53282-55-6

Basic information

• Product Name: (cyclohexylidenemethoxy)(trimethyl)silane
• Synonyms: cyclohexane, [[(trimethylsilyl)oxy]methylene]-; Cyclohexylidenemethyl trimethylsilyl ether
• CAS NO: 53282-55-6
• Molecular Formula: C₁₀H₂₀OSi
• Molecular Weight: 184.3507
• Mol File: 53282-55-6.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 195.8°C at 760 mmHg
• Flash Point: 61.7°C
• Density: 0.927g/cm³
• Vapor Pressure: 0.577mmHg at 25°C
• Refractive Index: 1.498
• CAS DataBase Reference: (cyclohexylidenemethoxy)(trimethyl)silane(CAS DataBase Reference)
• NIST Chemistry Reference: (cyclohexylidenemethoxy)(trimethyl)silane(53282-55-6)
• EPA Substance Registry System: (cyclohexylidenemethoxy)(trimethyl)silane(53282-55-6)

Safety Data

• Hazardous Substances Data: 53282-55-6(Hazardous Substances Data)

Usage

Description

(Cyclohexylidenemethoxy)(trimethyl)silane, also known as CHMOTMS, is an organosilicon compound with the molecular formula C10H24OSi. It is characterized by a cyclohexylidene functional group and three trimethylsilyl groups attached to a silicon atom, making it a versatile building block in the production of silicon-containing polymers, resins, and coatings. CHMOTMS is also recognized for its role as a hydrogen acceptor in catalytic hydrogenation reactions and is frequently utilized in the modification of surfaces and interfaces in various chemical processes and applications.

Uses

Used in Organic Synthesis:
(CHMOTMS) is used as a reagent for the synthesis of various silicon-based materials and compounds. Its unique structure allows it to serve as a versatile building block in the creation of a wide range of products.
Used in Surface and Interface Modification:
(CHMOTMS) is used as a modifying agent in the alteration of surfaces and interfaces in different chemical processes and applications. Its ability to act as a hydrogen acceptor in catalytic hydrogenation reactions makes it a valuable component in these modifications.
Used in the Production of Polymers, Resins, and Coatings:
(CHMOTMS) is used as a key component in the manufacturing of silicon-containing polymers, resins, and coatings. Its cyclohexylidene functional group and trimethylsilyl groups contribute to the development of these materials with enhanced properties.
Used in Pharmaceutical and Chemical Industries:
(CHMOTMS) is used as a crucial intermediate in the development of new drugs and chemicals. Its unique properties make it a valuable asset in the synthesis of complex molecules and compounds within these industries.

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 2043-61-0 cyclohexanecarbaldehyde 
• 993-07-7 trimethylsilan 
• 201230-82-2 carbon monoxide 
• 110-83-8 cyclohexene 
• 622-45-7 cyclohexyl acetate 
• 100-49-2 cyclohexylmethyl alcohol 
• 31469-15-5 1-methoxy-2-methyl-1-trimethylsiloxy-1-propene 
• 10416-59-8 N,O-bis-(trimethylsilyl)-acetamide 
• 7449-74-3 N-methyl-N-trimethylsilylacetamide 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 

Downstream Products

• 66261-96-9 1-Carboxy-1-t-butylcyclohexan 
• 53282-32-9 cyclohexylidenemethyl trifluoromethanesulfonate 
• 79194-91-5 N-(1-Formyl-cyclohexylmethyl)-N-methyl-acetamide 
• 95541-00-7 1-Cyclohexyl-4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undec-2-yn-1-ol 
• 95541-06-3 2,4-Dicyclohexyl-5-[2,2,3,3,3-pentafluoro-prop-(E)-ylidene]-[1,3]dioxolane 
• 95540-94-6 1-Cyclohexyl-4,4,5,5,5-pentafluoro-pent-2-yn-1-ol 
• 81731-54-6 1-((dimethylamino)methyl)cyclohexane-1-carbaldehyde 
• 95540-90-2 1-Cyclohexyl-4,4,4-trifluoro-2-butyn-1-ol 
• 95541-03-0 2,4-Dicyclohexyl-5-[2,2,2-trifluoro-eth-(E)-ylidene]-[1,3]dioxolane 
• 29517-58-6 1-allylcyclohexanecarbaldehyde 
• 95540-98-0 1-Cyclohexyl-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-non-2-yn-1-ol 
• 30834-43-6 1-Formyl-1-(3-oxobutyl)cyclohexane 
• 124462-32-4 3'-phenyl-6'-(trimethylsiloxy)spiro<1,2>oxazine> 
• 129896-18-0 1-(Phenyl-trimethylsilanyl-methoxymethyl)-cyclohexanecarbaldehyde 

Relevant articles and documents

Chemiluminescence-promoted oxidation of alkyl enol ethers by NHPI under mild conditions and in the dark

The hydroperoxidation of alkyl enol ethers using N-hydroxyphthalimide and molecular oxygen occurred in the absence of catalyst, initiator, or light. The reaction proceeds through a radical mechanism that is initiated by N-hydroxyphthalimide-promoted autoxidation of the enol ether substrate. The resulting dioxetane products decompose in a chemiluminescent reaction that allows for photochemical activation of N-hydroxyphthalimide in the absence of other light sources.

Stereoselective Synthesis of Trisubstituted Vinylboronates from Ketone Enolates Triggered by 1,3-Metalate Rearrangement of Lithium Enolates

An unprecedented stereoselective synthesis of trisubstituted vinylboronates is reported to proceed by direct borylation of lithium ketone enolates under transition-metal-free conditions. The stereospecific C?O borylation of lithium enolates was triggered by a carbonyl-induced 1,3-metalate rearrangement via a C-bound boron enolate. DFT calculations and control experiments revealed that the stereoselectivity is controlled by sterics. A variety of stereospecific trisubstituted vinylboronates, together with several tetrasubstituted vinylboronates, were conveniently synthesized with the newly developed methodology. Based on the transformation of stereospecific vinylboronate, a single isomer of Dienestrol was efficiently obtained.

Preparation of silyl enol ethers using (bistrimethylsilyl)acetamide in ionic liquids

(matrix presented) Ionic liquids have been used for the preparation of silyl enol ethers from aldehydes and ketones with (bistrimethylsilyl)acetamide (BSA) in good yields.