78-54-6

Basic information

• Product Name: 1,1'-ETHYNYLENEDICYCLOHEXANOL
• Synonyms: ETHYNYLDICYCLOHEXANOL;1,1'-ETHYNYLENE-BIS-CYCLOHEXANOL;1,1'-ETHYNYLENEDICYCLOHEXANOL;1-[2-(1-HYDROXYCYCLOHEXYL)-1-ETHYNYL]-1-CYCLOHEXANOL;-Ethynylenedicyclohexanol;AI3-07113;1,1'-(Acetylene-1,2-diyl)di(1-cyclohexanol);1-[2-(1-hydroxycyclohexyl)ethynyl]cyclohexan-1-ol
• CAS NO: 78-54-6
• Molecular Formula: C₁₄H₂₂O₂
• Molecular Weight: 222.32
• Mol File: 78-54-6.mol

Chemical Properties

• Melting Point: 112.5°C
• Boiling Point: 323.51°C (rough estimate)
• Appearance: /
• Density: 0.9906 (rough estimate)
• Refractive Index: 1.4970 (estimate)
• CAS DataBase Reference: 1,1'-ETHYNYLENEDICYCLOHEXANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-ETHYNYLENEDICYCLOHEXANOL(78-54-6)
• EPA Substance Registry System: 1,1'-ETHYNYLENEDICYCLOHEXANOL(78-54-6)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 78-54-6(Hazardous Substances Data)

Usage

Uses

Used in Adhesives and Coatings Industry:
1,1'-Ethynylenedicyclohexanol is used as a crosslinking agent for the production of high-performance adhesives, contributing to their enhanced strength and durability. It is also utilized in the synthesis of coatings to improve their chemical resistance and overall performance.
Used in Composites Industry:
In the composites industry, 1,1'-Ethynylenedicyclohexanol is used as a crosslinking agent to improve the mechanical and thermal properties of composite materials, leading to stronger and more durable end products.
Used in UV-Curable Coatings:
1,1'-Ethynylenedicyclohexanol is used as a reactive diluent in the formulation of UV-curable coatings, which allows for faster curing times and improved coating properties.
Used in Polymer Modification:
As a modifier, 1,1'-Ethynylenedicyclohexanol is employed to improve the mechanical and thermal properties of polymers, making them more suitable for various applications.
Used in Plasticizers, Flame Retardants, and Pharmaceutical Intermediates:
1,1'-Ethynylenedicyclohexanol is utilized in the manufacturing of plasticizers to increase the flexibility of plastics, in flame retardants to enhance fire safety, and as a pharmaceutical intermediate for the development of various medications.
Due to its diverse applications, 1,1'-Ethynylenedicyclohexanol is an important chemical in the production of a wide range of industrial and consumer products, showcasing its significance in the chemical industry.

Upstream product

• 56-23-5 tetrachloromethane 
• 1066-26-8 sodium acetylide 
• 108-94-1 cyclohexanone 
• 78-27-3 1-Ethynylcyclohexan-1-ol 
• 74-86-2 acetylene 
• 925-90-6 ethylmagnesium bromide 
• 60-29-7 diethyl ether 
• 75-20-7 calcium carbide 
• 6180-22-9 1-(Chloroethynyl)cyclohexan-1-ol 
• 156-60-5 trans-1,2-dichloroethylene 
• 42345-82-4 (E)-1,2-dichloro-1-ethoxy-ethene 
• 109-72-8 n-butyllithium 
• 7572-29-4 dichloroethyne 

Downstream Products

• 101271-85-6 2-acetoxy-1-cyclohexyl-2-cyclohexyliden-ethanone 
• 5548-66-3 C₂₀H₃₄O₂ 
• 951-88-2 1,2-dicyclohexylethanedione 
• 24434-24-0 1,2-bis[(1-hydroxy)cyclohexyl]ethane 
• 3725-09-5 di(1-cyclohexen-1-yl)ethyne 
• 74-86-2 acetylene 
• 108-94-1 cyclohexanone 
• 78-27-3 1-Ethynylcyclohexan-1-ol 
• 5288-75-5 C₂₄H₄₂O₂ 
• 5240-44-8 C₁₈H₃₀O₂ 
• 5609-20-1 C₂₆H₄₆O₄ 
• 5240-43-7 1,2-Di-(1'-methoxycyclohexyl)acetylen 
• 38084-32-1 C₃₂H₄₂ 
• 89762-82-3 2,3-diiodo-1,4-bis(pentamethylene)-1,3-butadiene 

Relevant articles and documents

Synthesis of 1-(2-ethoxyethyl)-4-hydroxy-4-[2-(1-hydroxycyclohexyl)ethynyl] -piperidine and heterocyclization under the conditions of hydration

The reaction of 1-(2-ethoxyethyl)piperidin-4-one with ethynylcyclohexanol led to the synthesis of a glycol, the hydration of which gave a mixture of spirocyclic compounds with a carbonyl group at various positions in the furan ring. 2005 Springer Science+

Synthesis and Transformations of Novel Acetylene Glycols Derived from N-Substituted Piperidin-4-ones

Abstract: With the aim to prepare asymmetric acetylenic γ-glycols, the reactions of 1-(2-ethoxyethyl)piperidin-4-one with propargyl alcohol were studied and the reaction conditions were optimized to reach satisfactory yields of the target glycols. Some tr

NOVEL BIFUNCTIONAL (METH)ACRYLATE COMPOUND AND POLYMER

Provided is a compound that can be used for a resin for a resist having excellent sensitivity, resolution, and etching resistance, or the like, by a compound represented by the following formula (1): (wherein R1 represents a hydrogen atom or a methyl group, R2 represents an aliphatic hydrocarbon group having 1 to 6 carbon atoms, m represents an integer of 0 to 5, and n represents an integer of 0 to 4).

NEW BIFUNCTIONAL (METH)ACRYLATE COMPOUND AND POLYMER

Provided is a compound that can be used for a resin for a resist having excellent sensitivity, resolution, and etching resistance, or the like, by a compound represented by the following formula (1): (wherein R1 represents a hydrogen atom or a

Rhodium-Catalyzed Arylative Transformations of Propargylic Diols: Dual Role of the Rhodium Catalyst

Controllable synthesis of a variety of allenic alcohols and 2,5-dihydrofurans by rhodium(I)-catalyzed arylative transformations of propargylic diols is reported. The hydroxorhodium catalyst was found to play dual role: it catalyzed the arylation/dehydroxylation reaction of propargylic diols to afford allenic alcohols, and besides, it could convert to a cationic rhodium species in situ, which catalyzed the intramolecular hydroalkoxylation of allenic alcohols to form dihydrofurans. Remarkably, generation of the cationic rhodium species is dependent on the arylboron reagent used. Thus, the controllable synthesis is achieved by simply changing the arylboron reagent. (Figure presented.).

Flash chemistry using trichlorovinyllithium: Switching the reaction pathways by high-resolution reaction time control

High-resolution reaction time control in flow microreactors enables the reaction-pathway switching of trichlorovinyllithium generated by the H/Li exchange of trichloroethene. The method was successfully app lied to the synthesis of 1,1,2-trichloroalkenes,

Lithiation of 1,2-dichloroethene in flow microreactors: Versatile synthesis of alkenes and alkynes by precise residence-time control

It′s all about the timing: Precise control of the residence time (tRx; see picture) of reactive intermediates in flow microreactors enables the reaction pathway of lithiated 1,2-dichloroethene to be switched to produce either alkenes or alkynes. This method also allows versatile syntheses of asymmetric disubstituted dichloroalkenes and alkynes. Copyright

A novel iodine-promoted tandem cyclization: An efficient synthesis of substituted 3,4-diiodoheterocyclic compounds

(Figure Presented) Iodine sets allenes ringing: A novel iodine-promoted tandem cyclization reaction of but-2-yne-1,4-diol and 4aminobut-2-yn-l-ol derivatives leading to substituted 3, 4-diiodoheterocyclic compounds has been developed (see scheme). In this

Synthesis of five- and six-membered dihalogenated heterocyclic compounds by electrophile-triggered cyclization

Highly substituted dihalogenated dihydrofurans, dihydropyrroles, and dihydro-2H-pyrans bearing alkyl, vinyl, aryl, and heteroaryl moieties can be prepared in good to excellent yields (up to 99%) by allowing 1,4-butyne-diol, 4-aminobut-2-yn-1-ol, and pent-2-yne-1,5-diol derivatives to react with different electrophiles (I2, IBr, and ICl) at room temperature. Both halogen atoms generated from electrophiles were used effectively. The resulting halides can be further exploited by using palladium-catalyzed coupling reactions. The presence of trace amount of water is essential for this electrophilic cyclization.

Double dehydro-diels-alder reactions of 1,5-dien-3-ynes

A study was conducted to demonstrate double dehydro-diels-alder reactions of 1,5-dien-3-ynes. It was demonstrated that the reaction proceeded through two concerted cycloadditions, the first of which was proposed to be reversible. Detailed analysis reveale