6286-43-7

Basic information

• Product Name: 1,2,3-CYCLOHEXANETRIOL
• Synonyms: HEXAHYDROPYROGALLOL;1,2,3-CYCLOHEXANETRIOL;PYROGALLITOL;1,2,3-Cyclohexanetriol (cis- and trans- mixture);Cyclohexanetriol;1,2,3-CYCLOHEXANETRIOL (CIS+TRANS);Hexahydropyrogallol Pyrogallitol;1,2,3-Cyclohexanetriol
• CAS NO: 6286-43-7
• Molecular Formula: C₆H₁₂O₃
• Molecular Weight: 132.16
• Mol File: 6286-43-7.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 225.645 °C at 760 mmHg
• Flash Point: 105.596 °C
• Appearance: /
• Density: 1.357 g/cm³
• Vapor Pressure: 0.017mmHg at 25°C
• Refractive Index: 1.58
• CAS DataBase Reference: 1,2,3-CYCLOHEXANETRIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3-CYCLOHEXANETRIOL(6286-43-7)
• EPA Substance Registry System: 1,2,3-CYCLOHEXANETRIOL(6286-43-7)

Safety Data

• Hazardous Substances Data: 6286-43-7(Hazardous Substances Data)

Usage

General Description

1,2,3-Cyclohexanetriol, also known as 1,2,3-trihydroxycyclohexane, is a compound with the molecular formula C6H12O3. It is a colorless, crystalline solid that is soluble in water and commonly used in the production of pharmaceuticals, fragrances, and other organic compounds. This chemical is a polyol, meaning it contains multiple hydroxyl groups, which makes it a versatile ingredient for various industrial applications, such as the synthesis of resins and plastics. In addition, 1,2,3-Cyclohexanetriol is also used in organic chemistry as a building block for the preparation of other complex compounds. However, it is important to handle this chemical with caution, as it can be harmful if ingested or inhaled, and may cause irritation to the skin and eyes.

InChI:InChI=1/C6H12O3/c7-4-2-1-3-5(8)6(4)9/h4-9H,1-3H2

Upstream product

• 87-66-1 2-hydroxyresorcinol 
• 90399-57-8 C₁₂H₁₄O₆ 
• 64-17-5 ethanol 
• 7732-18-5 water 
• 4845-05-0 cyclohex-2-enyl hydroperoxide 
• 4337-36-4 2,3-dihydroxy-cyclohex-2-enone 
• 822-67-3 Cyclohex-2-enol 
• 110-83-8 cyclohexene 
• 124-38-9 carbon dioxide 
• 2699-13-0 3-methoxycyclohexene 
• 930-68-7 cyclohexenone 
• 7664-93-9 sulfuric acid 
• 1192-78-5 2,3-epoxycyclohexanol 
• 93-59-4 Perbenzoic acid 

Downstream Products

• 111-30-8 Glutaraldehyde 
• 13302-89-1 (+/-)-1r,2,3t-tris-benzoyloxy-cyclohexane 
• 62365-17-7 cyclohexane-1,2,3-triol triacetate 

Relevant articles and documents

Molybdenum-catalyzed diastereoselective anti-dihydroxylation of secondary allylic alcohols

In this protocol, we report a Mo-catalyzed anti-dihydroxylation of secondary allylic alcohols, providing a general method for the preparation of 1,2,3-triols bearing up to three continuous stereocenters with excellent diastereocontrol. The mechanistic studies reveal that this dihydroxylation reaction consists of two steps and up to excellent diastereomeric ratios of the final triol products can be achieved due to the high level of both diastereocontrol in the initial epoxidation and regiocontrol in the following hydrolysis in situ.

Molybdenum-Catalyzed Hydroxyl-Directed Anti-Dihydroxylation of Allylic and Homoallylic Alcohols

A catalytic hydroxyl-directed anti-dihydroxylation of allylic and homoallylic alcohols has been developed. This operationally simple method was successfully applied to the direct anti-monodihydroxylation of allylic alcohols containing at least one distal olefinic unit. Under the catalysis of commercially available MoO2(acac)2, an array of hydroxylated dienes were successfully converted into various 1,2,3-triols using hydrogen peroxide as an environmentally benign oxidant under aerobic conditions, notably, in complete regioselectivities and in the most cases in diastereospecific pathway.

One-pot synthesis of 1,2,3-triols from allylic hydroperoxides and a catalytic amount of OsO4 in aqueous acetone

Allylic hydroperoxides were converted into the corresponding triols in the presence of a catalytic amount of OsO4. The present reaction involves regeneration of active osmium species by the hydroperoxide functionality and occurs in a diastereoselective manner to form triols in high yields. A plausible mechanism for the formation of 1,2,3-triols from allylic hydroperoxide is presented.