5272-33-3

Basic information

• Product Name: 2-METHYL-4-TRIMETHYLSILYL-3-BUTYN-2-OL
• Synonyms: (+/-) 2-METHYL-4-TRIMETHYLSILYL-3-BUTYN-2-OL;2-METHYL-4-TRIMETHYLSILYL-3-BUTYN-2-OL;2-METHYL-4-TRIMETHYLSILYL-3-BUTYN-2-OL (+/-);TIMTEC-BB SBB009128;3-Butyn-2-ol, 2-Methyl-4-(triMethylsilyl)-;NSC 331768;2-Methyl-4-(triMethylsilyl)but-3-yn-2-ol;2-METHYL-4-TRIMETHYLSILYL-3-BUTYN-2-OL-2
• CAS NO: 5272-33-3
• Molecular Formula: C₈H₁₆OSi
• Molecular Weight: 156.3
• Product Categories: API;Pyridines ,Pyrimidines ,Heterocyclic Acids
• Mol File: 5272-33-3.mol
• Article Data: 13

Chemical Properties

• Melting Point: 42 °C
• Boiling Point: 95°C 55mm
• Flash Point: 66.8 °C
• Appearance: /
• Density: 0.882 g/cm³
• Vapor Pressure: 0.181mmHg at 25°C
• Refractive Index: 1.467 (589.3 nm 20℃)
• Storage Temp.: 2-8°C
• PKA: 13.85±0.29(Predicted)
• CAS DataBase Reference: 2-METHYL-4-TRIMETHYLSILYL-3-BUTYN-2-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-4-TRIMETHYLSILYL-3-BUTYN-2-OL(5272-33-3)
• EPA Substance Registry System: 2-METHYL-4-TRIMETHYLSILYL-3-BUTYN-2-OL(5272-33-3)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 5272-33-3(Hazardous Substances Data)

Usage

General Description

2-METHYL-4-TRIMETHYLSILYL-3-BUTYN-2-OL, also known as MTBSTFA, is a silylating agent commonly used in analytical chemistry to derivatize organic compounds for gas chromatography-mass spectrometry (GC-MS) analysis. This chemical is a derivative of butynol and is known for its ability to react with a wide range of functional groups, including alcohols, amines, and acids, to form trimethylsilyl derivatives, which are volatile and stable and thus suitable for GC-MS analysis. MTBSTFA is commonly used in the analysis of complex organic mixtures, such as in the analysis of drugs, lipids, and environmental samples, where it helps to improve the detection and quantification of compounds of interest.

InChI:InChI=1/C8H16OSi/c1-8(2,9)6-7-10(3,4)5/h9H,1-5H3

Upstream product

• 925-90-6 ethylmagnesium bromide 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 75-77-4 chloro-trimethyl-silane 
• 1066-26-8 sodium acetylide 
• 67-64-1 acetone 
• 1066-54-2 trimethylsilylacetylene 
• 61210-52-4 (trimethylsilyl)ethynylmagnesium bromide 
• 86576-50-3 1-trimethylsilyl-3-methyl-3-trimethylsiloxy-1-butyne 

Downstream Products

• 18551-17-2 [3-(1-butoxy-ethoxy)-3-methyl-but-1-ynyl]-trimethyl-silane 
• 18387-60-5 (trimethyl)(3-methylbut-3-en-1-ynyl)silane 
• 65801-55-0 2-methyl-4-trimethylsilanyl-but-3-en-2-ol 
• 61104-52-7 Trimethyl-[1-(2-methyl-propenylidene)-pentyl]-silane 
• 66393-52-0 3-methyl-3-tert-butylperoxy-1-trimethylsilyl-1-butyne 
• 18510-42-4 2,2,2-Trichlor-1,1-bis-<1,1-dimethyl-3-trimethylsilyl-propin-(2)-yloxy>-aethan 
• 66393-53-1 3-methyl-3-tert-amylperoxi-1-trimethylsilyl-1-butyne 
• 67934-52-5 [3-(1,1-Dimethyl-prop-2-ynylperoxy)-3-methyl-but-1-ynyl]-trimethyl-silane 
• 71321-09-0 (1-tert-Butyl-3-methyl-buta-1,2-dienyl)-trimethyl-silane 
• 71321-05-6 (1-Ethyl-3-methyl-buta-1,2-dienyl)-trimethyl-silane 
• 71321-07-8 (1-Isopropyl-3-methyl-buta-1,2-dienyl)-trimethyl-silane 
• 71321-06-7 Trimethyl-(3-methyl-1-propyl-buta-1,2-dienyl)-silane 
• 71321-08-9 (1-sec-Butyl-3-methyl-buta-1,2-dienyl)-trimethyl-silane 
• 55967-10-7 (3-methyl-1-phenyl-1,2-butadienyl)trimethylsialne 

Relevant articles and documents

Copper-Catalyzed Modular Access to N-Fused Polycyclic Indoles and 5-Aroyl-pyrrol-2-ones via Intramolecular N—H/C—H Annulation with Alkynes: Scope and Mechanism Probes

Copper-catalyzed intramolecular N—H/C—H annulation with alkynes has been developed. A variety of densely functionalized heterocycles, such as pyrrolo[1,2-a]indoles, indolo[1,2-c]quinazolin-2-ones, oxazolo[3,4-a]indoles, and imidazo[1,5-a]indoles, were synthesized in an atom- and step-economical manner, owing to the high modularized feature of aniline moiety, the linker moiety, as well as the alkyne moiety. By simply changing the oxidant from di-tert-butyl peroxide (DTBP) to 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO), the reaction could readily be transformed to the aminooxygenation pathway, which grabs one oxygen atom from the TEMPO to generate 5-aroyl-pyrrol-2-ones. Mechanistic experiments indicate that vinyl radical is involved in this reaction and an amidyl-radical-initiated radical cascade might be responsible for this transformation.

Synthesis and Utility of 2,2-Dimethyl-2 H-pyrans: Dienes for Sequential Diels-Alder/Retro-Diels-Alder Reactions

The practical use of 2,2-dimethyl-2H-pyrans as electron-rich dienes in sequential Diels-Alder/retro-Diels-Alder (DA/rDA) domino processes to generate aromatic platforms has been demonstrated. Different polysubstituted alkyl 2-naphthoates have been synthesized by the DA/rDA reaction of benzynes and 2,2-dimethyl-2H-pyrans. The use of other activated alkynes allows the access of substituted alkyl benzoate derivatives.

Efficient synthesis and antibacterial activities of some novel 1,2,3-triazoles prepared from propargylic alcohols and benzyl azides

A simple and effective procedure for regioselective preparation of 1,2,3-triazoles from benzyl azides and propargylic alcohols is described using CuSO4·5H2O and sodium ascorbate. To screen the antibacterial activity of some newly synthesized triazole derivatives, minimum inhibitory concentration of 3d and 3k was evaluated against gram positive Staphylococcus aureus and Bacillus subtilis and gram negative Escherichia coli and Pseudomonas aeruginosa.