1-METHYL-1-(TRIMETHYLSILYL)ALLENE

Base Information

• Chemical Name: 1-METHYL-1-(TRIMETHYLSILYL)ALLENE
• CAS No.: 74542-82-8
• Molecular Formula: C7H14 Si
• Molecular Weight: 126.274
• Mol file: 74542-82-8.mol

Synonyms:Silane,trimethyl(1-methyl-1,2-propadienyl)- (9CI); 1-Methyl-1-(trimethylsilyl)allene;3-Trimethylsilyl-1,2-butadiene; NSC 657832

Chemical Property of 1-METHYL-1-(TRIMETHYLSILYL)ALLENE

Chemical Property:

• Vapor Pressure: 21.7mmHg at 25°C
• Refractive Index: n20/D 1.444(lit.)
• Boiling Point: 111-112 °C(lit.)
• Flash Point: 19 °F
• PSA: 0.00000
• Density: 0.759 g/mL at 25 °C(lit.)
• LogP: 2.59500
• Solubility.: sol CH2Cl2, benzene, THF, Et2O, and most organic solvents.

Purity/Quality:

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

Safty Information:

• Hazard Codes: F
• Statements: 11
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Physical properties: bp 111 °C; bp 54–56 °C/90 mmHg
• Uses: It is widely used as propargylic anion equivalents; three-carbon synthons for [3 + 2] annulations leading to five-membered compounds including cyclopentenes,4 dihydrofurans, pyrrolines, isoxazoles, furans, and azulenes. 3-(Trimethylsilyl)-1,2-butadiene may be used for the synthesis of γ-(trimethylsilyl)allylborane.

Technology Process of 1-METHYL-1-(TRIMETHYLSILYL)ALLENE

There total 7 articles about 1-METHYL-1-(TRIMETHYLSILYL)ALLENE 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: 83.0%

3-trimethylsilyl-2-propyn-1-ol (5272-36-6) + methylmagnesium chloride (676-58-4) → 1-methyl-1-(trimethylsilyl)allene (74542-82-8)

Guidance literature:

With methanesulfonyl chloride; copper(I) bromide; lithium bromide; In tetrahydrofuran; at -70 - 25 ℃;

DOI:10.1021/jo00370a023

Reference yield: 79.0%

chloro-trimethyl-silane (75-77-4) + 1-Bromo-2-butyne (3355-28-0) → 1-methyl-1-(trimethylsilyl)allene (74542-82-8)

Guidance literature:

1-Bromo-2-butyne; With indium; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

chloro-trimethyl-silane; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1016/j.jorganchem.2008.08.028

Reference yield: 75.0%

methanesulfonic acid 3-trimethylsilyl-propyn-2-ynyl ester (71321-17-0) + methylmagnesium chloride (676-58-4) → trimethyl 1-butynylsilane (62108-37-6) + 1-methyl-1-(trimethylsilyl)allene (74542-82-8)

Guidance literature:

methylmagnesium chloride; With copper(I) bromide; lithium bromide; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

methanesulfonic acid 3-trimethylsilyl-propyn-2-ynyl ester; In tetrahydrofuran; at -70 - 20 ℃; for 3.25h; Inert atmosphere;

DOI:10.15227/orgsyn.066.0001

upstream raw materials:

methanesulfonic acid 3-trimethylsilyl-propyn-2-ynyl ester

methylmagnesium bromide

3-trimethylsilyl-2-propyn-1-ol

methylmagnesium chloride

Downstream raw materials:

2-((Z)-2-Methyl-buta-1,3-dienyl)-pyridine

4-((Z)-2-Methyl-buta-1,3-dienyl)-pyridine

3-((Z)-2-Methyl-buta-1,3-dienyl)-pyridine

1-phenyl-5-heptyn-3-ol