Cyclopropyl 2-thienyl ketone

Base Information

• Chemical Name: Cyclopropyl 2-thienyl ketone
• CAS No.: 6193-47-1
• Molecular Formula: C8H8OS
• Molecular Weight: 152.217
• Hs Code.: 29349990
• European Community (EC) Number: 228-247-1
• NSC Number: 70849
• DSSTox Substance ID: DTXSID20210967
• Nikkaji Number: J81.161K
• Wikidata: Q72461193
• Mol file: 6193-47-1.mol

Synonyms:Cyclopropyl 2-thienyl ketone;6193-47-1;cyclopropyl(thiophen-2-yl)methanone;Cyclopropyl(2-thienyl)methanone;EINECS 228-247-1;NSC70849;2-Thienylcyclopropyl ketone;Cyclopropyl 2-thienylketone;BIDD:GT0674;SCHEMBL621714;PJDFNFSTSCAKPC-UHFFFAOYSA-;DTXSID20210967;cyclopropyl-thiophen-2-ylmethanone;Cyclopropyl(2-thienyl)methanone #;Methanone, cyclopropyl 2-thienyl-;Cyclopropyl 2-thienyl ketone, 97%;MFCD00005427;NSC 70849;NSC-70849;AKOS009159109;AS-62243;C1088;CS-0250040;FT-0624289;EN300-49275;D89354;A833493;J-520193;F2189-1022;Z385420846

Chemical Property of Cyclopropyl 2-thienyl ketone

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.0092mmHg at 25°C
• Melting Point: 87ºC
• Refractive Index: n20/D 1.584(lit.)
• Boiling Point: 265.4 °C at 760 mmHg
• Flash Point: 92.2 °C
• PSA: 45.31000
• Density: 1.271 g/cm³
• LogP: 2.34080
• Storage Temp.: Dark Room
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 152.02958605
• Heavy Atom Count: 10
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

Cyclopropyl 2-Thienyl Ketone >96.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1C(=O)C2=CC=CS2

Technology Process of Cyclopropyl 2-thienyl ketone

There total 4 articles about Cyclopropyl 2-thienyl ketone 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: 34.0%

3-Bromothiophene (872-31-1) + 4-chloro-1-(thien-2-yl)-1-butanone (43076-59-1) → cyclopropyl(2-thienyl)methanone (6193-47-1) + 2-(3-bromo-2-thienyl)-2-(2-thienyl)tetrahydrofuran (121767-69-9)

Guidance literature:

With n-butyllithium; In diethyl ether; hexane; 1.) -65 deg C, 3 h, 2.) room temperature;

Reference yield:

2-Iodothiophene (3437-95-4,149762-92-5) + tricyclopropylbismuthane (925430-09-7) + carbon monoxide (201230-82-2) → cyclopropyl(2-thienyl)methanone (6193-47-1)

Guidance literature:

With (η3-allyl)(N,N'-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene)chloropalladium(II); sodium carbonate; lithium chloride; In N,N-dimethyl-formamide; at 40 ℃; for 16h; under 760.051 Torr; Temperature; Inert atmosphere; Sealed tube;

DOI:10.1055/s-0036-1590832

Reference yield:

thiophene (188290-36-0,8014-23-1,25233-34-5) + cyclopropanecarboxylic acid chloride (4023-34-1) → cyclopropyl(2-thienyl)methanone (6193-47-1)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 ℃;

upstream raw materials:

3-Bromothiophene

4-chloro-1-(thien-2-yl)-1-butanone

thiophene

cyclopropanecarboxylic acid chloride

Downstream raw materials:

C₁₈H₂₀OS

C₁₅H₁₄OS

C₁₄H₁₁FOS

C₁₅H₁₁NOS

Refernces

• 1、 -. "Pyran-2-ones and 5,6-dihydropyran-2-ones useful for treating hyperplasia and other diseases". Page 34, 150. . Retrieved 2010/02/05.