4-(THIEN-2-YLMETHYL)BENZONITRILE

Base Information

• Chemical Name: 4-(THIEN-2-YLMETHYL)BENZONITRILE
• CAS No.: 100005-79-6
• Molecular Formula: C₁₂H₉NS
• Molecular Weight: 199.276
• Mol file: 100005-79-6.mol

Synonyms:4-(THIEN-2-YLMETHYL)BENZONITRILE

Chemical Property of 4-(THIEN-2-YLMETHYL)BENZONITRILE

Chemical Property:

• PSA: 52.03000
• LogP: 3.21058

Purity/Quality:

98%min ^*data from raw suppliers

4-(THIEN-2-YLMETHYL)BENZONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(THIEN-2-YLMETHYL)BENZONITRILE

There total 3 articles about 4-(THIEN-2-YLMETHYL)BENZONITRILE 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: 94.0%

N,N,N-trimethyl-1-(4-cyanophenyl)methanaminium trifluoromethanesulfonate + trimethoxy(thiophen-2-yl)silane → 4-(thiophen-2-ylmethyl)benzonitrile (100005-79-6)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); tetrabutyl ammonium fluoride; cyclohexyldiphenylphosphine; In ethanol; at 120 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.9b02554

Reference yield:

C11H20NS(1+)*FO3S(1-) + 4-cyanophenylboronic acid (126747-14-6) → 4-(thiophen-2-ylmethyl)benzonitrile (100005-79-6)

Guidance literature:

With potassium phosphate; palladium diacetate; 1,4-di(diphenylphosphino)-butane; In tetrahydrofuran; at 60 ℃; for 12h; Inert atmosphere;

DOI:10.1002/ejoc.201801888

Reference yield:

2-thiophenemethanol (636-72-6) → 4-(thiophen-2-ylmethyl)benzonitrile (100005-79-6)

Guidance literature:

Multi-step reaction with 2 steps

1: fluorosulfonyl fluoride / tetrahydrofuran / 20 °C

2: palladium diacetate; 1,4-di(diphenylphosphino)-butane; potassium phosphate / tetrahydrofuran / 12 h / 60 °C / Inert atmosphere

With potassium phosphate; fluorosulfonyl fluoride; palladium diacetate; 1,4-di(diphenylphosphino)-butane; In tetrahydrofuran;

DOI:10.1002/ejoc.201801888

upstream raw materials:

2-thiophenemethanol

4-cyanophenylboronic acid

Refernces

• 1、 Han, Chunyu,Zhang, Zhenming,Xu, Silin,Wang, Kai,Chen, Kaiting,Zhao, Junfeng. "Palladium-Catalyzed Hiyama Coupling of Benzylic Ammonium Salts via C-N Bond Cleavage". . p. 16308 - 16313. Retrieved 2019/12/25.