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5-Ethyl-2-thiophenecarboxaldehyde is an alkyl derivative of thiophenecarboxaldehyde, a heterocyclic compound with a sulfur atom in the ring structure. It has been studied for its standard molar enthalpies of combustion and vaporization, indicating its potential for various applications in chemical synthesis and material science.

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  • 36880-33-8 Structure
  • Basic information

    1. Product Name: 5-Ethyl-2-thiophenecarboxaldehyde
    2. Synonyms: 5-ethyl-2-thiophenecarboxaldehyd;ART-CHEM-BB B003568;5-ETHYL-2-THIOPHENECARBALDEHYDE;5-ETHYL-2-THIOPHENECARBOXALDEHYDE;5-ETHYL-THIOPHENE-2-CARBALDEHYDE;5-ETHYLTHIOPHENE-2-CARBOXALDEHYDE;AKOS B003568;2-ETHYL-5-FORMYLTHIOPHENE
    3. CAS NO:36880-33-8
    4. Molecular Formula: C7H8OS
    5. Molecular Weight: 140.2
    6. EINECS: 253-252-0
    7. Product Categories: Building Blocks;Heterocyclic Building Blocks;Thiophenes
    8. Mol File: 36880-33-8.mol
  • Chemical Properties

    1. Melting Point: 65°C
    2. Boiling Point: 65 °C2 mm Hg(lit.)
    3. Flash Point: 229 °F
    4. Appearance: clear red-brown to brown liquid
    5. Density: 1.12 g/mL at 25 °C(lit.)
    6. Vapor Pressure: 0.0766mmHg at 25°C
    7. Refractive Index: n20/D 1.57(lit.)
    8. Storage Temp.: Refrigerator
    9. Solubility: N/A
    10. Sensitive: Air Sensitive
    11. BRN: 108539
    12. CAS DataBase Reference: 5-Ethyl-2-thiophenecarboxaldehyde(CAS DataBase Reference)
    13. NIST Chemistry Reference: 5-Ethyl-2-thiophenecarboxaldehyde(36880-33-8)
    14. EPA Substance Registry System: 5-Ethyl-2-thiophenecarboxaldehyde(36880-33-8)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: 20/21/22
    3. Safety Statements: 24/25
    4. WGK Germany: 3
    5. RTECS:
    6. TSCA: Yes
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 36880-33-8(Hazardous Substances Data)

36880-33-8 Usage

Uses

Used in Pharmaceutical Industry:
5-Ethyl-2-thiophenecarboxaldehyde is used as a key intermediate in the synthesis of various pharmaceutical compounds. For instance, it plays a crucial role in the preparation of 6-(butylamino)-2-(5-ethylthiophen-2-yl)-3-(4-fluorobenzyl)-2,3-dihydroquinazolin-4(1H)-one, a compound with potential therapeutic applications.
Used in Chemical Synthesis:
In the field of chemical synthesis, 5-Ethyl-2-thiophenecarboxaldehyde serves as a valuable building block for creating a wide range of organic compounds, particularly those with heterocyclic structures. Its unique properties make it suitable for use in the development of new materials and chemicals with specific functionalities.
Used in Material Science:
The material properties of 5-Ethyl-2-thiophenecarboxaldehyde, including its standard molar enthalpies of combustion and vaporization, suggest that it could be utilized in the development of novel materials with tailored characteristics. These materials could find applications in various industries, such as electronics, aerospace, and automotive, where high-performance materials are in demand.

Check Digit Verification of cas no

The CAS Registry Mumber 36880-33-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,6,8,8 and 0 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 36880-33:
(7*3)+(6*6)+(5*8)+(4*8)+(3*0)+(2*3)+(1*3)=138
138 % 10 = 8
So 36880-33-8 is a valid CAS Registry Number.
InChI:InChI=1/C7H8OS/c1-2-6-3-4-7(5-8)9-6/h3-5H,2H2,1H3

36880-33-8 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • Alfa Aesar

  • (B23711)  5-Ethyl-2-thiophenecarboxaldehyde, 98%   

  • 36880-33-8

  • 1g

  • 443.0CNY

  • Detail
  • Alfa Aesar

  • (B23711)  5-Ethyl-2-thiophenecarboxaldehyde, 98%   

  • 36880-33-8

  • 5g

  • 1729.0CNY

  • Detail
  • Alfa Aesar

  • (B23711)  5-Ethyl-2-thiophenecarboxaldehyde, 98%   

  • 36880-33-8

  • 25g

  • 6887.0CNY

  • Detail
  • Aldrich

  • (492809)  5-Ethyl-2-thiophenecarboxaldehyde  98%

  • 36880-33-8

  • 492809-2G

  • 861.12CNY

  • Detail

36880-33-8Relevant articles and documents

KINETICS OF THE FORMYLATION OF THIOPHENE DERIVATIVES WITH N,N-DIMETHYLFORMAMIDE

Freidlin, G.N.,Kuraeva, N.A.,Solop, K.A.

, p. 230 - 233 (1980)

The kinetics of the formylation of five thiophene derivatives in the presence of phosphorus oxychloride and the formylation of thiophene in the presence of thionyl chloride were investigated.The effect of the condensing agent on the reaction rate is shown, and rate constants and the activation parameters are calculated.The isokinetic dependence and the Hammett dependence of the reactivities on the structure were established for this reaction series.The effect of the solvent on the formylation was studied.

Systematic structure-activity relationship (SAR) exploration of diarylmethane backbone and discovery of a highly potent novel uric acid transporter 1 (URAT1) inhibitor

Cai, Wenqing,Wu, Jingwei,Liu, Wei,Xie, Yafei,Liu, Yuqiang,Zhang, Shuo,Xu, Weiren,Tang, Lida,Wang, Jianwu,Zhao, Guilong

, (2018/02/07)

In order to systematically explore and better understand the structure-activity relationship (SAR) of a diarylmethane backbone in the design of potent uric acid transporter 1 (URAT1) inhibitors, 33 compounds (1a-1x and 1ha-1hi) were designed and synthesized, and their in vitro URAT1 inhibitory activities (IC50) were determined. The three-round systematic SAR exploration led to the discovery of a highly potent novel URAT1 inhibitor, 1h, which was 200-and 8-fold more potent than parent lesinurad and benzbromarone, respectively (IC50 = 0.035 μM against human URAT1 for 1h vs. 7.18 μM and 0.28 μM for lesinurad and benzbromarone, respectively). Compound 1h is the most potent URAT1 inhibitor discovered in our laboratories so far and also comparable to the most potent ones currently under development in clinical trials. The present study demonstrates that the diarylmethane backbone represents a very promising molecular scaffold for the design of potent URAT1 inhibitors.

Aryl [a] indole [2,3 - the g] and quinolizine compound, preparation method thereof, pharmaceutical compositions and uses thereof

-

, (2017/01/17)

The invention relates to an aryl [a] indole [2,3-g] quinolizine compound as well as a preparation method, a pharmaceutical composition and application thereof, and particularly relates to a aryl [a] indole [2,3-g] quinolizine compound with a novel structure as shown in a general formula (I) and a derivative, a preparation method and a pharmaceutical composition thereof and application of the aryl [a] indole [2,3-g] quinolizine compound in preparation of a drug for treating diseases related to alpha 1-adrenoreceptor and urinary system diseases, such as benign prostatic hyperplasia, uroschesis and bladder outlet obstruction, especially.

Synthesis of novel thiophene-based chiral ligands and their application in asymmetric Henry reaction

Aydin, A. Ebru

, p. 283 - 289 (2013/06/27)

Novel chiral thiolated amino alcohols were synthesized from norephedrine and thiophene carbaldehydes (methyl- or ethyl-substituted) and applied to the catalytic asymmetric Henry reaction of various aldehydes with nitromethane to provide β-hydroxy nitroalkanols in high conversion (92%). The reaction was optimized in terms of the metal, solvent, temperature and amount of chiral ligand. The corresponding catalyst with Cu(OTf)2 and 2-propanol as the solvent provided the best enantioselectivities (up to 96% ee) of the corresponding nitroalcohols for aliphatic aldehydes. Copyright 2013 John Wiley & Sons, Ltd. Chiral thiophene contanining amino alcohol ligands were synthesized from norephedrine and substituted 5-thiophene-2-carbaldehyde. This novel chiral ligands were used to catalyze enantioselective Henry reaction of various aldehydes and nitroalkanes in high yields with good to high enantio- and diastereoselectivities. Copyright

ANTIBACTERIAL AGENTS: ARYL MYXOPYRONIN DERIVATIVES

-

Page/Page column 72, (2014/01/09)

The invention provides compounds of formula la, lb and Ic: [Formula Ia, Ib, and Ic] and salts thereof, wherein variables are as described in the specification, as well as compositions comprising a compound of formula Ia-Ic, methods of making such compounds, and methods of using such compounds, e.g., as inhibitors of bacterial RNA polymerase and as antibacterial agents.

Oligomerization of the Thiophene-Based p-Quinodimethanes 2,5-dihydrothiophene and 2-Ethylidene-5-methylene-2,5-dihydrothiophene

Trahanovsky, Walter S.,Miller, Deborah Louise,Wang, Yili

, p. 8980 - 8986 (2007/10/03)

Flash vacuum pyrolysis (FVP) of (5-methyl-2-thiophene-yl)methyl benzoate (8) produces in ca. 75% yield 2,5-dimethylene-2,3-dihydrothiophene, S-monomer (3). S-Monomer 3 is relatively stable dissolved in carbon disulfide-chloroform at -78°C. The structure of 3 is confirmed by its spectral properties. When a 0.17 M solution of S-monomer 3 was allowed to warm to room temperature, SS-dimer 5 ([2,2](2,5)thiophenophane, 14.7%), SSS-trimer 7 ([2,2,2](2,5)thiophenophane, 44.3%), and polymer were produced. A small amount ( 1%) of an SSSS-tetramer was detected by GC/MS. The mechanism proposed for the formation of these oligomers involves the combination of two molecules of 3 to give an intermediate diradical (11) that can close to form dimer 5 or react with additional molecules of 3 to form the higher oligomers. Evidence for the trapping of diradical 11 by 2,5-dimethylene-2,5-dihydrofuran (O-monomer 2) was obtained. Co-oligomerization of S-monomer 3 and O-monomer 2 gave four compounds containing the thiophene moiety: OS-dimer 16, SS-dimer 5, OSS-trimer 17, and SSS-trimer 7. Some OO-dimer 4 was produced but no OOO-trimer 6 was observed and only a trace of OOS-trimer 18 was detected. Additional support for the diradical mechanism was obtained from the study of the oligomerization of the methyl derivatives of 3, 2-ethylidene-5-methylene-2,5-dihydrothiophene (10, E and Z isomers), prepared by the FVP of (5-ethyl-2-thiophene-yl)methyl benzoate (9). Oligomerization of 10 gave several dimers and trimers including two acyclic dimers that are accounted for by intramolecular disproportionation.

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