima, Akihisa,Nozawa-Kumada, Kanako,Kondo, Yoshinori. "Catalytic Deprotonative α-Formylation of Heteroarenes by an Amide Base Generated in Situ from Tetramethylammonium Fluoride and Tris(trimethylsilyl)amine". . p. 443 - 451. Retrieved 2019/04/30.
• 2、 Ahmad, Gulraiz,Rasool, Nasir,Rizwan, Komal,Altaf, Ataf Ali,Rashid, Umer,Hussein, Mohd Zobir,Mahmood, Tariq,Ayub, Khurshid. "Role of pyridine nitrogen in palladium-catalyzed imine hydrolysis: A Case Study of (E)-1-(3-bromothiophen-2-yl)-N-(4-methylpyridin-2-yl)methanimine". . . Retrieved 2019/08/01.