1-[5-(4-Chlorophenyl)-2-thienyl]-1-ethanone

Base Information

• Chemical Name: 1-[5-(4-Chlorophenyl)-2-thienyl]-1-ethanone
• CAS No.: 51335-90-1
• Molecular Formula: C12H9 Cl O S
• Molecular Weight: 236.722
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID90377036
• Wikidata: Q82166057
• Mol file: 51335-90-1.mol

Synonyms:51335-90-1;1-[5-(4-Chlorophenyl)-2-thienyl]-1-ethanone;1-(5-(4-Chlorophenyl)thiophen-2-yl)ethanone;1-[5-(4-chlorophenyl)thiophen-2-yl]ethanone;1-[5-(4-chlorophenyl)thiophen-2-yl]ethan-1-one;1-[5-(4-Chlorophenyl)-2-thienyl]ethanone;DTXSID90377036;BCA33590;MFCD01184547;AKOS001075952;BB 0223047;CS-0232334;FT-0680181;EN300-12690;AB00731769-01;1Y-0711;A871308;J-503388;Z57086157

Chemical Property of 1-[5-(4-Chlorophenyl)-2-thienyl]-1-ethanone

Chemical Property:

• Vapor Pressure: 2.72E-06mmHg at 25°C
• Melting Point: 114-116°C
• Boiling Point: 390.1°Cat760mmHg
• Flash Point: 189.7°C
• PSA: 45.31000
• Density: 1.261g/cm³
• LogP: 4.27110
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 236.0062638
• Heavy Atom Count: 15
• Complexity: 236

Purity/Quality:

98%Min ^*data from raw suppliers

2-Acetyl-5-(4-chlorophenyl)thiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(S1)C2=CC=C(C=C2)Cl

Technology Process of 1-[5-(4-Chlorophenyl)-2-thienyl]-1-ethanone

There total 5 articles about 1-[5-(4-Chlorophenyl)-2-thienyl]-1-ethanone 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: 88.0%

2-acetyl-5-chlorothiophene (6310-09-4) + 4-Chlorophenylboronic acid (1679-18-1) → 1-[5-(4-chlorophenyl)thiophen-2-yl]ethan-1-one (51335-90-1)

Guidance literature:

With [Pd(3-[(2,6-diisopropylphenyl)-1-imidazolio]-2-quinoxalinide)(PPh₃)Cl₂]; potassium carbonate; triphenylphosphine; In water; at 100 ℃; for 3h;

DOI:10.1002/ejoc.201701241

Reference yield: 71.0%

2-acetyl-5-iodothiophene (30955-94-3) + (4-chlorphenyl)magnesium bromide (873-77-8) → 1-[5-(4-chlorophenyl)thiophen-2-yl]ethan-1-one (51335-90-1) + 5,5'-di(1-oxoethyl)-2,2'-bithiophene (18494-73-0) + 4,4'-dichlorobiphenyl (2050-68-2)

Guidance literature:

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

2-acetyl-5-iodothiophene; With potassium phosphate; palladium diacetate; triphenylphosphine; In N,N-dimethyl-formamide; at 90 ℃; for 1h; Inert atmosphere;

DOI:10.1055/s-0030-1260554

Reference yield: 67.0%

2-Acetyl-5-bromothiophene (5370-25-2) + (4-chlorphenyl)magnesium bromide (873-77-8) → 1-[5-(4-chlorophenyl)thiophen-2-yl]ethan-1-one (51335-90-1) + 5,5'-di(1-oxoethyl)-2,2'-bithiophene (18494-73-0) + 4,4'-dichlorobiphenyl (2050-68-2)

Guidance literature:

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

2-Acetyl-5-bromothiophene; With potassium phosphate; palladium diacetate; triphenylphosphine; In N,N-dimethyl-formamide; at 90 ℃; for 1h; Inert atmosphere;

DOI:10.1055/s-0030-1260554

upstream raw materials:

4-chloro-aniline

2-Acetyl-5-bromothiophene

(4-chlorphenyl)magnesium bromide

2-acetyl-5-iodothiophene

Downstream raw materials:

5-(4-chlorophenyl)thiophene-2-carboxylic acid

2-bromo-1-[5-(4-chloro-phenyl)-[2]thienyl]-ethanone

C₂₀H₁₁BrClNO₂S

C₂₀H₁₁Cl₂NO₂S

Refernces

• 1、 Rao, Maddali L. N.,Banerjee, Debasis,Dhanorkar, Ritesh J.. "Synthesis of functionalized 2-arylthiophenes with triarylbismuths as atom-efficient multicoupling organometallic nucleophiles under palladium catalysis". supporting information; experimental part. p. 1324 - 1330. Retrieved 2011/07/07.