Thiophene, 2-[(4-methoxyphenyl)methyl]-

Base Information

• Chemical Name: Thiophene, 2-[(4-methoxyphenyl)methyl]-
• CAS No.: 53039-61-5
• Molecular Formula: C12H12OS
• Molecular Weight: 204.293
• DSSTox Substance ID: DTXSID80452583
• Nikkaji Number: J714.195E
• Wikidata: Q82273305
• Mol file: 53039-61-5.mol

Synonyms:53039-61-5;2-(4-Methoxybenzyl)thiophene;2-[(4-methoxyphenyl)methyl]thiophene;Thiophene, 2-[(4-methoxyphenyl)methyl]-;anisylthiophene;2-p-anisylthiophene;SCHEMBL546118;DTXSID80452583;SMSIVWKELINLIA-UHFFFAOYSA-N;AKOS040767329;CS-0196380

Chemical Property of Thiophene, 2-[(4-methoxyphenyl)methyl]-

Chemical Property:

• PSA: 37.47000
• LogP: 3.34750
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 204.06088618
• Heavy Atom Count: 14
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

2-(4-methoxybenzyl)thiophene 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CC2=CC=CS2

Technology Process of Thiophene, 2-[(4-methoxyphenyl)methyl]-

There total 21 articles about Thiophene, 2-[(4-methoxyphenyl)methyl]- 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: 97.0%

4-methoxyphenylboronic acid (5720-07-0) + trimethyl-[2]thienylmethyl-ammonium; iodide (21727-45-7) → 2<(4-Methoxyphenyl)methyl>thiophene (53039-61-5)

Guidance literature:

With potassium phosphate; (NC₅H₃(N₂C₇H₄(CH₂)3CH₃)2)NiBr⁽¹⁺⁾*Br^(1-)=Ni(NC₅H₃(N₂C₇H₄(CH₂)3CH₃)2)Br₂; triphenylphosphine; In 1,4-dioxane; at 80 ℃; for 24h; Schlenk technique;

DOI:10.1016/j.cclet.2016.09.006

Reference yield: 87.0%

2-thienyl chloride (96-43-5) + p-methoxybenzyl chloride (824-94-2) → 2<(4-Methoxyphenyl)methyl>thiophene (53039-61-5)

Guidance literature:

With Ni(PPh₃)(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)Br₂; magnesium; In tetrahydrofuran; at 0 - 25 ℃; for 8h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.6b01134

Reference yield: 86.0%

C19H19NO4S3 (1333226-17-7) + 4-methoxyphenyl magnesium bromide (13139-86-1) → 2<(4-Methoxyphenyl)methyl>thiophene (53039-61-5)

Guidance literature:

With copper(l) iodide; In tetrahydrofuran; at 70 ℃; for 2h; regioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201100285

upstream raw materials:

2-(4-methoxybenzoyl)thiophene

thiophene-2-carbaldehyde

1-bromo-4-methoxy-benzene

2-bromothiophene

Downstream raw materials:

4-(2-thienylmethyl)phenol

ethyl 5-(4-methoxybenzyl)thiophen-2-yl-2-oxoacetate

ethyl (4-methoxyphenylamino)(5-(4-methoxybenzyl)thiophen-2-yl)acetate

ethyl (R)-(5-(4-methoxybenzyl)thiophen-2-yl)hydroxyacetate