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

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

Downstream Products

• 18387-60-5 (trimethyl)(3-methylbut-3-en-1-ynyl)silane 
• 65801-55-0 2-methyl-4-trimethylsilanyl-but-3-en-2-ol 
• 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 
• 18387-63-8 (3-chloro-3-methylbut-1-yn-1-yl)trimethylsilane 
• 66393-51-9 2-Methyl-4-trimethylsilanyl-but-3-yn-2-yl-hydroperoxide 
• 96575-62-1 2-methyl-4-(4-tert-butylcyclohexenyl)but-3-yn-2-ol 
• 137649-31-1 5-chloro-3,3,5-trimethyl-1-(trimethylsilyl)-1-hexyne 
• 137649-25-3 1-chloro-3,4,5,5-tetramethyl-2-(trimethylsilyl)cyclopentene 

Relevant articles and documents

Enantioselective Construction of Tertiary Fluoride Stereocenters by Organocatalytic Fluorocyclization

1,1-Disubstituted styrenes with internal oxygen and nitrogen nucleophiles undergo oxidative fluorocyclization reactions with in situ generated chiral iodine(III)-catalysts. The resulting fluorinated tetrahydrofurans and pyrrolidines contain a tertiary carbon-fluorine stereocenter. Application of a new 1-naphthyllactic acid-based iodine(III)-catalyst allows the control of tertiary carbon-fluorine stereocenters with up to 96% ee. Density functional theory calculations are performed to investigate the details of the mechanism and the factors governing the stereoselectivity of the reaction.

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.