24682-42-6

Basic information

• Product Name: Cyclohexaneethanol, 2-hydroxy-
• CAS NO: 24682-42-6
• Molecular Formula: C8H16O2
• Molecular Weight: 144.214
• Mol File: 24682-42-6.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Cyclohexaneethanol, 2-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexaneethanol, 2-hydroxy-(24682-42-6)
• EPA Substance Registry System: Cyclohexaneethanol, 2-hydroxy-(24682-42-6)

Safety Data

• Hazardous Substances Data: 24682-42-6(Hazardous Substances Data)

Upstream product

• 51534-73-7 2-(2-oxocyclohexyl)acetaldehyde 
• 6051-03-2 cis-hexahydrobenzofuran-2(3H)-one 
• 134108-73-9 trans 2-vinyl cyclohexan-1-ol 
• 24731-17-7 ethyl 2-(2-oxocyclohexyl)acetate 
• 10198-33-1 (+/-)-2-(2'-acetoxyethyl)cyclohexanone 

Downstream Products

• 82725-62-0 1-(2-Benzyloxyethyl)cyclohexene 
• 82725-71-1 <2-(2)H>-2-(2-Benzoyloxyethyl)cyclohexanone 
• 82725-64-2 trans-<2-(2)H>-2-(2-Hydroxyethyl)cyclohexanol 
• 82725-64-2 cis-<2-(2)H>-2-(2-Hydroxyethyl)cyclohexanol 
• 82725-63-1 cis-<2-(2)H>-2-(2-Benzyloxyethyl)cyclohexanol 
• 82725-63-1 trans-<2-(2)H>-2-(2-Benzyloxyethyl)cyclohexanol 
• 1497405-26-1 2-(2-((triisopropylsilyl)oxy)ethyl)cyclohexanone 
• 1497405-33-0 C₁₇H₃₆O₂Si 
• 24682-53-9 1-amino-1-(hydroxyethyl)cyclohexane 
• 24682-51-7 1-<2-Hydroxy-aethyl>-1-phenylacetaamino-cyclohexan 
• 141923-58-2 2,2-Dimethyl-propionic acid 2-(2-hydroxy-ethyl)-cyclohexyl ester 
• 141923-57-1 2,2-Dimethyl-propionic acid 2-(2-hydroxy-cyclohexyl)-ethyl ester 
• 82725-99-3 (1S,2S)-2-(2-Benzyloxy-ethyl)-cyclohexanol 
• 6051-03-2 hexahydro-3H-benzofuran-2-one 

Relevant articles and documents

Applying the Bent Bond/Antiperiplanar Hypothesis to the Stereoselective Glycosylation of Bicyclic Furanosides

The glycosylation stereoselectivities for a series of bicyclic furanoside models have been carried out in the presence of weak nucleophiles. These results were analyzed through the bent bond/antiperiplanar hypothesis (BBAH) orbital model to test its validity. According to the BBAH, incoming nucleophiles displace one of the two bent bonds of bicyclic oxocarbenium ion intermediates in an antiperiplanar fashion. The glycosylation stereoselectivity is then governed by the displacement of the weaker bent bond as determined by the presence of electron-withdrawing or -donating substituents at C2. Overall, the BBAH analysis expands Woerpel's "inside/outside attack" glycosylation model by considering the stereoelectronic influence of neighboring electron-withdrawing and -donating groups on the nucleophilic addition to oxocarbenium ion intermediates.

Versatile access to chiral indolines by catalytic asymmetric fischer indolization

"Fisching" for complexity: The chiral Bronsted acid (R)-STRIP catalyzes the asymmetric Fischer indolization of a range of monosubstituted cyclopentanones and cyclohexanones to give chiral fused indolines bearing a quaternary stereogenic center at the 3-position. The method has been extended to include substrates bearing a tethered nucleophile, thus allowing for enantioselective indolization/ring-closing cascades to complex propellanes featuring two vicinal quaternary stereocenters. Copyright

Unique Synthetic Utility of BF3*OEt2 in the Highly Diastereoselective Reduction of Hydroxy Carbonyl and Dicarbonyl Substrates

. A new aspect of commonly used BF3*OEt2 has been illuminated by successfully demonstrating the unique but highly stereoselective reactions of hydroxy carbonyl and dicarbonyl substrates. For example, treatment of γ-hydroxy ketone 1c with BF2*OEt2/Bu3SnH in CH2Cl2 at -78 to -40 deg C afforded the corresponding 1,4-diol 2c with virtually complete diastereoselection, while use of TiCl4 as a Lewis acid under similar reaction conditions caused a total lack of diol yield and selectivity (17%; 2c/3c = 1.2:1), accompanied by a significant formation of 2,3-disubstituted tetrahydrofuran 4 (44%).