4-Trimethylsilyl-3-butyn-1-ol

Base Information

• Chemical Name: 4-Trimethylsilyl-3-butyn-1-ol
• CAS No.: 2117-12-6
• Molecular Formula: C7H14OSi
• Molecular Weight: 142.273
• Hs Code.: 29310099
• European Community (EC) Number: 688-341-7
• DSSTox Substance ID: DTXSID70375373
• Nikkaji Number: J374.767K
• Wikidata: Q72514435
• Mol file: 2117-12-6.mol

Synonyms:4-Trimethylsilyl-3-butyn-1-ol;2117-12-6;4-(trimethylsilyl)but-3-yn-1-ol;4-trimethylsilylbut-3-yn-1-ol;3-Butyn-1-ol, 4-(trimethylsilyl)-;MFCD00190217;4-(trimethylsilyl)-3-butyn-1-ol;SCHEMBL103659;4-trimethylsilyl-3-butyne-1-ol;DTXSID70375373;VSTMVAFCUIGHQI-UHFFFAOYSA-N;1-(Trimethylsilyl)-1-butyn-4-ol;AMY42147;CAA11712;AKOS006337397;BS-23183;SY162720;CS-0187053;FT-0651068;A20722;D97430;EN300-187490;S19110;A808480;J-013898

Chemical Property of 4-Trimethylsilyl-3-butyn-1-ol

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 0.89mmHg at 25°C
• Refractive Index: 1.4536
• Boiling Point: 159.3 °C at 760 mmHg
• PKA: 14.61±0.10(Predicted)
• Flash Point: 50.1 °C
• PSA: 20.23000
• Density: 0.854g/cm³
• LogP: 1.24960
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 142.081391600
• Heavy Atom Count: 9
• Complexity: 132

Purity/Quality:

99.5% ^*data from raw suppliers

4-Trimethylsilyl-3-butyn-1-ol ^*data from reagent suppliers

Safty Information:

• Statements: 10-36/37/38
• Safety Statements: 16-37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C#CCCO
• Uses: 4-Trimethylsilyl-3-butyn-1-ol is used as an organic chemical synthesis intermediate.

Technology Process of 4-Trimethylsilyl-3-butyn-1-ol

There total 13 articles about 4-Trimethylsilyl-3-butyn-1-ol 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: 100.0%

chloro-trimethyl-silane (75-77-4) + 3-Butyn-1-ol (927-74-2) → 4-(trimethylsilyl)but-3-yn-1-ol (2117-12-6)

Guidance literature:

3-Butyn-1-ol; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h;

chloro-trimethyl-silane; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h;

DOI:10.1021/acs.orglett.0c01345

Reference yield: 80.0%

oxirane (75-21-8,99932-75-9) + trimethylsilylacetylene (1066-54-2) → 4-(trimethylsilyl)but-3-yn-1-ol (2117-12-6)

Guidance literature:

trimethylsilylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 1h;

oxirane; With trimethylaluminum; In tetrahydrofuran; hexane; at 20 ℃; for 24h;

DOI:10.1055/s-2005-917078

Reference yield:

3-Butyn-1-ol (927-74-2) → 4-(trimethylsilyl)but-3-yn-1-ol (2117-12-6)

Guidance literature:

With n-butyllithium; chloro-trimethyl-silane; In hexane;

upstream raw materials:

trimethyl(4-((tetrahydro-2H-pyran-2-yl)oxy)but-1-yn-1-yl)silane

chloro-trimethyl-silane

3-Butyn-1-ol

formaldehyd

Downstream raw materials:

(Z)-3-dimethylphenylsilyl-4-trimethylsilyl-3-buten-1-ol

5-(benzyloxymethyl)-3-(<1-(2)H1>-(trimethylsilyl)methylene)-5-hexen-1-ol

3-bromobut-3-en-1-ol

C₂₇H₃₃NO₂Si

Refernces

• 1、 Thomas, A.,Lethuillier-Karl, L.,Nagarajan, K.,Vergauwe, R. M. A.,George, J.,Chervy, T.,Devaux, E.,Genet, C.,Moran, J.,Ebbesen, T. W.,Shalabney, A.. "Tilting a ground-state reactivity landscape by vibrational strong coupling". . p. 615 - 619. Retrieved 2019.
• 2、 Cui, Chengsen,Dai, Wei-Min. "Total Synthesis of Laingolide B Stereoisomers and Assignment of Absolute Configuration". . p. 3358 - 3361. Retrieved 2018.
• 3、 -. "COMPOSITIONS AND METHODS FOR PARASITE CONTROL". Page/Page column 55; 65. . Retrieved 2022/01/05.
• 4、 Harms, Vanessa,Schr?der, Benjamin,Oberhauser, Clara,Tran, Cong Duc,Winkler, Sven,Dr?ger, Gerald,Kirschning, Andreas. "Methyl-Shifted Farnesyldiphosphate Derivatives Are Substrates for Sesquiterpene Cyclases". supporting information. p. 4360 - 4365. Retrieved 2020/06/08.