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

• 18881-26-0 (3r,6r)-6-(tert-butyl)-1-oxaspiro[2.5]octane 
• 126781-85-9 1-(tert-butyl)-4-(methoxymethylene)cyclohexane 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 7214-35-9 Ethyl trans-4-tert-butylcyclohexanecarboxylate 
• 7787-78-2 6-tert-Butyl-1-oxa-spiro[2.5]octane 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 13294-73-0 1-tert-butyl-4-methylenecyclohexane 
• 7214-36-0 Ethyl cis-4-tert-butylcyclohexanecarboxylate 
• 943-28-2 cis-4-t-butylcyclohexanecarboxylic acid 
• 89023-71-2 trans-4-(tert-butyl)-1-nitrocyclohexylmethyl acetate 
• 31970-06-6 4-t-butyl-1-nitrocyclohexane 
• 2815-45-4 6-tert-butyl-1-oxaspiro[2.5]octane 
• 85204-31-5 4-(tert-butyl)cyclohexylmethyl acetate 
• 108-05-4 vinyl acetate 

Downstream Products

• 36293-52-4 trans-4-tert.-Butylcyclohexanmethyl-methansulfonat 
• 13004-07-4 Toluolsulfonsaeure-(4)- 
• 10601-40-8 Toluolsulfonsaeure-(4)- 
• 31499-51-1 cis-8-tert-butyl-1-oxaspiro[4.5]decan-2-one 
• 31610-67-0 trans-8-(tert-butyl)-1-oxaspiro[4.5]decan-2-one 
• 1380424-74-7 3-[(1s,4s)-4-(tert-butyl)cyclohexyl]propanoic acid 
• 63724-09-4 4-(t-butyl)vinylcyclohexane 
• 1380424-73-6 C₁₄H₂₆ 
• 19461-35-9 trans-4-(tert-butyl)cyclohexylmethyl acetate 
• 19461-34-8 cis-4-(tert-butyl)cyclohexylmethyl acetate 
• 15763-62-9 trans-4-(tert-butyl)cyclohexane-1-carbaldehyde 
• 36293-50-2 trans-4-t-butylcyclohexylmethyl bromide 

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.

Titanocene-catalyzed reductive epoxide opening: The quest for novel hydrogen atom donors

Novel hydrogen atom donors for the reductive titanocene-catalyzed epoxide opening are presented. While the potentially attractive cyclopentadienes gave only moderate yields of the desired alcohols, substituted, nontoxic, and commercially available 1,4-cyclohexadienes, e.g. γ-terpinene, in combination with more elaborate catalysts gave better or similar results than the much more expensive and carcinogenic 1,4-cyclohexadiene. In the practically important reactions of Sharpless epoxides and their derivatives excellent levels of regioselectivity for the epoxide opening could be obtained. The toxic and unpleasant to handle tert-butyl thiol could be replaced while increasing the yields of the desired products.