2888-11-1

Basic information

• Product Name: 1,1'-DIHYDROXYBICYCLOHEXYL
• Synonyms: 1,1'-DIHYDROXYBICYCLOHEXYL;1,1'-bi(cyclohexyl)-1,1'-diol;1-(1-hydroxycyclohexyl)cyclohexan-1-ol
• CAS NO: 2888-11-1
• Molecular Formula: C₁₂H₂₂O₂
• Molecular Weight: 198.3
• Mol File: 2888-11-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,1'-DIHYDROXYBICYCLOHEXYL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-DIHYDROXYBICYCLOHEXYL(2888-11-1)
• EPA Substance Registry System: 1,1'-DIHYDROXYBICYCLOHEXYL(2888-11-1)

Safety Data

• Hazardous Substances Data: 2888-11-1(Hazardous Substances Data)

Usage

Molecular Weight

198.3 g/mol

Appearance

Colorless to light yellow liquid

Density

1.07 g/cm3

Boiling Point

294°C

Melting Point

40°C

Solubility

Soluble in most organic solvents, slightly soluble in water

Chemical Resistance

High resistance to acids, bases, and solvents

Thermal Stability

Stable up to 200°C

Applications

1. Monomers in the production of polymers and resins
2. Synthesis of epoxy resins for adhesives, coatings, and composites
3. Building block for specialty resins and surface coatings
4. Component in the manufacturing of durable and high-performance materials
5. Used in industrial and consumer products due to its versatile properties

Upstream product

• 108-94-1 cyclohexanone 
• 29943-42-8 Tetrahydro-4H-pyran-4-one 
• 75-09-2 dichloromethane 
• 3395-91-3 Methyl 3-bromopropionate 
• 125816-34-4 1-chloro-3,3,4,4,5-pentamethyl-2-oxa-3-silahexane 
• 106-93-4 ethylene dibromide 
• 120-92-3 cyclopentanone 
• 74-95-3 1,1-dibromomethane 
• 502-42-1 cycloheptanone 
• 591-50-4 iodobenzene 
• 556-56-9 allyl iodid 
• 75-03-6 ethyl iodide 
• 74-88-4 methyl iodide 
• 106-95-6 allyl bromide 

Downstream Products

• 1128-65-0 [1,1']bicyclohexyl-1,1'-diene 
• 4728-90-9 spiro[5.6]dodecan-7-one 
• 87122-14-3 13,15-Dioxa-dispiro[5.0.5.3]pentadecan-14-one 
• 90-42-6 d,l-2-cyclohexylcyclohexanone 
• 73223-34-4 1-Cyclohex-1-enyl-cycloheptene 
• 108-94-1 cyclohexanone 
• 91328-26-6 2-acetonyl-2-hydroxy-4,4:5,5-bis(pentamethylene)-1,3-dioxolane 
• 91328-27-7 2-acetonylidene-4,4:5,5-bis(pentamethylene)-1,3-dioxolane 
• 67-64-1 acetone 
• 124-04-9 Adipic acid 
• 31991-64-7 1,2,3,4,5,6,7,8,8a,8b,14a,14b-dodecahydro-benzo[b]triphenylene-9,14-dione 
• 33283-44-2 9,12-dioxo-(8arH,8bcH,12acH,12bcH)-1,2,3,4,5,6,7,8,8a,8b,9,12,12a,12b-tetradecahydro-triphenylene 
• 1031-13-6 5-phenyl-5H-dibenzophosphole-5-oxide 
• 1031-12-5 5-phenyl-2,3,4,4a,5,5a,6,7,8,9-decahydro-1H-benzo[b]phosphindole 5-oxide 

Relevant articles and documents

Renewable high-density spiro-fuels from lignocellulose-derived cyclic ketones

Renewable high-density spiro-fuels are synthesized from lignocellulose-derived cyclic ketones for the first time, which show higher density, higher neat heat of combustion and lower freezing point compared with other biofuels synthesized from the same feedstock, and thus represent a new type of renewable high-density fuel attractive for practical applications.

MeOH or H2O as efficient additive to switch the reactivity of allylSmBr towards carbonyl compounds

A variety of carbonyl compounds were treated by allylSmBr (allylSmBr) with MeOH as the cosolvent to have further insights on the previously reported reductive coupling of aryl ketones mediated by Sm/alkyl halide/MeOH. The results demonstrate that the real reducing species in Sm/alkyl halide/MeOH system should be allylSmBr, and MeOH has elegantly switched the reactivity of allylSmBr from being nucleophilic to being good reductive coupling reagent. Besides, H2O was also found to be a useful additive to realize the pinacol coupling of aliphatic aldehydes and ketones promoted by allylSmBr.

Use of electrochemistry to provide efficient SmI2 catalytic system for coupling reactions.

Samarium metal has been used for the first time as electrode material to perform as an efficient and versatile SmI2 catalytic system assisted by electrochemistry. The established electrocatalytic procedure that excludes any metal additives was successfully applied in various transformations mediated by this useful reagent.

Samarium/N-bromosuccinimide-induced reductive dimerization of carbonyl compounds

Stereoselective reductive coupling of carbonyl compounds has been achieved using samarium/N-bromosuccinimide in methanol. The combination of these agents has proved a powerful addition to the arsenal of samarium-based reductants currently utilized.

Study of I-strain relief in the intermediate when forming spiro ketones from unsymmetrical cycloalkylidenecycloalkanes, their dibromides, and their pinacols

Three unsymmetrical intercyclic olefins, their dibromides, and their pinacols were prepared, each so the two carbons involved at the functional group were part of a different sized ring. The pinacols were reacted with 25% sulfuric acid and with boron trif

Dichloromethane as a source of the CH22-synthon: A combination of an arene-catalysed lithiation and a barbier-type reaction

The reaction of dichloromethane 1 with an excess of lithium powder (1:7 molar ratio) and catalytic amount of 4,4'-di-tert-butylbiphenyl (5 mol %) in the presence of a carbonyl compound 2 (1:2 molar ratio) in tetrahydrofuran at -40°C yields, after hydrolysis, the corresponding 1,3-diols 3 in moderate yields. The process can be also applied to more complicated gem-dichloro derivatives such as 7,7-dichlorobicyclo[4.1.0]heptane 6 or methyl dichloromethyl ether 9.

Preparation of Monosilyl Ethers of Vicinal Diols

Monosilyl-protected vicinal diols can be prepared by lithiation of silyl derivatives of α-hydroxyalkylstannanes and subsequent addition to carbonyl compounds.Concurrent reaction of the lithium species initially formed is a reverse Brook rearrangement to yield α-hydroxyalkylsilanes.Alternatively, the monosilyl protected diols were prepared by a samarium(II) iodide mediated Barbier type reaction between α-haloalkoxysilanes and carbonyl compounds.

Samarium diiodide promoted spirolactonization of cycloalkanones

Reaction of cycloalkanones with methyl 3-bromopropionate and SmI2 afforded formation of spiroanellated γ-lactones, pinacols and unprecedented 3-(1-hydroxycycloalkyl)-1-oxaspiro[n,m]alkan-2-ones.

TiCl4/Mg/BrCH2CH2Br Reagent System: A 1,2-Diorganometallic Equivalent

1,2-Diorganometallic species generated utilizing the TiCl4/Mg/BrCH2CH2/Br reagent system reacts with ketones to give the corresponding 1,4-diols and/or 1,2-diols in moderate yields.

ORGANOCERIUM REAGENTS FROM IODINE ACTIVATED CERIUM METAL AND ORGANIC IODIDES: THEIR REACTIONS WITH CARBONYL COMPOUNDS

Cerium metal activated by a trace of iodine reacted smoothly with alkyl, allyl, and aryl iodides to give the corresponding organocerium reagents.The reaction of the organocerium reagents thus prepared in situ with carbonyl compounds gave not only Grignard-type adducts but also reduction and reductive coupling products.