(2E,5E)-2,5-Bis(2-thienylmethylene)-cyclopentanone

Base Information

• Chemical Name: (2E,5E)-2,5-Bis(2-thienylmethylene)-cyclopentanone
• CAS No.: 176957-55-4
• Molecular Formula: C15H12OS2
• Molecular Weight: 272.392
• European Community (EC) Number: 631-499-9
• Nikkaji Number: J2.003.498J
• ChEMBL ID: CHEMBL255342
• Mol file: 176957-55-4.mol

Synonyms:CCT007093

Chemical Property of (2E,5E)-2,5-Bis(2-thienylmethylene)-cyclopentanone

Chemical Property:

• Melting Point: 222-223℃
• PSA: 73.55000
• LogP: 4.63950
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Solubility.: DMSO: >3mg/mL
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 272.03295735
• Heavy Atom Count: 18
• Complexity: 361

Purity/Quality:

99% ^*data from raw suppliers

CCT007093 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=CC2=CC=CS2)C(=O)C1=CC3=CC=CS3
• Isomeric SMILES: C1/C(=C\C2=CC=CS2)/C(=O)/C(=C/C3=CC=CS3)/C1
• Uses: Acts as a PPM1D inhibitor

Technology Process of (2E,5E)-2,5-Bis(2-thienylmethylene)-cyclopentanone

There total 1 articles about (2E,5E)-2,5-Bis(2-thienylmethylene)-cyclopentanone 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: 98.0%

thiophene-2-carbaldehyde (98-03-3) + cyclopentanone (120-92-3) → (2E,5E)-2,5-bis[(thiophen-2-yl)methylen]cyclopentanone (176957-55-4)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 20 ℃; for 24h; Inert atmosphere; Green chemistry;

DOI:10.1002/cmdc.201500385

Reference yield: 57.0%

(E)-3-(2-methoxyphenyl)propenal (60125-24-8) + (2E,5E)-2,5-bis[(thiophen-2-yl)methylen]cyclopentanone (176957-55-4) → C25H22O3S2

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,3-bis(mesityl)imidazolium chloride; In dichloromethane; at 30 ℃; for 8h;

DOI:10.1039/b715733a

Reference yield: 54.0%

4-methoxy-trans-cinnamaldehyde (24680-50-0,71277-11-7,1963-36-6) + (2E,5E)-2,5-bis[(thiophen-2-yl)methylen]cyclopentanone (176957-55-4) → C25H22O3S2

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,3-bis(mesityl)imidazolium chloride; In dichloromethane; at 30 ℃; for 8h;

DOI:10.1039/b715733a

upstream raw materials:

thiophene-2-carbaldehyde

cyclopentanone

Refernces

• 1、 Liang, Guang,Shao, Lili,Wang, Yi,Zhao, Chengguang,Chu, Yanhui,Xiao, Jian,Zhao, Yu,Li, Xiaokun,Yang, Shulin. "Exploration and synthesis of curcumin analogues with improved structural stability both in vitro and in vivo as cytotoxic agents". experimental part. p. 2623 - 2631. Retrieved 2009/09/06.
• 2、 Vatsadze,Manaenkova,Sviridenkova,Zyk,Krut'ko,Churakov,Antipin,Howard,Lang. "Synthesis and spectroscopic and structural studies of cross-conjugated dienones derived from cyclic ketones and aromatic aldehydes". . p. 1184 - 1194. Retrieved 2008/02/02.