6838-67-1

Basic information

• Product Name: 1,2-Bis(trimethylsilyloxy)cyclohexene
• Synonyms: 1,2-Bis(trimethylsilyloxy)cyclohexene;1,2-Bis[(trimethylsilyl)oxy]cyclohexene
• CAS NO: 6838-67-1
• Molecular Formula: C₁₂H₂₆O₂Si₂
• Molecular Weight: 258.5
• Mol File: 6838-67-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2-Bis(trimethylsilyloxy)cyclohexene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Bis(trimethylsilyloxy)cyclohexene(6838-67-1)
• EPA Substance Registry System: 1,2-Bis(trimethylsilyloxy)cyclohexene(6838-67-1)

Safety Data

• Hazardous Substances Data: 6838-67-1(Hazardous Substances Data)

Usage

Chemical structure

A cyclohexene ring with two trimethylsilyloxy (TMS) groups attached to the 1 and 2 positions.

Functional groups

Contains a cyclohexene ring and two TMS groups.

Role in organic chemistry

Commonly used as a synthetic intermediate in organic chemistry reactions.

Protection and stability

The TMS groups provide stability and protection to reactive functional groups during chemical transformations.

Applications

Utilized in the production of pharmaceuticals, agrochemicals, and other specialty chemicals.

Versatile reactivity

Exhibits versatile reactivity in various synthetic pathways, making it a valuable compound for chemical synthesis.

Research utility

A valuable tool for researchers in the field of organic chemistry for the construction of complex molecules.

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 13482-22-9 4-hydroxycyclohexanone 
• 18306-29-1 bis(trimethylsilyl)sulphate 
• 765-87-7 cyclohexane-1,2-dione 
• 141-28-6 diethyl adipate 
• 627-93-0 hexanedioic acid dimethyl ester 

Downstream Products

• 60278-07-1 2-benzyl-2-hydroxycyclohexan-1-one 
• 60278-05-9 1-hydroxy-[1,1'-bi(cyclohexan)]-2-one 
• 60277-93-2 2-ethyl-2-hydroxycyclohexan-1-one 
• 60278-02-6 2-n-Hexyl-2-hydroxy-cyclohexanon 
• 60277-96-5 2-allyl-2-hydroxycyclohexanone 
• 16117-23-0 6,6,13,13-tetraphenyl-1,2,3,4,8,9,10,11-octahydro-dibenzo[d,i][1,3,6,8,2,7]tetroxadisilecine 
• 1468-24-2 cyclohexane-1,2-dione-bis-(2,4-dinitro-phenylhydrazone) 
• 88264-40-8 2-(1-Adamantyl)-2-hydroxy-1-cyclohexanon 
• 75-77-4 chloro-trimethyl-silane 
• 83092-09-5 2-Butoxy-4,5,6,7-tetrahydro-benzo[1,3,2]dioxaphosphole 
• 79425-68-6 Diethyl-(4,5,6,7-tetrahydro-benzo[1,3,2]dioxaphosphol-2-yl)-amine 
• 344441-67-4 2-Hydroxy-2-(1,2,3,4-tetrahydro-1-naphthyl)-1-cyclohexanon 
• 78743-57-4 2-hydroxy-2-methoxymethylcyclohexanone 
• 942-01-8 1,2,3,4-tetrahydrocarbazole 

Relevant articles and documents

Green synthesis method for 1,2-bi(trialkyl siloxy) cyclohexene

The invention relates to a green synthesis method for 1,2-bi(trialkyl siloxy) cyclohexene. The method comprises the step of causing 1,2-cyclohexanone, bi(trialkyl silicon) sulphate and reactive metalreact in an inert solvent, thereby acquiring 1,2-bi(trialkyl siloxy) cyclohexene. The bi(trialkyl silicon) sulphate is prepared according to the steps of preparing hexalkyl disiloxane by dehydrating by-product trialkyl silanol in consequent reaction and then continuing to react with concentrated sulfuric acid. The environmental issue of siloxane effluent is completely solved through the recyclingof silicon protecting group; the produced solid waste has a single component and can be prepared into byproduct for sale after simple treatment; the emission of three wastes is less; the technology isenvironment-friendly.

1. 2 - double-trimethyl silicon oxygen radical link hexene and its preparation process

The invention belongs to the field of chemical material production, and especially relates to 1,2-bis(trimethylsilyloxy)cyclohexene, and a preparation method thereof. Preparation chemical equation of 1,2-bis(trimethylsilyloxy)cyclohexene is represented by

Chemoselective activation of trimethylsilyl enol ether functionalities in the presence of silyl-protected alcohols by trimethylsilyl-nonaflyl exchange

Trimethylsilyl enol ethers bearing trialkylsilyl-protected hydroxy groups were converted into synthetically valuable bifunctional alkenyl nonaflates under the action of nonafluorobutane-1-sulfonyl fluoride combined with potassium fluoride in the presence

Cu(II)-catalyzed acylation by thiol esters under neutral conditions: Tandem acylation-wittig reaction leading to a one-pot synthesis of butenolides

The first catalytic acylation of alcohols with a thiol ester present in Wittig reagents under neutral conditions catalyzed by the Cu(II) salt through a push-pull mechanism is reported. Furthermore, a new methodology for the one-pot lactonization of acyloins by a copper catalyst is developed. The synthetic utility of this method for the synthesis of natural products is shown.

Fancy bioisosteres: Synthesis and dopaminergic properties of the endiyne FAUC 88 as a novel non-aromatic D3 agonist

Enlargement of the π-electronic system of the non-aromatic D3 agonist FAUC 73 led to dopaminergic endiynes of type 1 being synthesized via the bromovinyl triflate 7a as a key intermediate when palladium catalyzed coupling reactions were exploited for the

Hypervalent λ(n)-iodane-mediated fragmentation of tertiary cyclopropanol systems

The oxidation of tertiary cyclopropyl silyl ethers with hypervalent λ(n)-iodanes caused fragmentation which produced alkenoic acids or esters.

Ambident Reactivity of Medium-Ring Cycloalkane-1,3-dione Enolates

Cycloalkane-1,3-diones with ring sizes 7-10 have been converted to their enolates and subjected to a variety of ethylation and methylation reagent/solvent systems. The greatest amount of O-alkylation was encountered using ethyl tosylate in HMPA. The O/C alkylation ratios decreased with almost every reagent/solvent system as the ring size was increased. This trend is consistent with greater steric strain in the conjugated enolate resonance contributor, resulting in diminished O-attack as the ring size is increased.

Convenient preparation of metals deposited on solid supports and their use in organic synthesis

'High-surface alkali metals' can be conveniently prepared via deposition of corresponding metals on various supports such as sodium chloride, polyethylene, polypropylene and cross-linked polystyrene from their solutions in liquid ammonia. Alkali metals deposited on polymeric supports can be stored in form of stable suspensions in inert solvents and used for the acyloin and Dieckmann condensations and for preparation of organolithiums. Addition of the suspension of supported alkali metal to a solution of zinc chloride gave an active zinc on polymeric support, which can be used for the Reformatski and Barbier reactions.

Convenient Preparation of 'High-Surface Sodium' in Liquid Ammonia: Use in the Acyloin Reaction

'Sodium on solid support' (5-20 wt.% of Na on NaCl, glass powder, poly(ethylene) and poly(propylene)) can be conveniently prepared via low-temperature (-33°C) deposition of sodium from its solution in liquid ammonia. Use of this reagent in the acyloin reaction of carboxylic esters gave the corresponding products in good yields.