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3-(2-Thienyl)benzaldehyde, also known as thiophene-2-carboxaldehyde, is a chemical compound characterized by its molecular formula C11H8OS. It presents itself as a yellow liquid with a distinctive strong and pungent odor. 3-(2-Thienyl)benzaldehyde is recognized for its diverse applications across various industries, including its use as a flavoring agent, fragrance ingredient, and intermediate in the synthesis of pharmaceuticals and other organic compounds. Furthermore, 3-(2-Thienyl)benzaldehyde has garnered interest for its potential biological and pharmacological properties, suggesting its utility in medicinal and healthcare products.

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  • 103668-99-1 Structure
  • Basic information

    1. Product Name: 3-(2-Thienyl)benzaldehyde
    2. Synonyms: 3-(2-THIENYL)BENZALDEHYDE;AKOS BAR-0193;3-THIOPHEN-2-YL-BENZALDEHYDE;3-THIEN-2-YLBENZALDEHYDE;3-(5-Bromothiophen-2-yl)benzaldehyde;3-(5-Chlorothiophen-2-yl)benzaldehyde;3-(5-Iodothiophen-2-yl)benzaldehyde
    3. CAS NO:103668-99-1
    4. Molecular Formula: C11H8OS
    5. Molecular Weight: 188.25
    6. EINECS: N/A
    7. Product Categories: API intermediates
    8. Mol File: 103668-99-1.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 330 °C at 760 mmHg
    3. Flash Point: 123.8 °C
    4. Appearance: Light yellow powder
    5. Density: 1.207 g/cm3
    6. Vapor Pressure: 0.000172mmHg at 25°C
    7. Refractive Index: 1.637
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. CAS DataBase Reference: 3-(2-Thienyl)benzaldehyde(CAS DataBase Reference)
    11. NIST Chemistry Reference: 3-(2-Thienyl)benzaldehyde(103668-99-1)
    12. EPA Substance Registry System: 3-(2-Thienyl)benzaldehyde(103668-99-1)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 20/22-36/37/38
    3. Safety Statements: 22-26-36/37/39
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 103668-99-1(Hazardous Substances Data)

103668-99-1 Usage

Uses

Used in the Food Industry:
3-(2-Thienyl)benzaldehyde is used as a flavoring agent for its distinctive aromatic properties, enhancing the sensory experience of food products.
Used in the Perfume Industry:
In the realm of perfumery, 3-(2-Thienyl)benzaldehyde serves as a fragrance ingredient, contributing to the creation of complex and appealing scents in perfumes and other fragranced products.
Used in Pharmaceutical Synthesis:
3-(2-Thienyl)benzaldehyde is utilized as an intermediate in the synthesis of various pharmaceuticals, playing a crucial role in the development of new medications.
Used in Organic Compound Synthesis:
3-(2-Thienyl)benzaldehyde also acts as an intermediate in the synthesis of other organic compounds, broadening its applications in the field of organic chemistry.
Used in Medicinal and Healthcare Products:
3-(2-Thienyl)benzaldehyde has been studied for its potential biological and pharmacological properties, indicating its possible use in the development of medicinal and healthcare products, although further research is necessary to fully explore these applications.

Check Digit Verification of cas no

The CAS Registry Mumber 103668-99-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,3,6,6 and 8 respectively; the second part has 2 digits, 9 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 103668-99:
(8*1)+(7*0)+(6*3)+(5*6)+(4*6)+(3*8)+(2*9)+(1*9)=131
131 % 10 = 1
So 103668-99-1 is a valid CAS Registry Number.
InChI:InChI=1/C11H8OS/c12-8-9-3-1-4-10(7-9)11-5-2-6-13-11/h1-8H

103668-99-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-thiophen-2-ylbenzaldehyde

1.2 Other means of identification

Product number -
Other names 3-thien-2-ylbenzaldehyde

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:103668-99-1 SDS

103668-99-1Relevant articles and documents

Generation of aryl radicals from arylboronic acids by manganese(III) acetate: Synthesis of biaryls and heterobiaryls

Demir, Ayhan S.,Reis, Oemer,Emrullahoglu, Mustafa

, p. 578 - 580 (2003)

The efficient generation of aryl radicals from arylboronic acids by manganese(III) acetate is described. In aromatic solvents, in situ generated aryl radicals afford the corresponding biaryls in very good yields. This method works selectively, and yields

Synthesis of Unsymmetrical Heterobenzisapphyrins

Kumar, Sunit,Thorat, Kishor G.,Ravikanth, Mangalampalli

, p. 417 - 422 (2019)

Two examples of highly unsymmetrical heterobenzisapphyrins containing one benzene, two pyrroles, one furan, and one thiophene ring connected via four meso-carbons and one direct bond were prepared over a sequence of five steps in 8-9% yields. The X-ray st

New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model

Konstantinovi?, Jelena,Kiris, Erkan,Kota, Krishna P.,Kugelman-Tonos, Johanny,Videnovi?, Milica,Cazares, Lisa H.,Terzi? Jovanovi?, Nata?a,Verbi?, Tatjana ?.,Andjelkovi?, Boban,Duplantier, Allen J.,Bavari, Sina,?olaja, Bogdan A.

, p. 1595 - 1608 (2018)

The synthesis and inhibitory potencies against botulinum neurotoxin serotype A light chain (BoNT/A LC) using in vitro HPLC based enzymatic assay for various steroidal, benzothiophene, thiophene, and adamantane 4-aminoquinoline derivatives are described. In addition, the compounds were evaluated for the activity against BoNT/A holotoxin in mouse embryonic stem cell derived motor neurons. Steroidal derivative 16 showed remarkable protection (up to 89% of uncleaved SNAP-25) even when administered 30 min postintoxication. This appears to be the first example of LC inhibitors antagonizing BoNT intoxication in mouse embryonic stem cell derived motor neurons (mES-MNs) in a postexposure model. Oral administration of 16 was well tolerated in the mouse up to 600 mg/kg, q.d. Although adequate unbound drug levels were not achieved at this dose, the favorable in vitro ADMET results strongly support further work in this series.

Discovery of novel “Dual-site” binding oseltamivir derivatives as potent influenza virus neuraminidase inhibitors

Ai, Wei,Cherukupalli, Srinivasulu,Ding, Xiao,Huang, Bing,Jia, Ruifang,Jiang, Xiangyi,Li, Zhong,Liu, Xinyong,Ma, Xiuli,Sun, Lin,Sun, Zhuosen,Wang, Defeng,Zalloum, Waleed A.,Zhan, Peng,Zhang, Jian

, (2020)

From our research group, it was noticed that oseltamivir derivatives targeting 150-cavity of neuraminidase enzyme (NA) could significantly increase antiviral activity. Thus, we further enriched the C5–NH2 position of oseltamivir structure to ob

Propionic Acid Derivatives and Methods of Use Thereof

-

Paragraph 1794; 1795, (2018/11/21)

Provided herein are compounds and pharmaceutical compositions of formula I where R1, R2, R3, R4, R5 and R6 are as described herein. Also provided pharmaceutically acceptable salts or stereoisomers of these compounds. In addition methods are provided for inhibiting the binding of an integrin to treat various pathophysiological conditions.

Direct 2-arylation of thiophene using low loading of a phosphine-free palladium catalyst

Bensaid, Souhila,Roger, Julien,Beydoun, Kassem,Roy, David,Doucet, Henri

experimental part, p. 3524 - 3531 (2011/09/16)

The direct coupling of aryl halides with thiophene would be a considerable advantage for sustainable development because of only HBr associated with a base as by-product is formed and the number of steps to prepare these compounds is less than in more cla

[Pd(Cl)2(P(NC5H10)(C6H 11)2)2] - A highly effective and extremely versatile palladium-based negishi catalyst that efficiently and reliably operates at low catalyst loadings

Bolliger, Jeanne L.,Frech, Christian M.

experimental part, p. 11072 - 11081 (2010/11/16)

[Pd(Cl)2(P(NC5H10)-(C6H 11)2]2] (1) has been prepared in quantitative yield by reacting commercially available [Pd(cod)(Cl)2] (cod = cyclooctadiene) with readily prepared 1-(dicyclohexylphosphanyl)piperidine in toluene under N2 within a few minutes at room temperature. Complex 1 has proved to be an excellent Negishi catalyst, capable of quantitatively coupling a wide variety of electronically activated, non-activated, deactivated, sterically hindered, heterocyclic, and functionalized aryl bromides with various (also heterocyclic) arylzinc reagents, typically within a few minutes at 100°C in the presence of just 0.01 mol% of catalyst. Aryl bromides containing nitro, nitrile, ether, ester, hydroxy, carbonyl, and carboxyl groups, as well as acetais, lactones, amides, anilines, alkenes, carboxylic acids, acetic acids, and pyridines and pyrimidines, have been successfully used as coupling partners. Furthermore, electronic and steric variations are tolerated in both reaction partners. Experimental observations strongly indicate that a molecular mechanism is operative.

PROCESS OF MAKING CHALCOME DERIVATIVES

-

Page 70, (2010/02/07)

This invention is a novel methods of manufacturing chalcones that includes reacting a carbon-linked heteroaryl or heterocyclic substituted benzaldehyde with an acetophenone in a solvent or mixture of solvents in the presence of LiOMe. Also provided are new chalcones for the treatment of medical conditions.

Suzuki coupling with ligandless palladium and potassium fluoride

Kabalka,Namboodiri,Wang

, p. 775 - 775 (2007/10/03)

A ligandless palladium catalyzed Suzuki coupling reaction is described.

New Methods of Formation of Meta-Substituted Aromatic Compounds

Adams, Julian,Belley, Michel

, p. 3878 - 3881 (2007/10/02)

The addition of organolithium reagents to the oxa tricyclic ketone 1 occurs stereospecifically to produce the corresponding tertiary carbinols 2a-d.When the alcohols 2a-d are treated with TiCl4, ring fragmentation and dehydration occur to produce good yields of 5,6-dihydrobenzaldehydes 3a-d.Oxidation of aldehydes 3a-d then leads to the corresponding meta-substituted benzaldehydes 4a-d.Alternatively, use of the Lewis acid Me2BBr did not stop at the dihydrobenzaldehyde stage.Tautomerization of the diene aldehydes 3a-d produced meta-substituted benzyl alcohols 7a-d or benzyl bromides 8a-d under prolonged reaction times.The addition of silica gel to the reactions accelerated the formation of the benzyl bromides.

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