53039-61-5

Basic information

• Product Name: Thiophene, 2-[(4-methoxyphenyl)methyl]-
• Synonyms: 2<(4-Methoxyphenyl)methyl>2-(4-Methoxy-benzyl)-thiophen;2-(p-anisyl)thiophene;2-(4-methoxybenzyl)thiophene;4-Methoxy-benzyl>-thiophen;Thiophene,2-[(4-methoxyphenyl)methyl]
• CAS NO: 53039-61-5
• Molecular Formula: C12H12OS
• Molecular Weight: 204.293
• Mol File: 53039-61-5.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: Thiophene, 2-[(4-methoxyphenyl)methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Thiophene, 2-[(4-methoxyphenyl)methyl]-(53039-61-5)
• EPA Substance Registry System: Thiophene, 2-[(4-methoxyphenyl)methyl]-(53039-61-5)

Safety Data

• Hazardous Substances Data: 53039-61-5(Hazardous Substances Data)

Upstream product

• 98-03-3 thiophene-2-carbaldehyde 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 1003-09-4 2-bromothiophene 
• 70887-29-5 4-methoxybenzyl iodide 
• 13679-77-1 (thiophen-2-yl)methyl acetate 
• 100-66-3 methoxybenzene 
• 96-43-5 2-thienyl chloride 
• 824-94-2 p-methoxybenzyl chloride 
• 5720-07-0 4-methoxyphenylboronic acid 
• 21727-45-7 trimethyl-[2]thienylmethyl-ammonium; iodide 
• 27757-85-3 2-Aminomethylthiophene 
• 400-13-5 2-fluorothiophene 
• 161200-66-4 (4-MeOC₆H₄CH₂)Ti(O-i-Pr)3 
• 105-13-5 4-Methoxybenzyl alcohol 

Downstream Products

• 1278521-26-8 ethyl (4-methoxyphenylamino)(5-(4-methoxybenzyl)thiophen-2-yl)acetate 
• 1273326-32-1 ethyl (R)-(5-(4-methoxybenzyl)thiophen-2-yl)hydroxyacetate 
• 206765-80-2 ethyl 5-(4-methoxybenzyl)thiophen-2-yl-2-oxoacetate 
• 91680-55-6 4-(2-thienylmethyl)phenol 

Relevant articles and documents

Palladium-catalyzed cross-coupling of benzyltitanium(IV) reagents with aryl fluorides

The first palladium-catalyzed cross-coupling between benzyltitanium(IV) reagents with aryl fluorides is reported. A variety of diarylmethanes can be prepared in good to excellent yields by the catalyst system of PdCl2(dppf)2 associated with 1-[2-(di-tert-butylphosphanyl)phenyl]-4-methoxypiperidine. This reaction offered a highly efficient approach to diarylmethanes that are commonly found in life-changing drug molecules. Graphical abstract: [Figure not available: see fulltext.]

Ligand-Facilitated Reductive Coupling of Benzyl Chlorides with Aryl Chlorides Catalyzed by Well-Defined Heteroleptic Ni (II)-NHC Complexes

Novel heteroleptic Ni (II) complexes bearing a highly hindered yet flexible IPr* ligand, Ni (IPr*)(PPh3)Br2 (1) and Ni (IPr*)(PCy3)Br2 (2) (IPr* = 1,3-bis(2,6-bis (diphenylmethyl)-4-methylphenyl)imidazol-2-ylidene), were easily prepared in 78percent and 89percent yield, respectively. Both were characterized by elemental analysis and NMR spectroscopy, and 1 was subjected to X-ray crystallography. Compared with 2 and its analogue bearing a less sterically demanding IPr ligand (IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene), complex 1 exhibited superior catalytic activity in the magnesium-mediated reductive coupling of benzyl chlorides with aryl chlorides, featuring outstanding tolerance of both coupling partners with steric demand. This study discloses a ligand-facilitated reductive coupling of benzyl chlorides with aryl chlorides, which provides a new and practical synthetic tool for the synthesis of diarylmethanes.

Efficient N-heterocyclic carbene nickel pincer complexes catalyzed cross coupling of benzylic ammonium salts with boronic acids

Pyridine-bridged bis-benzimidazolylidene nickel complexes exhibited very high catalytic activity toward cross coupling of inactive (hetero)aryl benzylic ammonium salts with (hetero)aryl and alkenyl boronic acids under mild reaction conditions. Even at 2 mol% catalyst loading, a wide range of substrates for both coupling partners with different steric and electronic properties were well tolerated.