4-tert-Butylcyclohexanol

Base Information

• Chemical Name: 4-tert-Butylcyclohexanol
• CAS No.: 98-52-2
• Deprecated CAS: 937-06-4
• Molecular Formula: C10H20O
• Molecular Weight: 156.268
• Hs Code.: 29061900
• European Community (EC) Number: 202-676-4,700-127-8,213-321-8
• NSC Number: 404197
• UNII: L5067JRJ73,F5FZ4Y0UMG
• DSSTox Substance ID: DTXSID5026623,DTXSID40883571,DTXSID50885182
• Nikkaji Number: J151.003G,J151.004E,J23.542C
• Wikidata: Q27277664,Q27282714
• RXCUI: 1373206
• ChEMBL ID: CHEMBL1886723
• Mol file: 98-52-2.mol

Synonyms:4-tert-butylcyclohexanol;trans-4-tert-butylcyclohexanol

Chemical Property of 4-tert-Butylcyclohexanol

Chemical Property:

• Appearance/Colour: white powder or granules
• Vapor Pressure: 6-201.38Pa at 25-65℃
• Melting Point: 60-69 °C
• Refractive Index: 1.447
• Boiling Point: 214.2 °C at 760 mmHg
• PKA: 15.32±0.40(Predicted)
• Flash Point: 105 °C
• PSA: 20.23000
• Density: 0.92 g/cm³
• LogP: 2.58360
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• Water Solubility.: <1 g/L (20℃)
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 156.151415257
• Heavy Atom Count: 11
• Complexity: 115

Purity/Quality:

99.0% ^*data from raw suppliers

4-(1,1-Dimethylethyl)cyclohexanol ^*data from reagent suppliers

Safty Information:

• Statements: 23/25-33-50/53
• Safety Statements: 24/25-61-60-45-28-20/21

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: CC(C)(C)C1CCC(CC1)O
• Uses: 4-tert-Butylcyclohexanol (mixture of cis and trans) can be used as a reactant to synthesize tris(4,4′-di-tert-butyl-2,2′-bipyridine)(trans-4-tert-butylcyclohexanolato)deca-μ-oxido-heptaoxidoheptavanadium oxide cluster complex by reacting with [V8O20(C18H24N2)4]. It can also be used as a reactant in competitive Oppenauer oxidation experiments in the presence of zeolite BEA as a stereoselective catalyst. Only cis-isomer is selectively converted to the corresponding ketone, whereas trans-isomer remains unchanged.

Technology Process of 4-tert-Butylcyclohexanol

There total 49 articles about 4-tert-Butylcyclohexanol 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: 100.0%

4-tercbutyl-cyclohexanone (98-53-3) → 4-(1,1-dimethylethyl)-cyclohexanol (98-52-2)

Guidance literature:

With zinc hydride; In tetrahydrofuran; for 24h; Ambient temperature;

DOI:10.1016/S0022-328X(00)93381-3

Reference yield: 100.0%

4-t-butylcyclohexyl formate (68039-42-9) → 4-(1,1-dimethylethyl)-cyclohexanol (98-52-2)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 20 ℃; for 0.0833333h;

DOI:10.1080/00397919908085960

Reference yield: 99.9%

para-tert-butylphenol (98-54-4) → 4-(1,1-dimethylethyl)-cyclohexanol (98-52-2)

Guidance literature:

With hydrogen; In tetrahydrofuran; at 180 ℃; under 195020 Torr;

upstream raw materials:

para-tert-butylphenol

Cyclohex-2-enol

Prenyltrimethylsilane

1-tert-Butyl-4-methylsulfanylmethoxy-cyclohexane

Downstream raw materials:

chloro-acetic acid-(4-tert-butyl-cyclohexyl ester)

2-(4-tert-Butyl-cyclohexyloxy)-tetrahydro-pyran

trans-4-tert-butylcyclohexyl 4-pyridylacetate

cis-4-tert-butylcyclohexyl 4-pyridylacetate

Refernces

1,4-Diazabicyclo[2.2.2]octane (DABCO)- an efficient reagent in the synthesis of alkyl tosylates or sulfenates

10.1055/s-1997-1372

The study investigates the use of 1,4-diazabicyclo[2.2.2]octane (DABCO) as an efficient reagent in the synthesis of alkyl tosylates and sulfenates. DABCO is found to be a promising substitute for pyridine and triethylamine in these reactions. The substrates, which are various alcohols, are converted into the desired tosylates and sulfenates using DABCO and the respective acid chlorides as reagents. The study provides examples of successful conversions, such as the synthesis of tosylates from neopentyl alcohol and trans-4-tert-butylcyclohexanol, and sulfenates from 2-methylcyclohexanol and other alcohols. The study also explores the use of different solvents, finding that tert-butyl methyl ether (t-BuOMe) and ethyl acetate (EtOAc) are good alternatives to chlorinated solvents like chloroform and dichloromethane. The study concludes that DABCO is a convenient, colorless, crystalline base that can be easily purified and dried by sublimation, making it a practical choice for these types of organic synthesis reactions.