1821-24-5

Basic information

• Product Name: 1-(p-Tolyl)cyclohexanol
• Synonyms: 1-(p-Tolyl)cyclohexanol
• CAS NO: 1821-24-5
• Molecular Formula: C₁₃H₁₈O
• Molecular Weight: 0
• Mol File: 1821-24-5.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 314.5°C at 760 mmHg
• Flash Point: 122.5°C
• Appearance: /
• Density: 1.043g/cm³
• Vapor Pressure: 0.000196mmHg at 25°C
• Refractive Index: 1.554
• CAS DataBase Reference: 1-(p-Tolyl)cyclohexanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(p-Tolyl)cyclohexanol(1821-24-5)
• EPA Substance Registry System: 1-(p-Tolyl)cyclohexanol(1821-24-5)

Safety Data

• Hazardous Substances Data: 1821-24-5(Hazardous Substances Data)

Usage

General Description

1-(p-Tolyl)cyclohexanol, also known as p-Tolylcyclohexanol, is a chemical compound with the molecular formula C13H18O. It is a colorless to light yellow liquid with a floral, rose-like odor. This chemical is often used as a fragrance ingredient in the manufacturing of perfumes and personal care products. It is also used as a solvent and as an intermediate in the synthesis of other chemicals. Additionally, 1-(p-Tolyl)cyclohexanol has potential applications in pharmaceutical and pharmaceutical intermediates, as well as in the production of flavors and fragrances. Overall, it is a versatile chemical with various industrial and commercial uses.

InChI:InChI=1/C13H18O/c1-11-5-7-12(8-6-11)13(14)9-3-2-4-10-13/h5-8,14H,2-4,9-10H2,1H3

Upstream product

• 108-94-1 cyclohexanone 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 95-46-5 2-methylphenyl bromide 
• 5720-05-8 4-methylphenylboronic acid 
• 624-31-7 4-tolyl iodide 
• 106-43-4 para-chlorotoluene 
• 7732-18-5 water 
• 106-38-7 para-bromotoluene 

Downstream Products

• 1821-23-4 1-cyclohex-1-enyl-4-methylbenzene 
• 644-08-6 4-Methylbiphenyl 
• 6330-12-7 3-(4-methylphenyl)cyclohex-2-enone 
• 188973-49-1 6-bromo-1-(4-methylphenyl)hexan-1-one 
• 7583-80-4 1-(4-methylphenyl)-1,2-epoxycyclohexane 
• 1372710-28-5 1-(2-hydroxy-1-p-tolyl-cyclohexyl)-piperidine-4-ol 
• 1372710-18-3 2-bromo-1-p-tolylcyclohexanol 
• 17797-15-8 1-(p-Tolyl)-cyclohexylamin 
• 117421-45-1 Methanesulfonic acid (1R,2R)-1,2-dimethyl-2-p-tolyl-cyclopentylmethyl ester 
• 100847-88-9 ethyl 6-hydroxy-6-p-tolylheptanoate 
• 51941-56-1 ethyl cis-1,2-dimethyl-2-(4-methylphenyl)cyclopentanecarboxylate 
• 100847-87-8 ethyl 6-oxo-6-p-tolylhexanoate 
• 100847-92-5 ethyl 5-methyl-p-tolylcyclopent-1-ene-1-carboxylate 
• 117421-39-3 ethyl 6-p-tolyl-2,5-heptadienoate 

Relevant articles and documents

Halogen-Lithium Exchange of Sensitive (Hetero)aromatic Halides under Barbier Conditions in a Continuous Flow Set-Up

A halogen-lithium exchange reaction of (hetero)aromatic halides performed in the presence of various electrophiles such as aldehydes, ketones, Weinreb amides, and imines using BuLi as exchange reagent and a commercially available flow set-up is reported. The organolithiums generated in situ were instantaneously trapped with various electrophiles (Barbier conditions) resulting in the formation of polyfunctional (hetero)arenes. This method enables the functionalization of (hetero)arenes containing highly sensitive functional groups such as esters, which are not tolerated in batch conditions.

Samarium-based Grignard-type addition of organohalides to carbonyl compounds under catalysis of CuI

Grignard-type additions were readily achieved under the mediation of CuI (10 mol%) and samarium (2 equiv.) by employing various organohalides,e.g.benzyl, aryl, heterocyclic and aliphatic halides (Cl, Br or I), and diverse carbonyl compounds (e.g.carbonic esters, carboxylic esters, acid anhydrides, acyl chlorides, ketones, aldehydes, propylene epoxides and formamides) to afford alcohols, ketones and aldehydes, respectively, with high efficiency and chemoselectivity, in which the organosamarium intermediate might be involved.

The Barbier-Grignard-Type Arylation of Ketones and Unexpected Cross-Coupling of Phenolic Ketones using Unactivated Aryl Bromides

A novel, highly versatile and efficient method has been developed for the Barbier-Grignard-type arylation of ketones and an unexpected cross-coupling of phenolic ketones was observed using unactivated bromides and magnesium in tetrahydrofuran/toluene at 96°C promoted by multicatalysts of cupric bromide (15 mol%), bismuth chloride (5 mol%) and silver bromide (10 mol%). The substituent and electronic effects on the reaction have been discussed. High yields of arylation and cross-coupling have been attained under mild conditions. A novel reasonable mechanism involving a quinone intermediate is proposed. The high chemical selectivity in the cross-coupling to the hydroxy group of phenolic ketones should help ketones find new applications.