4-(5-Bromothiophen-2-YL)benzaldehyde

Base Information

• Chemical Name: 4-(5-Bromothiophen-2-YL)benzaldehyde
• CAS No.: 265107-24-2
• Molecular Formula: C11H7 Br O S
• Molecular Weight: 267.146
• DSSTox Substance ID: DTXSID40699179
• Nikkaji Number: J3.594.692F
• Wikidata: Q82629974
• Mol file: 265107-24-2.mol

Synonyms:4-(5-BROMOTHIOPHEN-2-YL)BENZALDEHYDE;265107-24-2;SCHEMBL13438537;DTXSID40699179;HEBHVTLNJSXJIK-UHFFFAOYSA-N;4-(5-Bromo-2-thienyl)benzaldehyde;Benzaldehyde, 4-(5-bromo-2-thienyl)-;J3.594.692F

Chemical Property of 4-(5-Bromothiophen-2-YL)benzaldehyde

Chemical Property:

• PSA: 45.31000
• LogP: 3.99010
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 265.94010
• Heavy Atom Count: 14
• Complexity: 202

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=O)C2=CC=C(S2)Br

Technology Process of 4-(5-Bromothiophen-2-YL)benzaldehyde

There total 5 articles about 4-(5-Bromothiophen-2-YL)benzaldehyde 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: 87.0%

4-(2-thienyl)benzaldehyde (107834-03-7) → 4-(5-bromothiophen-2-yl)benzaldehyde (265107-24-2)

Guidance literature:

With N-Bromosuccinimide; In tetrahydrofuran;

DOI:10.1021/ma2006206

Reference yield: 53.0%

2,5-dibromothiophen (3141-27-3) + 4-formylphenylboronic acid, (87199-17-5) → 4-(5-bromothiophen-2-yl)benzaldehyde (265107-24-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; toluene; at 110 ℃; for 10h;

Reference yield: 47.0%

2-bromothiophene (1003-09-4) + 4-bromo-benzaldehyde (1122-91-4) → 4-(5-bromothiophen-2-yl)benzaldehyde (265107-24-2)

Guidance literature:

With potassium acetate; palladium diacetate; In N,N-dimethyl acetamide; at 80 ℃; for 2h; regioselective reaction; Inert atmosphere; Schlenk technique; Green chemistry;

DOI:10.3762/bjoc.12.210

upstream raw materials:

4-(2-thienyl)benzaldehyde

4-bromo-benzaldehyde

2-bromothiophene

4-formylphenylboronic acid,

Downstream raw materials:

p-(5-(p-(diphenylamino)phenyl)thiophen-2-yl)-benzaldehyde