1-((TriMethylsilyl)ethynyl)cyclopropanecarboxylic acid

Base Information

• Chemical Name: 1-((TriMethylsilyl)ethynyl)cyclopropanecarboxylic acid
• CAS No.: 1268810-07-6
• Molecular Formula: C9H14O2Si
• Molecular Weight: 182.29176
• Hs Code.: 2931900090
• Mol file: 1268810-07-6.mol

Synonyms:1-((TriMethylsilyl)ethynyl)cyclopropanecarboxylic acid;1-[2-(Trimethylsilyl)ethynyl]cyclopropanecarboxylic acid;Cyclopropanecarboxylic acid, 1-[2-(trimethylsilyl)ethynyl]-

Chemical Property of 1-((TriMethylsilyl)ethynyl)cyclopropanecarboxylic acid

Chemical Property:

• Melting Point: 69-71℃ (hexane )
• PSA: 37.30000
• LogP: 1.73200

Purity/Quality:

98%min ^*data from raw suppliers

Cyclopropanecarboxylicacid,1-[2-(trimethylsilyl)ethynyl]- ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-((TriMethylsilyl)ethynyl)cyclopropanecarboxylic acid

There total 2 articles about 1-((TriMethylsilyl)ethynyl)cyclopropanecarboxylic acid 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: 65.0%

carbon dioxide (124-38-9,18923-20-1) + (2-cyclopropylethynyl)trimethylsilane (81166-84-9) → 1-(2-trimethylsilylethynyl)cyclopropanecarboxylic acid (1268810-07-6)

Guidance literature:

(2-cyclopropylethynyl)trimethylsilane; With n-butyllithium; In diethyl ether; hexane; at 20 ℃; for 14h; Inert atmosphere;

carbon dioxide; In diethyl ether; hexane; at -78 ℃; Inert atmosphere;

DOI:10.1055/s-0030-1258964

Reference yield:

Cyclopropylacetylene (6746-94-7) → 1-(2-trimethylsilylethynyl)cyclopropanecarboxylic acid (1268810-07-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methyllithium / 2.17 h / -78 °C

1.2: 3 h / -78 - 20 °C

2.1: n-butyllithium / diethyl ether; hexane / 6 h

2.2: 2 h / -78 °C

With n-butyllithium; methyllithium; In diethyl ether; hexane;

Reference yield:

1-(2-trimethylsilylethynyl)cyclopropanecarboxylic acid (1268810-07-6) + tert-butyl alcohol (75-65-0) → tert-butyl N-[1-(2-trimethylsilylethynyl)cyclopropyl]carbamate (1268810-08-7)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; at 75 ℃; for 16h;

upstream raw materials:

carbon dioxide

(2-cyclopropylethynyl)trimethylsilane

Cyclopropylacetylene

Downstream raw materials:

tert-butyl N-[1-(2-trimethylsilylethynyl)cyclopropyl]carbamate

Refernces

• 1、 Kozhushkov, Sergei I.,Wagner-Gillen, Karsten,Khlebnikov, Alexander F.,Demeijere, Armin. "Productive syntheses of 1-ethynylcyclopropylamine and 1- ethynylcyclobutylamine". experimental part. p. 3967 - 3973. Retrieved 2011/02/22.