2117-12-6

Basic information

• Product Name: 4-TRIMETHYLSILYL-3-BUTYN-1-OL
• Synonyms: TIMTEC-BB SBB009023;4-TRIMETHYLSILYL-3-BUTYN-1-OL;4-Trimethylsilyl-3-butyn-1-ol,98%;4-(trimethylsilyl)but-3-yn-1-ol;3-(trimethylsilyl)-3-butyn-1-ol
• CAS NO: 2117-12-6
• Molecular Formula: C₇H₁₄OSi
• Molecular Weight: 142.27
• Mol File: 2117-12-6.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 97 °C
• Flash Point: 50.1±22.6℃
• Appearance: Clear to opaque grey to brown-black/Solution
• Density: 0.854
• Vapor Pressure: 0.89mmHg at 25°C
• Refractive Index: 1.4536
• PKA: 14.61±0.10(Predicted)
• CAS DataBase Reference: 4-TRIMETHYLSILYL-3-BUTYN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TRIMETHYLSILYL-3-BUTYN-1-OL(2117-12-6)
• EPA Substance Registry System: 4-TRIMETHYLSILYL-3-BUTYN-1-OL(2117-12-6)

Safety Data

• Statements: 10-36/37/38
• Safety Statements: 16-37/39-26
• RIDADR: 1987
• HazardClass: 3
• Hazardous Substances Data: 2117-12-6(Hazardous Substances Data)

Usage

Description

4-TRIMETHYLSILYL-3-BUTYN-1-OL, also known as TMSB, is an organic compound characterized by its clear colorless liquid appearance. It is a versatile organic chemical synthesis intermediate, widely utilized in various chemical reactions and processes due to its unique structural properties.

Uses

Used in Chemical Synthesis:
4-TRIMETHYLSILYL-3-BUTYN-1-OL is used as an organic chemical synthesis intermediate for its ability to facilitate a range of chemical reactions. Its unique structure allows it to be a key component in the synthesis of various organic compounds, contributing to the development of new materials and products across different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-TRIMETHYLSILYL-3-BUTYN-1-OL is used as a building block for the development of new drugs. Its reactivity and structural properties make it a valuable asset in the synthesis of complex molecular structures, potentially leading to the creation of novel therapeutic agents.
Used in Material Science:
4-TRIMETHYLSILYL-3-BUTYN-1-OL is also utilized in material science for the synthesis of advanced materials with specific properties. Its role as an intermediate allows for the development of materials with tailored characteristics, such as improved strength, flexibility, or chemical resistance, depending on the desired application.
Used in Research and Development:
In research and development, 4-TRIMETHYLSILYL-3-BUTYN-1-OL serves as a crucial component in the exploration of new chemical pathways and the discovery of novel compounds. Its versatility in chemical reactions makes it an essential tool for scientists and researchers working on the cutting edge of chemical innovation.

InChI:InChI=1/C7H14OSi/c1-9(2,3)7-5-4-6-8/h8H,4,6H2,1-3H3

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 927-74-2 3-Butyn-1-ol 
• 110519-15-8 tert-butyldimethyl{[4-(trimethylsilyl)but-3-yn-1-yl]oxy}silane 
• 925-90-6 ethylmagnesium bromide 
• 75-21-8 oxirane 
• 1066-54-2 trimethylsilylacetylene 
• 17869-75-9 4-(trimethylsilyloxy)-1-butyne 
• 58434-99-4 1-<(trimethylsilyl)oxy>-4-(trimethylsilyl)-3-butyne 
• 69361-40-6 trimethyl(4-((tetrahydro-2H-pyran-2-yl)oxy)but-1-yn-1-yl)silane 
• 50-00-0 formaldehyd 
• 78199-88-9 3-iodo-1-propynyl(trimethyl)silane 

Downstream Products

• 110838-68-1 (Z)-3-dimethylphenylsilyl-4-trimethylsilyl-3-buten-1-ol 
• 144115-80-0 5-(benzyloxymethyl)-3-(<1-(2)H1>-(trimethylsilyl)methylene)-5-hexen-1-ol 
• 76334-36-6 3-bromobut-3-en-1-ol 
• 113308-97-7 5-(trimethylsilyl)pent-4-yn-1-yl 4-methylbenzenesulfonate 
• 526-55-6 2-(3-indole)-ethanol 
• 850164-44-2 1,2-bis(but-3-ynyloxymethyl)benzene 
• 86994-11-8 4-(trimethylsilyl)-but-3-yn-1-yl p-methylbenzenesulfonate 

Relevant articles and documents

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An Asymmetric Pathway to Dendrobine by a Transition-Metal-Catalyzed Cascade Process

An asymmetric pathway to the caged tetracyclic pyrrolidine alkaloid, dendrobine, is reported. The successful synthetic strategy features a one-pot, sequential palladium-catalyzed enyne cycloisomerization and rhodium-catalyzed diene-assisted pyrrolidine formation by allylic CH activation. The developed transition-metal-catalyzed cascade process permits rapid access to the dendrobine core structure and circumvents the handling of labile intermediates. An intramolecular aldol condensation under carefully defined reaction conditions takes place with a concomitant detosylation, followed by reductive amine methylation, to afford a late-stage intermediate (previously identified by several prior dendrobine syntheses) in only 10 synthetic steps overall.

Synthesis of the oxygenated bicyclo[9.3.1]pentadecane ring system of phomactin A using chromium (II)-mediated macrocyclisation and ring closure metathesis

Treatment of the aldehyde vinyl iodides 17, 19a and 19b in DMSO with CrCl2-NiCl2 resulted in their macrocyclisation to the oxygenated ring systems 18, 20, and 21 respectively (43-63%) of the PAF antagonist phomactin A isolated from t

Synthesis of [6,6,m]-Tricyclic Compounds via [4+2] Cycloaddition with Au or Cu Catalyst

We synthesized [6,6,6]- and [6,6,7]-tricyclic compounds via intramolecular [4+2] cycloaddition by gold or copper catalysts. Substrates for cyclization were prepared by coupling reactions between eight types of diyne and four types of aromatic moieties. We have successfully synthesized eleven tricyclic compounds.

Total Synthesis of Kalimantacin A

The kalimantacins make up a family of hybrid polyketide-nonribosomal peptide-derived natural products that display potent and selective antibiotic activity against multidrug resistant strains of Staphylococcus aureus. Herein, we report the first total synthesis of kalimantacin A, in which three fragments are prepared and then united via Sonogashira and amide couplings. The enantioselective synthetic approach is convergent, unlocking routes to further kalimantacins and analogues for structure-activity relationship studies and clinical evaluation.