13004-06-3

Basic information

• Product Name: trans-4-tert-butylcyclohexylmethanol
• Synonyms: trans-4-tert-butylcyclohexylmethanol;4β-tert-Butyl-1α-cyclohexanemethanol;Einecs 235-843-5;4-tert-butylcyclohexylmethanol cis-4-tert-butylcyclohexylmethanol
• CAS NO: 13004-06-3
• Molecular Formula: C₁₁H₂₂O
• Molecular Weight: 170.29178
• EINECS: 235-843-5
• Mol File: 13004-06-3.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 227.5 °C at 760 mmHg
• Flash Point: 97.8 °C
• Appearance: /
• Density: 0.89 g/cm³
• CAS DataBase Reference: trans-4-tert-butylcyclohexylmethanol(CAS DataBase Reference)
• NIST Chemistry Reference: trans-4-tert-butylcyclohexylmethanol(13004-06-3)
• EPA Substance Registry System: trans-4-tert-butylcyclohexylmethanol(13004-06-3)

Safety Data

• Hazardous Substances Data: 13004-06-3(Hazardous Substances Data)

Usage

General Description

Trans-4-tert-butylcyclohexylmethanol, also known as TBCM, is a chemical compound with the molecular formula C12H24O. This colorless, viscous liquid is widely used as a fragrance ingredient and as a component in various industrial processes. TBCM is a chiral molecule, and its trans isomer is used in various applications. It is primarily utilized in the production of perfumes and as a fixative in fragrances due to its long-lasting and stable properties. Additionally, TBCM is used as a plasticizer in the manufacturing of plastics, and as a solvent for dyes and insecticides. Its unique chemical structure and versatile properties make it a valuable and multi-functional compound in the chemical industry.

InChI:InChI=1/C11H22O/c1-11(2,3)10-6-4-9(8-12)5-7-10/h9-10,12H,4-8H2,1-3H3

Upstream product

• 943-28-2 cis-4-t-butylcyclohexanecarboxylic acid 
• 7787-78-2 6-tert-Butyl-1-oxa-spiro[2.5]octane 
• 18881-26-0 (3r,6r)-6-(tert-butyl)-1-oxaspiro[2.5]octane 
• 85204-31-5 4-(tert-butyl)cyclohexylmethyl acetate 
• 108-05-4 vinyl acetate 
• 20691-53-6 (4-(tert-butyl)cyclohexyl)methanol 
• 126781-85-9 1-(tert-butyl)-4-(methoxymethylene)cyclohexane 
• 13294-73-0 1-tert-butyl-4-methylenecyclohexane 
• 2815-45-4 6-tert-butyl-1-oxaspiro[2.5]octane 
• 31970-06-6 4-t-butyl-1-nitrocyclohexane 
• 89023-71-2 trans-4-(tert-butyl)-1-nitrocyclohexylmethyl acetate 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 943-29-3 trans-4-(tert-butyl)cyclohexane-1-carboxylic acid 

Downstream Products

• 36293-52-4 trans-4-tert.-Butylcyclohexanmethyl-methansulfonat 
• 13004-07-4 Toluolsulfonsaeure-(4)- 
• 36293-59-1 cis-4-t-Butylcyclohexanmethyl-p-nitrobenzensulfonat 
• 17177-76-3 methyl esters of cis-4-tert-butylcyclohexanecarboxylic acid 
• 17177-75-2 methyl ester of trans-4-tert-butylcyclohexanecarboxylic acid 
• 15763-61-8 t-butyl-4 cyclohexanecarboxaldehyde cis 
• 36293-50-2 trans-4-t-butylcyclohexylmethyl bromide 
• 15763-62-9 trans-4-(tert-butyl)cyclohexane-1-carbaldehyde 
• 19461-34-8 cis-4-(tert-butyl)cyclohexylmethyl acetate 
• 19461-35-9 trans-4-(tert-butyl)cyclohexylmethyl acetate 
• 36293-49-9 cis-4-tert.-Butyl-cyclohexanmethylbromid 
• 36293-54-6 Phenyl-cis-4-tert.-butylcyclohexanmethylsulfid 
• 36293-47-7 Phenyl-cis-4-tert.-butylcyclohexanmethylsulfoxid 
• 36293-61-5 trans-4-tert.-Butyl-cyclohexanmethyl-tert.-butyl-aether 

Relevant articles and documents

Titanocenes as Photoredox Catalysts Using Green-Light Irradiation

Irradiation of Cp2TiCl2 with green light leads to electronically excited [Cp2TiCl2]*. This complex constitutes an efficient photoredox catalyst for the reduction of epoxides and for 5-exo cyclizations of suitably unsaturated epoxides. To the best of our knowledge, our system is the first example of a molecular titanium photoredox catalyst.

Directed metal (oxo) aliphatic C-H hydroxylations: Overriding substrate bias

The first general strategy for a directing effect on metal (oxo)-promoted C-H hydroxylations is described. Carboxylic acid moieties on the substrate overcome unfavorable electronic, steric, and stereoelectronic biases in C-H hydroxylations catalyzed by the non-heme iron complex Fe(PDP). In a demonstration of the power of this directing effect, C-H oxidation is diverted away from an electronically favored C-1 H abstraction/rearrangement pathway in the paclitaxel framework to enable installation of C-2 oxidation in the naturally occurring oxidation state and stereoconfiguration.

Axial and equatorial cyclohexylacyl and tetrahydropyranyl-2-acyl radicals. An experimental and theoretical study

(Chemical Equation Presented) Axial and equatorial cyclohexylacyl and tetrahydropyranyl-2-acyl radicals gave distinct EPR spectra thanks to surprisingly large β-hydrogen atom hyperfine splittings that enabled them to be characterized and monitored. DFT computations indicated that the axial species (X = CH2) had a higher barrier to rotation about the (O)Cα-Cα bond. The computed difference ΔH° for the axial and equatorial radicals (R = H, X = CH2) was 0.8 kcal mol -1.