3-Phenyl-2-thiophenecarboxaldehyde

Base Information

• Chemical Name: 3-Phenyl-2-thiophenecarboxaldehyde
• CAS No.: 26170-85-4
• Molecular Formula: C11H8OS
• Molecular Weight: 188.25
• DSSTox Substance ID: DTXSID60355987
• Nikkaji Number: J2.005.914A
• Wikidata: Q82135100
• ChEMBL ID: CHEMBL4449324
• Mol file: 26170-85-4.mol

Synonyms:3-Phenyl-2-thiophenecarboxaldehyde;3-phenylthiophene-2-carbaldehyde;26170-85-4;2-Formyl-3-phenylthiophene;phenylthiophene aldehyde;3-Phenylthiophen-2-aldehyde;SCHEMBL2461016;CHEMBL4449324;DTXSID60355987;BUHSFOAXGMMUSC-UHFFFAOYSA-N;3-Phenyl-thiophene-2-carbaldehyde;3-phenyl-thiophen-2-carboxaldehyde;CS-0269781;FT-0673846;EN300-1086358;J-016294

Chemical Property of 3-Phenyl-2-thiophenecarboxaldehyde

Chemical Property:

• Boiling Point: 313.4±30.0 °C(Predicted)
• PSA: 45.31000
• Density: 1 +-.0.06 g/cm3(Predicted)
• LogP: 3.22760
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 188.02958605
• Heavy Atom Count: 13
• Complexity: 175

Purity/Quality:

≥99% ^*data from raw suppliers

3-Phenyl-2-thiophenecarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Phenyl-2-thiophenecarboxaldehyde

There total 8 articles about 3-Phenyl-2-thiophenecarboxaldehyde 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: 85.0%

thiophene-2-carbaldehyde (98-03-3) + iodobenzene (591-50-4) → 3-Phenyl-2-thiophenecarboxaldehyde (26170-85-4)

Guidance literature:

With 3-amino-3-methylbutanoic acid; 1,1,1,3',3',3'-hexafluoro-propanol; palladium diacetate; silver trifluoroacetate; acetic acid; at 20 - 130 ℃; for 24.0833h; Reagent/catalyst; Temperature; Solvent; Catalytic behavior; Inert atmosphere;

DOI:10.1002/anie.201713357

Reference yield: 85.0%

→ 3-Phenyl-2-thiophenecarboxaldehyde (26170-85-4) + 1-chloro-3-methyl-2-(3-phenylthiophen-2-yl)but-2-ene (128539-15-1)

Guidance literature:

Reference yield: 74.0%

3-bromo-2-thiophenecarboxaldehyde (930-96-1) + phenylboronic acid (98-80-6) → 3-Phenyl-2-thiophenecarboxaldehyde (26170-85-4)

Guidance literature:

With palladium diacetate; potassium carbonate; triphenylphosphine; In water; toluene; at 80 ℃; for 16h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.5b00052

upstream raw materials:

3-iodothiophene-2-carboxaldehyde

benzene

bromobenzene

2-formylthiophene-3-boronic acid

Downstream raw materials:

2-dichloromethyl-3-phenylthiophene

3-phenylthiophene-2-carbaldehyde oxime

C₁₆H₁₃N₃S

(3-phenyl-thiophen-2-yl)-carbamic acid tert-butyl ester

Refernces

• 1、 -. "GOLD-CATALYZED C-C CROSS-COUPLING OF BORON- AND SILICON-CONTAINING ARYL COMPOUNDS AND ARYLDIAZONIUM COMPOUNDS BY VISIBLE-LIGHT". Page/Page column 24; 25; 30; 32. . Retrieved 2018/07/29.
• 2、 Li, Bijin,Seth, Kapileswar,Niu, Ben,Pan, Lei,Yang, Huiwen,Ge, Haibo. "Transient-Ligand-Enabled ortho-Arylation of Five-Membered Heterocycles: Facile Access to Mechanochromic Materials". supporting information. p. 3401 - 3405. Retrieved 2018/02/28.