4453-82-1

Basic information

• Product Name: DICYCLOHEXYLMETHANOL
• Synonyms: Cyclohexanemethanol, alpha-cyclohexyl-;DICYCLOHEXYLMETHANOL;DICYCLOHEXYLCARBINOL;alpha-cyclohexylcyclohexanemethanol;Dicyclohexylmethanol,98%;α-Cyclohexylcyclohexanemethanol;Dicyclhexylmethanol
• CAS NO: 4453-82-1
• Molecular Formula: C₁₃H₂₄O
• Molecular Weight: 196.33
• EINECS: 224-695-7
• Mol File: 4453-82-1.mol
• Article Data: 24

Chemical Properties

• Melting Point: 58-64 °C(lit.)
• Boiling Point: 154 °C12 mm Hg(lit.)
• Flash Point: 153-155°C/12mm
• Appearance: /
• Density: 0.8924 (rough estimate)
• Vapor Pressure: 0.000894mmHg at 25°C
• Refractive Index: 1.4790 (estimate)
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: methanol: 0.1 g/mL, clear
• PKA: 15.17±0.20(Predicted)
• BRN: 1926669
• CAS DataBase Reference: DICYCLOHEXYLMETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: DICYCLOHEXYLMETHANOL(4453-82-1)
• EPA Substance Registry System: DICYCLOHEXYLMETHANOL(4453-82-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 4453-82-1(Hazardous Substances Data)

Usage

Description

Dicyclohexylmethanol, also known as DCHM, is an organic compound with the chemical formula C13H24O. It is a colorless to pale yellow liquid with a mild odor and is commonly used as a reagent in the chemical industry. Its molecular structure consists of two cyclohexyl groups attached to a central methanol group, which provides it with unique properties and makes it suitable for various applications.

Uses

Used in Chemical Synthesis:
Dicyclohexylmethanol is used as a reagent for the synthetic preparation of cyclohexane derivatives. Its unique molecular structure allows it to act as an intermediate in the synthesis of various organic compounds, particularly those with cyclohexane rings. This makes it a valuable component in the production of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, dicyclohexylmethanol is used as a building block for the synthesis of various drug molecules. Its ability to form cyclohexane derivatives makes it a key component in the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
Dicyclohexylmethanol is also utilized in the agrochemical industry for the synthesis of compounds with pesticidal, herbicidal, or fungicidal properties. Its role in creating cyclohexane derivatives contributes to the development of more effective and targeted agrochemicals.
Used in Specialty Chemicals:
In the specialty chemicals sector, dicyclohexylmethanol is employed in the production of various compounds with specific applications, such as additives, coatings, and adhesives. Its versatility as a reagent allows for the creation of tailored products with desired properties for specific industries.

InChI:InChI=1/C13H24O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h11-14H,1-10H2

Upstream product

• 119-61-9 benzophenone 
• 91-01-0 1,1-Diphenylmethanol 
• 107-31-3 Methyl formate 
• 931-51-1 cyclohexylmagnesiumchloride 
• 119-60-8 dicyclohexyl ketone 
• 555-31-7 aluminum isopropoxide 
• 67-63-0 isopropyl alcohol 
• 75-44-5 phosgene 
• 108-88-3 toluene 
• 931-50-0 cyclohexylmagnesium bromide 
• 3289-28-9 ethyl cyclohexanecarboxylate 
• 109-94-4 formic acid ethyl ester 
• 3561-67-9 bis(phenylthio)methane 
• 110-83-8 cyclohexene 

Downstream Products

• 119-60-8 dicyclohexyl ketone 
• 73758-17-5 B(O-dicyclohexylcarbinyl)3 
• 99916-58-2 α-<2-Dimethylamino-aethoxy>-perhydrobenzhydrol 
• 102457-03-4 6-methyl-1-oxa-6-aza-spiro[2.5]octane-2-carboxylic acid dicyclohexylmethyl ester 
• 114740-12-4 8-methyl-spiro[8-aza-bicyclo[3.2.1]octane-3,2'-oxirane]-3'-carboxylic acid dicyclohexylmethyl ester 
• 7738-70-7 Dicyclohexylmethoxycarbonyl-glycinaethylester 
• 259250-83-4 Dicyclohexylmethyl 4-cyclohexylidene-3-oxobutanoate 
• 27428-33-7 (cyclohexylidenemethyl)cyclohexane 
• 442533-05-3 dicyclohexylmethoxyallyl ether 
• 3539-26-2 C₁₄H₂₃ClO₂ 
• 442533-07-5 3-(dicyclohexylmethyl)oxy-1-iodopropane 
• 442533-06-4 3-(dicyclohexylmethyl)oxypropan-1-ol 
• 259250-87-8 Dicyclohexylmethyl 4-cyclohexylidene-2-diazo-3-oxobutanoate 

Relevant articles and documents

COMPOUNDS HAVING A FUNGICIDAL ACTIVITY, THEIR AGRONOMIC COMPOSITIONS AND USE THEREOF FOR THE CONTROL OF PHYTOPATHOGENIC FUNGI

Compounds having general formula (I) with a high fungicidal activity are described, and their use for the control of phytopathogenic fungi of important agricultural crops.

Kinetic resolution of racemic allylic alcoholsviairidium-catalyzed asymmetric hydrogenation: scope, synthetic applications and insight into the origin of selectivity

Asymmetric hydrogenation is one of the most commonly used tools in organic synthesis, whereas, kinetic resolutionviaasymmetric hydrogenation is less developed. Herein, we describe the first iridium catalyzed kinetic resolution of a wide range of trisubstituted secondary and tertiary allylic alcohols. Large selectivity factors were observed in most cases (sup to 211), providing the unreacted starting materials in good yield with high levels of enantiopurity (ee up to >99%). The utility of this method is highlighted in the enantioselective formal synthesis of some bioactive natural products including pumiliotoxin A, inthomycin A and B. DFT studies and a selectivity model concerning the origin of selectivity are presented.

Selective Hydrogenation and Hydrodeoxygenation of Aromatic Ketones to Cyclohexane Derivatives Using a Rh&at;SILP Catalyst

Rhodium nanoparticles immobilized on an acid-free triphenylphosphonium-based supported ionic liquid phase (Rh&at;SILP(Ph3-P-NTf2)) enabled the selective hydrogenation and hydrodeoxygenation of aromatic ketones. The flexible molecular approach used to assemble the individual catalyst components (SiO2, ionic liquid, nanoparticles) led to outstanding catalytic properties. In particular, intimate contact between the nanoparticles and the phosphonium ionic liquid is required for the deoxygenation reactivity. The Rh&at;SILP(Ph3-P-NTf2) catalyst was active for the hydrodeoxygenation of benzylic ketones under mild conditions, and the product distribution for non-benzylic ketones was controlled with high selectivity between the hydrogenated (alcohol) and hydrodeoxygenated (alkane) products by adjusting the reaction temperature. The versatile Rh&at;SILP(Ph3-P-NTf2) catalyst opens the way to the production of a wide range of high-value cyclohexane derivatives by the hydrogenation and/or hydrodeoxygenation of Friedel–Crafts acylation products and lignin-derived aromatic ketones.