4'-(Trimethylsilyl)acetanilide

Base Information

• Chemical Name: 4'-(Trimethylsilyl)acetanilide
• CAS No.: 17983-71-0
• Molecular Formula: C11H17NOSi
• Molecular Weight: 207.348
• Mol file: 17983-71-0.mol

Synonyms:N-[4-(trimethylsilyl)phenyl]acetamide;p-(Trimethylsilyl)acetanilid;p-Trimethylsilylacetanilid;acetic acid-(4-trimethylsilanyl-anilide);Essigsaeure-(4-trimethylsilyl-anilid);N-(4-(trimethylsilyl)phenyl)acetamide;

Chemical Property of 4'-(Trimethylsilyl)acetanilide

Chemical Property:

• PSA: 29.10000
• LogP: 2.26320

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4'-(Trimethylsilyl)acetanilide

There total 8 articles about 4'-(Trimethylsilyl)acetanilide 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: 71.0%

4-(trimethylsilyl)aniline (17889-23-5) + acetic anhydride (108-24-7) → N-<4-(trimethylsilyl)phenyl>acetamide (17983-71-0)

Guidance literature:

With pyridine; In toluene; at 20 ℃; for 3h;

DOI:10.1016/j.tet.2011.02.016

Reference yield: 69.0%

4-bromoacetanilide (103-88-8) + sodium trimethylsilyldimethylsilanolate → N-<4-(trimethylsilyl)phenyl>acetamide (17983-71-0)

Guidance literature:

With MePhos Pd G₄; In 1,2-dichloro-ethane; at 50 ℃;

DOI:10.1021/acscatal.1c02733

Reference yield:

4-(trimethylsilyl)aniline (17889-23-5) → N-<4-(trimethylsilyl)phenyl>acetamide (17983-71-0)

Guidance literature:

With (CH₃CO)2O; In acetic anhydride; solving of (CH3)3SiC6H4NH2 in acetic anhydride;; addn. of water under cooling; recrystn. from hot benzine (bp. 90-100°C);;

DOI:10.1021/ja01121a505

upstream raw materials:

1-(4-trimethylsilanyl-phenyl)-ethanone oxime

4-(trimethylsilyl)aniline

acetic anhydride

4-(trimethylsilyl)-1-nitrobenzene

Downstream raw materials:

N-(4-Nitrophenyl)acetamide

acetic acid-(2-nitro-4-trimethylsilanyl-anilide)

C₅₄H₅₄N₄Si₂

4-((4-(trimethylsilyl)phenyl)amino)benzonitrile

Refernces

• 1、 Yamagishi, Hiroki,Saito, Hayate,Shimokawa, Jun,Yorimitsu, Hideki. "Design, Synthesis, and Implementation of Sodium Silylsilanolates as Silyl Transfer Reagents". . p. 10095 - 10103. Retrieved 2021/08/18.