trimethyl(naphthalen-1-ylmethyl)silane

Base Information

• Chemical Name: trimethyl(naphthalen-1-ylmethyl)silane
• CAS No.: 18410-58-7
• Molecular Formula: C14H18Si
• Molecular Weight: 214.382
• Mol file: 18410-58-7.mol

Synonyms:

Chemical Property of trimethyl(naphthalen-1-ylmethyl)silane

Chemical Property:

• Vapor Pressure: 0.00348mmHg at 25°C
• Boiling Point: 291°Cat760mmHg
• Flash Point: 115.9°C
• Density: 0.952g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trimethyl(naphthalen-1-ylmethyl)silane

There total 14 articles about trimethyl(naphthalen-1-ylmethyl)silane 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: 99.0%

1-Fluoronaphthalene (321-38-0) + trimethylsilylmethyllithium (1822-00-0) → 1-<(trimethylsilyl)methyl>naphthalene (18410-58-7)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 1,2-bis-(diphenylphosphino)ethane; In toluene; pentane; at 80 ℃; for 2h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02351

Reference yield: 98.0%

1-Bromonaphthalene (90-11-9) + trimethylsilylmethyllithium (1822-00-0) → 1-<(trimethylsilyl)methyl>naphthalene (18410-58-7)

Guidance literature:

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; water; sodium chloride; In pentane; at 20 ℃; for 0.00555556h; pH=6; Schlenk technique;

DOI:10.1002/anie.201812537

Reference yield: 97.0%

Sc(CH2SiMe3)3(THF)2 + 1-Methoxynaphthalene (2216-69-5) → 1-<(trimethylsilyl)methyl>naphthalene (18410-58-7)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; sodium t-butanolate; tricyclohexylphosphine; In toluene; at 80 ℃; for 12h; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1021/acs.orglett.7b03753

upstream raw materials:

ethyl 2-(1-naphthyl)acetate

chloro-trimethyl-silane

1-Bromonaphthalene

(trimethylsilyl)methylmagnesium chloride

Downstream raw materials:

Trimethylmethoxysilane

1-(methoxymethyl)naphthalene

1-naphthaldehyde

C₁₉H₁₆O

Refernces

• 1、 Yan, Xiangqian,Yang, Fanzhi,Cai, Guilong,Meng, Qingwei,Li, Xiaofang. "Nickel(0)-Catalyzed Inert C-O Bond Functionalization: Organo Rare-Earth Metal Complex as the Coupling Partner". . p. 624 - 627. Retrieved 2018.
• 2、 Sinha, Narayan,Heijnen, Dorus,Feringa, Ben L.,Organ, Michael G.. "Murahashi Cross-Coupling at ?78 °C: A One-Pot Procedure for Sequential C?C/C?C, C?C/C?N, and C?C/C?S Cross-Coupling of Bromo-Chloro-Arenes". supporting information. p. 9180 - 9184. Retrieved 2019/07/04.