13957-27-2

Basic information

• Product Name: 1-(bromoethynyl)cyclohexanol
• Synonyms: cyclohexanol, 1-(2-bromoethynyl)-
• CAS NO: 13957-27-2
• Molecular Formula: C₈H₁₁BrO
• Molecular Weight: 203.0763
• Mol File: 13957-27-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 267.9°C at 760 mmHg
• Flash Point: 115.8°C
• Density: 1.48g/cm³
• Vapor Pressure: 0.00107mmHg at 25°C
• Refractive Index: 1.56
• CAS DataBase Reference: 1-(bromoethynyl)cyclohexanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(bromoethynyl)cyclohexanol(13957-27-2)
• EPA Substance Registry System: 1-(bromoethynyl)cyclohexanol(13957-27-2)

Safety Data

• Hazardous Substances Data: 13957-27-2(Hazardous Substances Data)

Usage

General Description

1-(bromoethynyl)cyclohexanol, also known as BCE, is a chemical compound with the molecular formula C8H11BrO. It is a colorless liquid with a faint odor and is insoluble in water but soluble in organic solvents. BCE is primarily used as a precursor in the synthesis of pharmaceutical compounds and as an intermediate in organic chemical reactions. It is also used as a reagent in organic chemistry and as a building block in the production of specialty chemicals. BCE is considered to be toxic if ingested, inhaled, or absorbed through the skin, and it may cause irritation to the respiratory system, skin, and eyes. Therefore, appropriate safety measures and protective equipment should be used when handling this chemical.

Upstream product

• 78-27-3 1-Ethynylcyclohexan-1-ol 
• 593-61-3 bromoethyne 
• 108-94-1 cyclohexanone 

Downstream Products

• 100129-08-6 3-(1-bromoethynyl-cyclohexyloxy)-propionitrile 
• 4141-98-4 7-<1-Hydroxy-cyclohexyl>-hepta-4,6-diinsaeure-methylester 
• 14499-48-0 1-((Z)-6-Butoxy-hex-5-ene-1,3-diynyl)-cyclohexanol 
• 1540-18-7 9-<1-Hydroxy-cyclohexyl>-nona-4.6.8-triinsaeure-methylester 
• 3857-05-4 1--cyclohexanol-(1) 
• 175398-53-5 1-Bromo-2-cyclohexylidene-1-(diethoxyphosphoryl)ethene 
• 175398-52-4 1-Bromo-2-cyclohexylidene-1-(diphenylphosphoryl)ethene 
• 32837-89-1 3-(1-hydroxycyclohexyl)prop-2-ynenitrile 
• 175398-43-3 1-Bromo-2-cyclohexylidene-1-(4-tolylsulfonyl)ethene 
• 1574562-40-5 C₁₃H₁₆BrNOS 
• 1519058-93-5 1-[(tetrahydrofuran-2-yl)ethynyl]cyclohexanol 
• 100849-70-5 2-hydroxy-1-(1-hydroxycyclohexyl)ethan-1-one 

Relevant articles and documents

Chemo-and regiospecific modification of D,L-tryptophan by reaction with α,β-acetylenic γ-hydroxy nitriles

D,L-Tryptophan reacts with α,β-acetylenic γ-hydroxy nitriles, chemo-and regiospecifically, under mild, green conditions via a hydroamination-type process involving the primary amine group. The hydroxycyanopropanyl substituent of the initial adducts underg

Alkene Difunctionalization Triggered by a Stabilized Allenyl Radical: Concomitant Installation of Two Unsaturated C?C Bonds

Radical-mediated difunctionalization of alkenes provides a promising approach to introduce one alkenyl or alkynyl group to target compounds. However, simultaneous installation of two unsaturated C?C bonds via alkene difunctionalization remains elusive, at

Microwave-Assisted Organocatalyzed Rearrangement of Propargyl Vinyl Ethers to Salicylaldehyde Derivatives: An Experimental and Theoretical Study

The microwave-assisted imidazole-catalyzed transformation of propargyl vinyl ethers (PVEs) into multisubstituted salicylaldehydes is described. The reaction is instrumentally simple, scalable, and tolerates a diverse degree of substitution at the propargylic position of the starting PVE. The generated salicylaldehyde motifs incorporate a broad range of topologies, spanning from simple aromatic monocycles to complex fused polycyclic systems. The reaction is highly regioselective and takes place under symmetry-breaking conditions. The preparative power of this reaction was demonstrated in the first total synthesis of morintrifolin B, a benzophenone metabolite isolated from the small tree Morinda citrifolia L. A DFT study of the reaction was performed with full agreement between calculated values and experimental results. The theoretically calculated values support a domino mechanism comprising a propargyl Claisen rearrangement, a [1,3]-H shift, a [1,7]-H shift (enolization), a 6π electrocyclization, and an aromatization reaction.