ALLYLOXY-T-BUTYLDIMETHYLSILANE

Base Information

• Chemical Name: ALLYLOXY-T-BUTYLDIMETHYLSILANE
• CAS No.: 105875-75-0
• Molecular Formula: C₉H₂₀OSi
• Molecular Weight: 172.343
• Hs Code.: 2931900090
• Mol file: 105875-75-0.mol

Synonyms:ALLYLOXY-T-BUTYLDIMETHYLSILANE;ALLYLOXY-TERT-BUTYLDIMETHYLSILANE;ALLYLOXY-TERT-BUTYLDIMETHYLSILANE 97%;1-[(1,1-Dimethylethyl)dimethylsilyl]-2-propen-1-ol;1-(tert-ButyldiMethylsilyl)prop-2-en-1-ol

Chemical Property of ALLYLOXY-T-BUTYLDIMETHYLSILANE

Chemical Property:

• Refractive Index: n20/D 1.421(lit.)
• Boiling Point: 165.9 °C at 760 mmHg
• PKA: 14.82±0.20(Predicted)
• Flash Point: 44.2 °C
• PSA: 9.23000
• Density: 0.804 g/cm³
• LogP: 3.19420
• Storage Temp.: 2-8°C
• Water Solubility.: Sparingly soluble in water (0.50 g/L at 25°C).

Purity/Quality:

98%,99%, ^*data from raw suppliers

Allyloxy-tert-butyldimethylsilane 98% ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Allyloxy-tert-butyldimethylsilane is used as a pharmaceutical intermediate.

Technology Process of ALLYLOXY-T-BUTYLDIMETHYLSILANE

There total 5 articles about ALLYLOXY-T-BUTYLDIMETHYLSILANE 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: 66.0%

Allyloxy-tert-butyl-dimethyl-silane (85807-85-8) → 1-<(tert-butyl)dimethylsilyl>-2-propen-1-ol (80594-32-7,105875-75-0)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; cyclohexane; at -40 ℃; for 0.833333h;

DOI:10.1002/hlca.19860690107

Reference yield: 26.0%

1-(tert-butyl(dimethyl)silyl)prop-2-en-1-one (80594-32-7) → 1-<(tert-butyl)dimethylsilyl>-2-propen-1-ol (80594-32-7,105875-75-0)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -80 ℃; for 0.5h;

DOI:10.1021/ol990574c

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) + allyl alcohol (107-18-6) → 1-<(tert-butyl)dimethylsilyl>-2-propen-1-ol (80594-32-7,105875-75-0)

Guidance literature:

tert-butyldimethylsilyl chloride; allyl alcohol; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 18.5h;

With sec.-butyllithium; In tetrahydrofuran; hexane; at -78 - -50 ℃; for 2h;

DOI:10.1021/acs.orglett.5b01258

upstream raw materials:

Allyloxy-tert-butyl-dimethyl-silane

1-(tert-butyl(dimethyl)silyl)prop-2-en-1-one

tert-butyldimethylsilyl chloride

allyl alcohol

Downstream raw materials:

(R)-1-(tert-butyldimethylsilyl)prop-2-en-1-ol

(E)-3-[(tert-butyl)dimethylsilyl]prop-2-en-1-ol

Refernces

• 1、 Marri, Gangababu,Justaud, Frédéric,Das, Saibal,Grée, René. "α-β Unsaturated Acylsilanes as Surrogates of Acrolein for Morita–Baylis–Hillman Reactions". . p. 56 - 65. Retrieved 2018/11/30.
• 2、 Reddy, Gangireddy PavanKumar,Reddy, J. Satyanarayana,Das, Saibal,Roisnel, Thierry,Yadav, Jhillu S.,Chandrasekhar, Srivari,Gree, Rene. "Synthesis of acylsilanes via nickel-catalyzed reactions of α-hydroxyallylsilanes". supporting information. p. 1524 - 1527. Retrieved 2013/06/27.