cis-4-hydroxy-alpha,alpha,4-trimethylcyclohexanemethanol

Base Information

• Chemical Name: cis-4-hydroxy-alpha,alpha,4-trimethylcyclohexanemethanol
• CAS No.: 565-48-0
• Molecular Formula: C10H20 O2
• Molecular Weight: 172.268
• Mol file: 565-48-0.mol

Synonyms:cis-4-hydroxy-alpha,alpha,4-trimethylcyclohexanemethanol

Chemical Property of cis-4-hydroxy-alpha,alpha,4-trimethylcyclohexanemethanol

Chemical Property:

• Melting Point: 104 °C
• Boiling Point: 265°Cat760mmHg
• PKA: 15.18±0.29(Predicted)
• Flash Point: 119°C
• PSA: 40.46000
• Density: 1.018g/cm³
• LogP: 1.69850

Purity/Quality:

99% HPLC ^*data from raw suppliers

4-p-Menthan-1,8-diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of cis-4-hydroxy-alpha,alpha,4-trimethylcyclohexanemethanol

There total 71 articles about cis-4-hydroxy-alpha,alpha,4-trimethylcyclohexanemethanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

methyl magnesium iodide (917-64-6) + 1-(c-4'-hydroxy-4'-methyl-r-1'-cyclohexyl)ethanone (61187-22-2) → cis-1,8-terpine (565-48-0,89923-77-3)

Guidance literature:

In diethyl ether; for 0.25h; Ambient temperature;

DOI:10.1021/jo01304a046

Reference yield: 63.0%

terpineol (98-55-5,2438-12-2) → cis-1,8-terpine (565-48-0,89923-77-3)

Guidance literature:

With iron(III)-acetylacetonate; methyl 4-nitrobenzenesulfonate; phenylsilane; sodium hydrogencarbonate; In methanol; at 0 - 20 ℃; for 12h; diastereoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.202015740

Reference yield: 54.0%

2,6,6-trimethylbicyclo[3.1.1]hept-2-ene (7785-70-8,25766-18-1) → cis-1,8-terpine (565-48-0,89923-77-3)

Guidance literature:

With hydrogenchloride; potassium tetrachloroplatinate; at 20 ℃; for 4383h;

DOI:10.1134/S1070363206080226

upstream raw materials:

2-methyl-3-buten-2-ol

1,4-dichloro-trans-p-menthane

terpineol

γ-terpineol

Downstream raw materials:

1,8-diacetoxy-p-menthane

1-methyl-4-isopropyl-1,3-cyclohexadiene

1,8-dibromo-p-menthane

homoterpenylmethylketone

Refernces

Sensitive and Selective Screening for 6′-O-Malonylated Glucoconjugates in Plants

10.1021/jf960578l

This study investigated the presence of 6′-O-malonylated glucopyranosides in various plant tissues using high performance liquid chromatography-electrospray ionization-tandem mass spectrometry (HPLC-ESI-MS/MS). Reference compounds were synthesized, including benzyl, 2-phenylethyl, geranyl, citronellyl, and 2,5-dimethyl-4-hydroxy-3(2H)-furanone 6′-O-malonyl-D-glucopyranosides. These compounds were used to screen for malonylated glycoconjugates in fruits (guava, raspberry, strawberry), leaves (green tea, vine), and papaya peel. Malonylation of glycoconjugates was found to be a common pathway in plant secondary metabolism, with aromatic 6′-O-malonyl-D-glucopyranosides being widely distributed in the plants tested, while terpene derivatives were less common. This study highlights the importance of these compounds as flavor precursors in food and demonstrates the effectiveness of HPLC-ESI-MS/MS as a selective screening method.