4-(2-Thienyl)benzaldehyde

Base Information

• Chemical Name: 4-(2-Thienyl)benzaldehyde
• CAS No.: 107834-03-7
• Molecular Formula: C11H8OS
• Molecular Weight: 188.25
• Hs Code.: 2934999090
• European Community (EC) Number: 623-767-9
• DSSTox Substance ID: DTXSID40353042
• Nikkaji Number: J959.127C
• Wikidata: Q82130494
• ChEMBL ID: CHEMBL1922272
• Mol file: 107834-03-7.mol

Synonyms:4-(2-thienyl)benzaldehyde;107834-03-7;4-(thiophen-2-yl)benzaldehyde;4-Thiophen-2-yl-benzaldehyde;4-thiophen-2-ylbenzaldehyde;4-(2-Thienyl)benzaldeyde;CHEMBL1922272;Benzaldehyde,4-(2-thienyl)-;SCHEMBL5852;4-(Thien-2-yl)benzaldehyde;4-(Thiophen-2-yl)-benzaldehyde;DTXSID40353042;UECDQUOWFRTJOH-UHFFFAOYSA-N;4-(2-Thienyl)benzaldeyde, 97%;BDBM50358753;MFCD02682003;STL302123;AKOS000805679;DS-9648;BB 0222527;FT-0616564;EN300-176951;W-204649;F9995-0541;Z756110738

Chemical Property of 4-(2-Thienyl)benzaldehyde

Chemical Property:

• Vapor Pressure: 0.000239mmHg at 25°C
• Melting Point: 67 °C
• Refractive Index: 1.637
• Boiling Point: 324.9 °C at 760 mmHg
• Flash Point: 122.1 °C
• PSA: 45.31000
• Density: 1.207 g/cm³
• LogP: 3.22760
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 188.02958605
• Heavy Atom Count: 13
• Complexity: 173

Purity/Quality:

98%min ^*data from raw suppliers

4-(Thiophen-2-yl)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CSC(=C1)C2=CC=C(C=C2)C=O
• Uses: 4-(Thiophen-2-yl)benzaldehyde is a useful component in the synthesis of stimulus-?responsive luminescent organic materials via reactive an inkjet printing system.

Technology Process of 4-(2-Thienyl)benzaldehyde

There total 23 articles about 4-(2-Thienyl)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: 100.0%

4-bromo-benzaldehyde (1122-91-4) + 2-thiopheneboronic acid pinacol ester (193978-23-3) → 4-(2-thienyl)benzaldehyde (107834-03-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In 1,4-dioxane; water; at 90 ℃; Inert atmosphere;

Reference yield: 100.0%

4-(2-thienyl)phenylmethanol (81443-44-9) → 4-(2-thienyl)benzaldehyde (107834-03-7)

Guidance literature:

With manganese(IV) oxide; In chloroform; for 1h; Heating;

DOI:10.1021/jm9800853

Reference yield: 97.0%

thiophene boronic acid (6165-68-0) + 4-bromo-benzaldehyde (1122-91-4) → 4-(2-thienyl)benzaldehyde (107834-03-7)

Guidance literature:

With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; tetrabutylammomium bromide; potassium carbonate; In chloroform; water; at 80 - 100 ℃; for 0.166667h;

DOI:10.1007/s10593-014-1443-1

upstream raw materials:

thiophene

4-bromo-benzaldehyde

thiophene boronic acid

4-(2-thienyl)phenylmethanol

Downstream raw materials:

(Z)-5-(4-(thiophen-2-yl)benzylidene)imidazolidine-2,4-dione

(E)-ethyl 2-cyano-3-[4-(thiophen-2-yl)phenyl]acrylate

Refernces

• 1、 Destito, Paolo,Sousa-Castillo, Ana,Couceiro, José R.,López, Fernando,Correa-Duarte, Miguel A.,Mascare?as, José L.. "Hollow nanoreactors for Pd-catalyzed Suzuki-Miyaura coupling and O-propargyl cleavage reactions in bio-relevant aqueous media". . p. 2598 - 2603. Retrieved 2019.
• 2、 Wang, Lei,Wei, Yi-Ming,Zhao, Yan,Duan, Xin-Fang. "Unified Protocol for Fe-Based Catalyzed Biaryl Cross-Couplings between Various Aryl Electrophiles and Aryl Grignard Reagents". . p. 5176 - 5186. Retrieved 2019.
• 3、 Costa, Susana P. G.,Batista, Rosa M. F.,Cardoso, Paulo,Belsley, Michael,Raposo, Maria Manuela M.. "2-Arylthienyl-substituted 1,3-benzothiazoles as new nonlinear optical chromophores". . p. 3938 - 3946. Retrieved 2006.
• 4、 Bumagin, Nikolay A.,Petkevich, Sergey K.,Kletskov, Alexey V.,Alekseyev, Roman S.,Potkin, Vladimir I.. "Effective bimetallic composite catalysts for the synthesis of arylated furans and thiophenes in aqueous media". . . Retrieved 2019.
• 5、 Sudo, Yusuke,Yamaguchi, Eiji,Itoh, Akichika. "Photo-oxidative Cross-Dehydrogenative Coupling-Type Reaction of Thiophenes with α-Position of Carbonyls Using a Catalytic Amount of Molecular Iodine". . p. 1610 - 1613. Retrieved 2017.
• 6、 Gacal, Elif,Denizalt?, Serpil,K?nal, Arma?an,G?k?e, Ayta? Gürhan,Türkmen, Hayati. "Sterically hindered N-aryl/benzyl substituted piperidoimidazolin-2-ylidene palladium complexes and their catalytic activities". . p. 6829 - 6838. Retrieved 2018.
• 7、 Khandaka, Himanshu,Sharma, Kamal Nayan,Joshi, Raj Kumar. "Aerobic Cu and amine free Sonogashira and Stille couplings of aryl bromides/chlorides with a magnetically recoverable Fe3O4@SiO2 immobilized Pd(II)-thioether containing NHC". supporting information. . Retrieved 2021/02/20.
• 8、 -. "EIF4E INHIBITORS AND USES THEREOF". Paragraph 00630; 00639. . Retrieved 2021/09/11.