3-(2-Thienyl)acrylaldehyde

Base Information

• Chemical Name: 3-(2-Thienyl)acrylaldehyde
• CAS No.: 14756-03-7
• Molecular Formula: C₇H₆OS
• Molecular Weight: 138.19
• European Community (EC) Number: 238-817-1
• Nikkaji Number: J1.807.144D,J227.176A
• Mol file: 14756-03-7.mol

Synonyms:3-(2-Thienyl)acrylaldehyde;(E)-3-thiophen-2-ylprop-2-enal;14756-03-7;3-(thiophen-2-yl)acrylaldehyde;3-(thiophen-2-yl)prop-2-enal;39511-07-4;2-Thiopheneacrolein;C7-H6-O-S;Thiopheheacrolein;3-(2-thienyl)acrolein;3-(2-Thienyl)propenal;(E)-3-(2-Thienyl)acrolein;IEAUKTACQUVNLS-HNQUOIGGSA-N;(E)-3-thiophen-2-yl-acrylaldehyde;AKOS006273188;CS-0349914;(2E)-3-(THIOPHEN-2-YL)PROP-2-ENAL;EN300-1246765

Chemical Property of 3-(2-Thienyl)acrylaldehyde

Chemical Property:

• Vapor Pressure: 0.0124mmHg at 25°C
• Refractive Index: 1.68
• Boiling Point: 260.3°Cat760mmHg
• Flash Point: 111.2°C
• PSA: 45.31000
• Density: 1.179g/cm³
• LogP: 1.96020
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 138.01393598
• Heavy Atom Count: 9
• Complexity: 120

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)C=CC=O
• Isomeric SMILES: C1=CSC(=C1)/C=C/C=O

Technology Process of 3-(2-Thienyl)acrylaldehyde

There total 14 articles about 3-(2-Thienyl)acrylaldehyde 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: 90.0%

→ (Z)-3-(thiophen-2-yl)prop-2-enal (14756-03-7,39511-07-4)

Guidance literature:

With hexamethylenetetramine; water; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1016/0022-328X(93)86066-Q

Reference yield: 88.0%

thiophene-2-carbaldehyde (98-03-3) + (triphenylphosphoranylidene)acetaldehyde (2136-75-6) → 3-(2-thienyl)acrolein (14756-03-7,39511-07-4)

Guidance literature:

In toluene; at 60 ℃; for 24h; Inert atmosphere;

DOI:10.1002/cjoc.201300646

Reference yield: 61.0%

thiophene-2-carbaldehyde (98-03-3) + acetaldehyde (75-07-0,9002-91-9) → 3-(2-thienyl)acrolein (14756-03-7,39511-07-4)

Guidance literature:

thiophene-2-carbaldehyde; With sodium hydroxide; In ethanol; water; at 0 ℃; for 1h;

acetaldehyde; In ethanol; water; at 0 ℃; for 4.5h;

DOI:10.1002/ejic.200701118

upstream raw materials:

thiophene-2-carbaldehyde

acetaldehyde

(triphenylphosphoranylidene)acetaldehyde

1-(thiophen-2-yl)prop-2-yn-1-ol

Downstream raw materials:

(4aR,5R,6S,10bS)-6-(2-oxo-2-phenylethyl)-2-phenyl-5-(thiophen-2-yl)-4a,5,6,10b-tetrahydro-4H-benzo[f]isochromen-4-one

(5S,6S,7R)-7-phenyl-5-(thiophen-2-yl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrimidine-6-carbaldehyde

(2E)-3-(thiophen-2-yl)prop-2-enenitrile

4-Phenylcarbamoyloxy-3-[1-thiophen-2-yl-meth-(Z)-ylidene]-cyclopenta-1,4-dienecarboxylic acid

Refernces

• 1、 Sawin et al.. "-". . . Retrieved 1972.
• 2、 Steen, Robert O.,Nurkkala, Lasse J.,Angus-Dunne, Sarah J.,Schmitt, Chantal X.,Constable, Edwin C.,Riley, Mark J.,Bernhardt, Paul V.,Dunne, Simon J.. "The role of isomeric effects on the luminescence lifetimes and electrochemistry of oligothienyl-bridged dinuclear tris(2,2′-bipyridine) ruthenium(II) complexes". . p. 1784 - 1794. Retrieved 2008.
• 3、 Bettencourt, Christian J.,Chow, Sharon,Moore, Peter W.,Read, Christopher D.G.,Jiao, Yanxiao,Bakker, Jan Peter,Zhao, Sheng,Bernhardt, Paul V.,Williams, Craig M.. "Tandem oxidation-dehydrogenation of (hetero)arylated primary alcohols via perruthenate catalysis". . p. 652 - 659. Retrieved 2021/09/08.