822-66-2

Basic information

• Product Name: 1-HYDROXY-3-CYCLOHEXENE
• Synonyms: 3-CYCLOHEXEN-1-OL;1-HYDROXY-3-CYCLOHEXENE;3-Cyclohexanol;1-Cyclohexene-4-ol;Cyclohex-1-en-4-ol;Cyclohex-3-en-1-ol;Cyclohex-3-enol
• CAS NO: 822-66-2
• Molecular Formula: C₆H₁₀O
• Molecular Weight: 98.14
• Mol File: 822-66-2.mol
• Article Data: 43

Chemical Properties

• Boiling Point: 164°C (estimate)
• Flash Point: 53.4 °C
• Appearance: /
• Density: 0.9845
• Vapor Pressure: 0.662mmHg at 25°C
• Refractive Index: 1.4851
• Storage Temp.: 2-8°C
• PKA: 15.00±0.20(Predicted)
• CAS DataBase Reference: 1-HYDROXY-3-CYCLOHEXENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-HYDROXY-3-CYCLOHEXENE(822-66-2)
• EPA Substance Registry System: 1-HYDROXY-3-CYCLOHEXENE(822-66-2)

Safety Data

• Hazardous Substances Data: 822-66-2(Hazardous Substances Data)

Usage

General Description

1-Hydroxy-3-cyclohexene is a chemical compound with the molecular formula C6H10O. It is a colorless, flammable liquid that is insoluble in water but soluble in organic solvents. 1-Hydroxy-3-cyclohexene is primarily used as a synthetic intermediate in the production of pharmaceuticals and specialty chemicals. It can also be used as a reagent in organic synthesis reactions. The compound is known to undergo dehydration to form cyclohex-3-en-1-one, which is a key reaction in its industrial applications. Additionally, 1-Hydroxy-3-cyclohexene has been studied for its potential antifungal and antibacterial properties, making it a compound of interest in the development of new bioactive molecules.

InChI:InChI=1/C6H10O/c7-6-4-2-1-3-5-6/h1-2,6-7H,3-5H2

Upstream product

• 10437-78-2 3-cyclohexen-1-yl acetate 
• 504-01-8 cyclohexane-1,3-diol 
• 556-48-9 1,4-Cyclohexanediol 
• 931-71-5 cis-1,4-cyclohexanediol 
• 30485-71-3 4-chlorocyclohexanol 
• 1165952-92-0 cyclohexa-1,4-diene 
• 930-68-7 cyclohexenone 
• 108-43-0 3-monochlorophenol 
• 4096-34-8 cyclohex-3-enone 
• 95-57-8 2-monochlorophenol 
• 1165952-91-9 cyclohexa-1,3-diene 
• 106-48-9 4-chloro-phenol 
• 110-83-8 cyclohexene 
• 127-08-2 potassium acetate 

Downstream Products

• 930-68-7 cyclohexenone 
• 4096-34-8 cyclohex-3-enone 
• 13314-31-3 (+/-)-(1R,2R,4R)-cyclohexane-1,2,4-triol 
• 13314-31-3 (+/-)-(1R,2R,4S)-cyclohexane-1,2,4-triol 
• 13314-31-3 (+/-)-all-cis-cyclohexane-1,2,4-triol 
• 13314-31-3 1,2-syn-4-anti-cyclohexanetriol 
• 100724-72-9 3,5-dinitro-benzoic acid cyclohex-3-enyl ester 
• 10437-78-2 3-cyclohexen-1-yl acetate 
• 89373-42-2 4-methoxy-d3-cyclohexene 
• 2461-22-5 trans-1,2-epoxy-4-hydroxycyclohexane 
• 2461-22-5 (1SR,3SR,6RS)-7-oxabicyclo[4.1.0]heptan-3-ol 
• 108-94-1 cyclohexanone 
• 108-93-0 cyclohexanol 
• 117918-43-1 4-<(tert-Butyldiphenylsilyl)oxy>cyclohexene 

Relevant articles and documents

Photoredox/Cobalt Dual-Catalyzed Decarboxylative Elimination of Carboxylic Acids: Development and Mechanistic Insight

Recently, dual-catalytic strategies towards the decarboxylative elimination of carboxylic acids have gained attention. Our lab previously reported a photoredox/cobaloxime dual catalytic method that allows the synthesis of enamides and enecarbamates directly from N-acyl amino acids and avoids the use of any stoichiometric reagents. Further development, detailed herein, has improved upon this transformation's utility and further experimentation has provided new insights into the reaction mechanism. These new developments and insights are anticipated to aid in the expansion of photoredox/cobalt dual-catalytic systems.

Ru-Photoredox-Catalyzed Decarboxylative Oxygenation of Aliphatic Carboxylic Acids through N-(acyloxy)phthalimide

Decarboxylative aminoxylation of aliphatic carboxylic acid derivatives with (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO) in the presence of ruthenium photoredox catalysis is reported. The key transformation entails a highly efficient photoredox catalytic cycle using Hantzsch ester as a reductant. The ensuing alkoxyamine can be readily converted to the corresponding alcohol in one pot, representing an alternative approach to access aliphatic alcohols under photoredox conditions.

Highly Enantioselective Construction of Hajos-Wiechert Ketone Skeletons via an Organocatalytic Vinylogous Michael/Stetter Relay Sequence

A highly enantioselective supramolecular iminium-catalyzed vinylogous Michael addition/Stetter relay sequence has been developed. This transformation provided a series of Hajos-Wiechert-type fused bicyclic diones with three continuous stereogenic centers in good yields with excellent enantioselectivities. The obtained products can be easily transformed into other structures with potential synthetic value.