2-FLUOREN-9-YLIDENEMETHYLTHIOPHENE

Base Information

• Chemical Name: 2-FLUOREN-9-YLIDENEMETHYLTHIOPHENE
• CAS No.: 843638-98-2
• Molecular Formula: C₁₈H₁₂S
• Molecular Weight: 260.359
• Mol file: 843638-98-2.mol

Synonyms:2-Fluoren-9-ylidenmethyl-thiophen;2-fluoren-9-ylidenemethyl-thiophene;

Chemical Property of 2-FLUOREN-9-YLIDENEMETHYLTHIOPHENE

Chemical Property:

• PSA: 28.24000
• LogP: 5.31740

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-FLUOREN-9-YLIDENEMETHYLTHIOPHENE

There total 5 articles about 2-FLUOREN-9-YLIDENEMETHYLTHIOPHENE 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: 96.0%

2-(2,2-dibromovinyl)thiophene (77295-66-0) + 5,5-dimethyl-5H-dibenzo[b,d]stannole (5565-85-5) → 2-((9H-fluorene-9-ylidene)methyl)thiophene (843638-98-2)

Guidance literature:

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; cesium fluoride; In 1,4-dioxane; at 60 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1071/CH12060

Reference yield: 85.0%

thiophene-2-carbaldehyde (98-03-3) + 9H-fluorene (86-73-7) → 2-((9H-fluorene-9-ylidene)methyl)thiophene (843638-98-2)

Guidance literature:

With tetrabutylammomium bromide; sodium hydroxide; In water; toluene; at 20 ℃; for 3h;

DOI:10.1007/s00706-016-1843-2

Reference yield: 85.0%

2-iodobiphenyl (2113-51-1) + 2-(thiophen-2-yl)vinyl bromide (477727-73-4) → 2-((9H-fluorene-9-ylidene)methyl)thiophene (843638-98-2)

Guidance literature:

With 18-crown-6 ether; palladium diacetate; potassium hydrogencarbonate; In dimethyl sulfoxide; at 120 ℃; for 40h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.1c02722

upstream raw materials:

thiophene-2-carbaldehyde

9H-fluorene

2-(2,2-dibromovinyl)thiophene

5,5-dimethyl-5H-dibenzo[b,d]stannole

Refernces

• 1、 Ma, Yu-Chuan,Luo, Jin-Yun,Zhang, Shi-Chu,Lu, Shu-Hui,Du, Guang-Fen,He, Lin. "An N-heterocyclic carbene-catalyzed switchable reaction of 9-(trimethylsilyl)fluorene and aldehydes: Chemoselective synthesis of dibenzofulvenes and fluorenyl alcohols". supporting information. p. 3717 - 3721. Retrieved 2021/05/04.
• 2、 Zhao, Ya-Heng,Wang, Jian-Long,Zhou, Yun-Bing,Liu, Miao-Chang,Wu, Hua-Yue. "Palladium-catalyzed coupling reaction of 2-iodobiphenyls with alkenyl bromides for the construction of 9-(diorganomethylidene)fluorenes". supporting information. p. 8250 - 8253. Retrieved 2021/10/12.