3-Thiophenecarboxaldehyde

Base Information

• Chemical Name: 3-Thiophenecarboxaldehyde
• CAS No.: 498-62-4
• Molecular Formula: C5H4OS
• Molecular Weight: 112.152
• Hs Code.: 29339900
• European Community (EC) Number: 207-865-5
• NSC Number: 172858
• DSSTox Substance ID: DTXSID2060098
• Nikkaji Number: J149.677H
• Wikidata: Q27159774
• Metabolomics Workbench ID: 143474
• ChEMBL ID: CHEMBL72211
• Mol file: 498-62-4.mol

Synonyms:3-Thiophenecarboxaldehyde;Thiophene-3-carbaldehyde;498-62-4;3-Formylthiophene;Thiophene-3-carboxaldehyde;3-Thiophenaldehyde;Thiophene-3-aldehyde;3-Thiophenecarbaldehyde;3-thiophene carboxaldehyde;3-formyl-thiophene;3-thiophenealdehyde;3-Thienophenecarboxyaldehyde;3-Thenaldehyde;CHEBI:87611;thiophen-3-carboxaldehyde;3-thiophene carboxyaldehyde;CHEMBL72211;EINECS 207-865-5;NSC 172858;3-thienaldehyde;MFCD00005466;3-Thiophene aldehyde;thiophene-3carbaldehyde;3-thiopene carbaldehyde;thiophen-3-carbaldehyde;3-thiophencarboxaldehyde;3-thiophenecarboaldehyde;3-thiophenecarboxaldhyde;thiophene 3-carbaldehyde;thiophene-3 carbaldehyde;3-Thiophene carbaldehyde;thiophene-3-carboaldehyde;3-thiophene-carboxaldehyde;3-Thiophenecarbaldehyde #;thiophene 3-carboxaldehyde;3-Carboxaldehyde-thiophene;Thiophen-3-carboxyaldehyde;SCHEMBL35993;BIDD:GT0114;3-Thiophenecarboxaldehyde, 98%;DTXSID2060098;BCP31027;BBL012656;BDBM50217035;NSC172858;STL163653;AKOS000119416;AC-4906;CS-W001968;NSC-172858;PB14065;PS-5324;BP-10635;A7418;AM20100214;FT-0601347;T0864;EN300-18316;A850931;Q27159774;Z57887873;F2190-0596;3-Formylthiophene pound>>3-Thenaldehyde pound>>Thiophene-3-carbaldehyde

Chemical Property of 3-Thiophenecarboxaldehyde

Chemical Property:

• Appearance/Colour: clear yellow to light brown liquid
• Vapor Pressure: 0.31 mm Hg ( 20 °C)
• Melting Point: -30 °C
• Refractive Index: n20/D 1.583(lit.)
• Boiling Point: 190.6 °C at 760 mmHg
• Flash Point: 73.9 °C
• PSA: 45.31000
• Density: 1.238 g/cm³
• LogP: 1.56060
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: Chloroform, Hexanes
• Water Solubility.: Not miscible in water.
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 111.99828592
• Heavy Atom Count: 7
• Complexity: 72.5

Purity/Quality:

99% ^*data from raw suppliers

Thiophene-3-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-43-36/37/38
• Safety Statements: 37-24-36-26-36/37/39-20/21

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CSC=C1C=O
• Uses: 3-Thiophenecarboxaldehyde is used in biological studies to determine the volatile compounds formed from the interaction between organoselenium and sulfur compounds.

Technology Process of 3-Thiophenecarboxaldehyde

There total 43 articles about 3-Thiophenecarboxaldehyde 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: 96.0%

3-hydroxymethyl-thiophene (71637-34-8) → 3-thiophene carboxaldehyde (498-62-4)

Guidance literature:

With silica gel; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium perchlorate; In dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4039(99)00029-5

Reference yield: 92.0%

2,5-dihydrothiophene-3-carboxaldehyde (113772-16-0) → 3-thiophene carboxaldehyde (498-62-4)

Guidance literature:

With sulfuryl dichloride; In dichloromethane; at -36 - -30 ℃; for 0.5h;

DOI:10.1081/SCC-100104065

Reference yield: 89.0%

2-(thiophen-3-yl)-1,3-dithiane (1244041-07-3) → 3-thiophene carboxaldehyde (498-62-4)

Guidance literature:

With eosin y; In water; acetonitrile; at 20 ℃; for 3h; Irradiation;

DOI:10.1016/j.tetlet.2019.151407

upstream raw materials:

3-Bromothiophene

N,N-dimethyl-formamide

3-Bromomethylthiophene

3-formylthiophene diethyl acetal

Downstream raw materials:

(E)-3-(2-nitroprop-1-en-1-yl)thiophene

3-[(E)-2-nitroethenyl]thiophene

trans-3-(3-thienyl)acrylic acid

(E)-3-thiophen-3-yl-acrylic acid ethyl ester

Refernces

Photocyclization and photooxidation of 3-styrylthiophene

10.1016/S0040-4039(00)00097-6

The study focuses on the photocyclization and photooxidation processes of 3-styrylthiophene, a compound with two isomers: trans-3-styrylthiophene (1) and cis-3-styrylthiophene (2). The research investigates how these isomers react under different photochemical conditions, including in nonpolar and polar solvents, with and without sensitizers. The key findings include that cis-3-styrylthiophene (2) undergoes photochemical cis–trans isomerization and cyclization to form dihydronaphtho-[1,2-b]thiophene (3), with a higher quantum efficiency in nonpolar solvents. Dye-sensitized photooxidation of 3-styrylthiophene results in the production of benzaldehyde and 3-thiophenecarboxaldehyde, and the process is suggested to occur via a superoxide radical anion pathway rather than through singlet oxygen. Additionally, auto-photooxidation in the presence of oxygen leads to photocyclization, oxidation, and dimerization products. The study proposes that these reactions may involve the formation of a charge transfer complex between oxygen and the substrate. The research is significant for understanding the behavior of polythiophenes, which are important for the production of conductive polymers, and could contribute to improving the photostability of these materials.