20691-53-6

Basic information

• Product Name: 4-tert-butylcyclohexylmethanol
• Synonyms: 4-tert-butylcyclohexylmethanol;4-(1,1-Dimethylethyl)cyclohexanemethanol;4-tert-Butylcyclohexanemethanol;Einecs 243-976-5;Cyclohexanemethanol, 4-(1,1-dimethylethyl)-
• CAS NO: 20691-53-6
• Molecular Formula: C₁₁H₂₂O
• Molecular Weight: 170.29178
• EINECS: 243-976-5
• Mol File: 20691-53-6.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 227.5 °C at 760 mmHg
• Flash Point: 97.8 °C
• Appearance: /
• Density: 0.89 g/cm³
• CAS DataBase Reference: 4-tert-butylcyclohexylmethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-tert-butylcyclohexylmethanol(20691-53-6)
• EPA Substance Registry System: 4-tert-butylcyclohexylmethanol(20691-53-6)

Safety Data

• Hazardous Substances Data: 20691-53-6(Hazardous Substances Data)

Usage

General Description

4-tert-butylcyclohexylmethanol, also known as BCHM, is a chemical compound commonly used as a fragrance ingredient in personal care products such as soaps, detergents, and perfumes. It is a colorless liquid with a mild, floral odor, and is known for its stability and low volatility. It is also used as a solvent and a plasticizer in various industrial applications. BCHM is considered to be a safe and stable ingredient, and is generally regarded as non-toxic and non-irritating when used in the recommended concentrations. However, like all chemicals, it should be handled and used with appropriate safety precautions and in accordance with regulatory guidelines.

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

• 85204-31-5 4-(tert-butyl)cyclohexylmethyl acetate 
• 5451-55-8 4-tert-butylcyclohexanecarboxylic acid 
• 108-05-4 vinyl acetate 
• 943-28-2 cis-4-t-butylcyclohexanecarboxylic acid 
• 7214-36-0 Ethyl cis-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 
• 98-73-7 4-(1,1-dimethylethyl)benzoic 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 
• 126781-85-9 1-(tert-butyl)-4-(methoxymethylene)cyclohexane 
• 18881-26-0 (3r,6r)-6-(tert-butyl)-1-oxaspiro[2.5]octane 

Downstream Products

• 15763-61-8 t-butyl-4 cyclohexanecarboxaldehyde cis 
• 13004-06-3 cis-(4-tert-butylcyclohexyl)methanol 
• 10601-39-5 trans-(4-tert-butyl-cyclohexyl)-methanol 
• 19461-35-9 trans-4-(tert-butyl)cyclohexylmethyl acetate 
• 19461-34-8 cis-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 
• 20691-52-5 1-carboxaldehyde-4-(1,1-dimethylethyl)-cyclohexane 
• 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 

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.

Radical reduction of epoxides using a titanocene(III)/water system: Synthesis of β-deuterated alcohols and their use as internal standards in food analysis

We describe a comprehensive study into the Cp2TiCl-mediated reductive epoxide ring opening using either water as a hydrogen source or deuterium oxide as a deuterium source. The remarkable chemical profile of this reaction allows access to alcohols with anti-Markovnikov regiochemistry from different epoxides. The use of D2O as a deuterium source leads to an efficient synthesis of β-deuterated alcohols, including a deuterated sample of tyrosol, a bioactive compound contained in the leaves of the olive, which was successfully applied as an internal standard in food analysis.