5-Acetylthiophene-2-carbaldehyde

Base Information

• Chemical Name: 5-Acetylthiophene-2-carbaldehyde
• CAS No.: 4565-29-1
• Molecular Formula: C₇H₆O₂S
• Molecular Weight: 154.189
• Hs Code.: 29339900
• DSSTox Substance ID: DTXSID80383343
• Nikkaji Number: J1.395.693F
• Wikidata: Q72435891
• Mol file: 4565-29-1.mol

Synonyms:5-acetylthiophene-2-carbaldehyde;4565-29-1;5-Acetyl-2-thiophenecarbaldehyde;5-acetyl-thiophene-2-carbaldehyde;2-acetyl-5-formylthiophene;2-Thiophenecarboxaldehyde,5-acetyl-;SCHEMBL6211353;DTXSID80383343;ISGDPVVLVWQENT-UHFFFAOYSA-N;5-acetyl-2-thiophenecarboxaldehyde;AMY20697;MFCD00509280;AKOS006227804;CS-W005838;PS-4986;5-acetyl-2-thiophenecarbaldehyde, AldrichCPR;FT-0687874;C75230;A872349;J-516620

Chemical Property of 5-Acetylthiophene-2-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.000726mmHg at 25°C
• Melting Point: 104-105℃
• Refractive Index: 1.593
• Boiling Point: 307.4 °C at 760 mmHg
• Flash Point: 139.7 °C
• PSA: 62.38000
• Density: 1.262 g/cm³
• LogP: 1.76320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 154.00885060
• Heavy Atom Count: 10
• Complexity: 156

Purity/Quality:

98%min ^*data from raw suppliers

5-Acetylthiophene-2-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-36/37/38-20/21/22
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Acetylthiophene-2-carbaldehyde

There total 4 articles about 5-Acetylthiophene-2-carbaldehyde 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: 92.0%

2-(5-formyl-2-thienyl)-2-methyl-1,3-dioxolan (104208-17-5) → 5-acetylthiophene-2-carbaldehyde (4565-29-1)

Guidance literature:

With hydrogenchloride; at 25 ℃; for 2h;

DOI:10.1016/S0040-4020(01)91401-2

Reference yield:

2-Acetylthiophene (88-15-3,97511-16-5) → 5-acetylthiophene-2-carbaldehyde (4565-29-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / p-toluenesulphonic acid / benzene / 16 h / Heating

2: 1.) TMEDA, BuⁿLi / 1.) THF/hexane, -78 deg. C, 2 h, 2.) 25 deg. C, 12 h

3: 92 percent / 2 M HCl aq. / 2 h / 25 °C

With hydrogenchloride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; toluene-4-sulfonic acid; In benzene;

DOI:10.1016/S0040-4020(01)91401-2

Reference yield:

2-methyl-2-(thiophen-2-yl)-[1,3]dioxolane (5916-12-1) → 5-acetylthiophene-2-carbaldehyde (4565-29-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) TMEDA, BuⁿLi / 1.) THF/hexane, -78 deg. C, 2 h, 2.) 25 deg. C, 12 h

2: 92 percent / 2 M HCl aq. / 2 h / 25 °C

With hydrogenchloride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine;

DOI:10.1016/S0040-4020(01)91401-2

upstream raw materials:

2-(5-formyl-2-thienyl)-2-methyl-1,3-dioxolan

2-Acetylthiophene

2-methyl-2-(thiophen-2-yl)-[1,3]dioxolane

Downstream raw materials:

1-(5-((dimethylamino)methyl)thiophen-2-yl)ethanone

2-acetyl-4-nitrothiophene

2-acetyl-4-amino-thiophene

Refernces