85236-15-3

Usage

Organic compound

This indicates that the compound is made up of carbon, hydrogen, and other elements, and is not an inorganic substance.

Colorless liquid

This describes the physical appearance of the compound, indicating that it is a liquid and does not have a color.

Cyclic bromine-containing ring

This describes the structure of the compound, indicating that it has a ring of carbon atoms that includes a bromine atom.

Hydroxyl group

This describes another part of the structure of the compound, indicating that it has a group consisting of an oxygen atom bonded to a hydrogen atom.

Commonly used in organic synthesis

This indicates that the compound is often used as a building block or reagent in the creation of other organic compounds.

Intermediate in the production of pharmaceuticals, agrochemicals, and other specialty chemicals

This indicates that the compound is often used as a step in the production of other chemicals, including drugs and pesticides.

Unique structure and properties

This highlights the distinctive features of the compound that make it valuable for industrial applications.

Proper handling and safety precautions

This is a reminder that, as with any chemical, care should be taken to handle the compound safely to prevent harm to people or the environment.

Upstream product

• 108-94-1 cyclohexanone 
• 38127-47-8 2-bromocyclohex-1-ene-1-carbaldehyde 
• 83043-84-9 1-Bromo-2-ethenylcyclohex-1-ene 

Downstream Products

• 1092542-47-6 C₁₆H₂₁BrO₂ 
• 1379675-00-9 C₁₉H₃₆OSi₂ 
• 1379674-71-1 tert-butyl(2-(2-ethynylcyclohex-1-enyl)ethoxy) dimethylsilane 
• 1450812-86-8 C₈H₁₄BrN 
• 1450812-85-7 C₈H₁₂BrN₃ 
• 1450812-84-6 C₈H₁₂Br₂ 
• 83043-81-6 12,20-trimethylene-10,14-retro-retinyl tert-butyldimethylsilyl ether 
• 83043-82-7 12,20-trimethylene-10,14-retro-retinol 
• 83043-83-8 1-bromo-2-(2-(tert-butyldimethylsilyloxy)ethyl)cyclohexene 

Relevant academic research and scientific papers

Synthesis of Cyclobutene-Fused Eight-Membered Carbocycles through Gold-Catalyzed Intramolecular Enyne [2+2] Cycloaddition

Cationic gold(I) complexes with hollow-shaped triethynylphosphine ligands efficiently catalyzed intramolecular [2+2] cycloaddition of 1,9-enynes to afford cyclobutene-fused eight-membered carbocycles that were difficult to synthesize by other catalytic systems. Various 1,9-enynes with carbon linkers with or without a fused ring underwent efficient [2+2] cycloaddition with 5 mol% of the Au catalyst bearing the triarylmethyl-end-capped triethynylphosphine in CH2Cl2 at rt in the presence of MS 4A as an additive. More challenging 1,9-enyne substrates with fully saturated acyclic carbon linkers underwent eight-membered ring formation at 60 °C in ClCH2CH2Cl in the absence of MS 4A, forming monocyclic 1,3-dienes as major products. (Figure presented.).

Formation of enehydrazine intermediates through coupling of phenylhydrazines with vinyl halides: Entry into the Fischer indole synthesis

Cut to the chase: Direct formation of an enehydrazine, an intermediate in the classic Fischer indole synthesis, solves the regioselectivity problem associated with indolization. This approach not only achieves selective synthesis of indoles through proper selection of the vinyl halide, but also leads to quick construction of desoxyeseroline and esermethole, as well as the key structural motif in the Akuammiline alkaloid vincorine. Copyright

Gold-catalyzed oxidative cyclizations of cis-3-En-1-ynes to form cyclopentenone derivatives

Golden tendencies: The title reaction for synthesizing cyclopentenone derivatives utilizes a gold complex and 8-methylquinoline oxide as the catalyst system (see scheme; IPr=1,3-bis(diisopropylphenyl)imidazol-2-ylidene). Such products are not attainable using diazocarbonyl reagents, as the gold carbenoids tend to react with C-H bonds. Copyright

12-s-Cis Conformationally Locked 11cis-Retinoids: A Delineation of the Thermal Requirements for -Sigmatropic Shifts and Electrocyclizations in the Vitamin A Series and Novel Spectral Properties

The thermally induced -sigmatropic rearrangement (69 deg C, 4 h) of the six-membered ring fused vinylallenol 5b, a process specific for preparing 11-cis-retinoids, afforded 24 (12percent) and the 12-s-cis-locked retinols 11-cis-7a (14percent), 11-cis