4-tert-butylcyclohexanol is a white crystalline solid with a minty odor. It is used as a solvent, flavoring agent, and intermediate in organic synthesis. Its melting point is 71-72°C.
| IUPAC Name | 4-tert-butylcyclohexanol |
| Molecular Formula | C10H20O |
| CAS Number | 98-52-2 |
| Synonyms | P-tert-Butylcyclohexanol, 4-t-Butylcyclohexanol, 4-t-Butyl-1-cyclohexanol, 4-(1,1-Dimethylethyl)cyclohexanol, para-tert-Butylcyclohexanol |
| InChI | InChI=1S/C10H20O/c1-10(2,3)8-5-4-6-9(11)7-8/h8-11H,4-7H2,1-3H3 |
4-tert-butylcyclohexanol density g/ml
The density of 4-tert-butylcyclohexanol is 0.93 g/mL at 25°C. Density is the mass of a substance per unit volume, and it is expressed in grams per milliliter. The density of 4-tert-butylcyclohexanol indicates that it is a relatively dense liquid.
4-tert-butylcyclohexanol molar mass
The molar mass of 4-tert-butylcyclohexanol is 156.27 g/mol. Molar mass is defined as the mass of one mole of a substance, and it is expressed in grams per mole. The molar mass is a crucial property of a substance as it helps in the calculation of various other properties such as concentration and volume of solutions.
4-tert-butylcyclohexanol boiling point
The boiling point of 4-tert-butylcyclohexanol is 220-222°C at a pressure of 760 mmHg. The boiling point is the temperature at which a substance changes its state from a liquid to a gas at a specific pressure. The high boiling point of 4-tert-butylcyclohexanol indicates that it is a relatively stable compound with strong intermolecular forces.
4-tert-butylcyclohexanol melting point
The melting point of 4-tert-butylcyclohexanol is 71-72°C. The melting point is the temperature at which a solid substance changes its state to a liquid. The relatively low melting point of 4-tert-butylcyclohexanol indicates that it is a relatively soft solid and can be easily melted.
4-tert-butylcyclohexanol molecular weight
The molecular weight of 4-tert-butylcyclohexanol is 156.27 g/mol. Molecular weight is the sum of the atomic weights of all atoms in a molecule. The molecular weight of 4-tert-butylcyclohexanol is relatively low, indicating that it is a relatively small molecule.
4-tert-butylcyclohexanol Structure
4-tert-butylcyclohexanol has a cyclic structure with a tert-butyl group attached to the cyclohexane ring. The tert-butyl group is a branched alkyl group with three carbon atoms. The cyclohexane ring is a six-carbon ring with alternating single and double bonds. The structure of 4-tert-butylcyclohexanol plays a crucial role in its physical and chemical properties.
4-tert-butylcyclohexanol formula
The chemical formula of 4-tert-butylcyclohexanol is C10H20O. The formula indicates that it is a molecule composed of ten carbon atoms, twenty hydrogen atoms, and one oxygen atom. The formula of 4-tert-butylcyclohexanol is essential in determining its molecular weight, molar mass, and other chemical properties.
| Appearance | White crystalline solid |
| Specific Gravity | 0.93 g/mL at 25°C |
| Color | Colorless |
| Odor | Minty |
| Molar Mass | 162.28 g/mol |
| Density | 0.93 g/mL at 25°C |
| Melting Point | 71-72°C |
| Boiling Point | 220-222°C |
| Flash Point | 100°C (closed cup) |
| Water Solubility | Insoluble |
| Solubility | Soluble in alcohol, ether, and chloroform |
| Vapor Pressure | 0.00056 mmHg at 25°C |
| Vapor Density | 5.5 (air=1) |
| pKa | Not available |
| pH | Not available |
4-tert-Butylcyclohexanol Risk and Safety
| Hazard Symbols | Xi, N |
| Safety Description | Avoid contact with skin and eyes. Wear protective gloves and eye/face protection. If swallowed, seek medical advice immediately and show this container or label. |
| UN ID | UN2810 |
| HS Code | 2906.19.9000 |
| Hazard Class | 6.1 |
| Packing Group | III |
| Toxicity | Harmful if swallowed. May cause respiratory irritation. May cause skin and eye irritation. |
4-tert-Butylcyclohexanol MSDS
Hazards Identification:
- Emergency Overview: White crystalline solid with a minty odor. May cause eye and skin irritation. Harmful if ingested or inhaled. Use personal protective equipment.
- Potential Health Effects:
- Inhalation: May cause respiratory tract irritation, coughing, and shortness of breath.
- Skin Contact: May cause skin irritation and redness.
- Eye Contact: May cause eye irritation, redness, and tearing.
- Ingestion: May cause gastrointestinal irritation, nausea, vomiting, and diarrhea.
- Environmental Hazards: Not expected to cause any significant environmental hazard.
First Aid Measures:
- Inhalation: Move the affected person to fresh air. If breathing difficulties persist, seek medical attention.
- Skin Contact: Remove contaminated clothing and wash the affected area with soap and water. If irritation persists, seek medical attention.
- Eye Contact: Rinse eyes thoroughly with water for at least 15 minutes. If irritation persists, seek medical attention.
- Ingestion: Rinse mouth with water and drink plenty of water. Do not induce vomiting. Seek medical attention immediately.
Fire Fighting Measures:
- Flash Point: 100°C (closed cup)
- Fire Fighting: Use water spray, foam, dry chemical, or carbon dioxide to extinguish the fire. Wear personal protective equipment.
Handling and Storage:
- Handling: Avoid contact with skin, eyes, and clothing. Use personal protective equipment. Use in a well-ventilated area. Do not ingest or inhale. Wash hands thoroughly after handling.
- Storage: Store in a cool, dry, well-ventilated area away from sources of heat, ignition, and incompatible materials.
Exposure Controls/Personal Protection:
- Engineering Controls: Use local exhaust ventilation to control airborne concentrations.
- Personal Protective Equipment:
- Eye/Face Protection: Wear safety glasses or goggles.
- Skin Protection: Wear gloves and protective clothing.
- Respiratory Protection: Use a NIOSH-approved respirator if exposure limits are exceeded.
Stability and Reactivity:
- Stability: Stable under normal conditions of use and storage.
- Incompatibility: Incompatible with strong oxidizing agents.
Hazardous Decomposition Products: Carbon monoxide, carbon dioxide, and other hazardous fumes may be released during thermal decomposition.
4-tert-Butylcyclohexanol Synthesis Methods
4-tert-butylcyclohexanol can be synthesized using various methods, but one of the most common methods involves the reduction of C10H20O using a reducing agent such as sodium borohydride or lithium aluminum hydride. The reaction is carried out in a suitable solvent such as ethanol or tetrahydrofuran under reflux conditions.
Another method involves the catalytic hydrogenation of 4-tert-butylphenol in the presence of a catalyst such as palladium on carbon or platinum oxide. The reaction is carried out in a suitable solvent such as ethanol or methanol at a high pressure and temperature.
In addition, 4-tert-butylcyclohexanol can also be synthesized by the acid-catalyzed hydration of 4-tert-butylcyclohexene using concentrated sulfuric acid or phosphoric acid. The reaction is carried out under reflux conditions in a suitable solvent such as ethanol or water.
Moreover, C10H20O can also be synthesized by the reduction of 4-tert-butylcyclohexyl chloride using a reducing agent such as sodium borohydride or lithium aluminum hydride. The reaction is carried out in a suitable solvent such as tetrahydrofuran or dimethylformamide.
These methods offer different advantages in terms of yield, reaction conditions, and ease of handling. Care should be taken when handling these reagents as they can be hazardous and require appropriate safety precautions.
4-tert-Butylcyclohexanol Uses
4-tert-butylcyclohexanol has several uses in various industries. One of its primary uses is as an intermediate in the production of fragrances and flavors, where it imparts a woody, sweet aroma. It is also used as a starting material for the synthesis of other chemicals such as plasticizers, antioxidants, and UV stabilizers.
In the pharmaceutical industry, 4-tert-butylcyclohexanol is used as a raw material for the production of various drugs such as anti-inflammatory agents and antifungal drugs. It has also been studied for its potential use as an anti-cancer agent.
In the field of polymer science, C10H20O is used as a comonomer in the synthesis of polymers such as polyesters and polycarbonates, where it imparts improved mechanical properties and stability to the resulting polymer.
Additionally, C10H20O is used as a solvent in various applications such as cleaning agents and paint strippers. It is also used in the manufacture of lubricants and hydraulic fluids.
Overall, 4-tert-butylcyclohexanol is a versatile compound with a wide range of applications in different industries. Its unique chemical properties make it a valuable building block for the synthesis of various chemicals and materials.
Questions:
trans-4-tert-butylcyclohexanol & cis-4-tert-butylcyclohexanol.
Trans-4-tert-butylcyclohexanol and cis-4-tert-butylcyclohexanol are stereoisomers of 4-tert-butylcyclohexanol, which differ in the orientation of the tert-butyl group relative to the hydroxyl group on the cyclohexane ring.
The trans isomer has the tert-butyl group in a trans orientation, meaning it is located on the opposite side of the cyclohexane ring as the hydroxyl group. In contrast, the cis isomer has the tert-butyl group in a cis orientation, meaning it is located on the same side of the cyclohexane ring as the hydroxyl group.
Is 4-tert-butylcyclohexanol polar?
4-tert-butylcyclohexanol is a polar molecule. The hydroxyl (-OH) group on the cyclohexane ring is polar due to the electronegativity difference between oxygen and hydrogen, causing it to have a partial negative charge on the oxygen atom and a partial positive charge on the hydrogen atom. Additionally, the tert-butyl (-C(CH3)3) group is nonpolar, but the overall molecule is polar due to the polar hydroxyl group. The polarity of 4-tert-butylcyclohexanol can influence its solubility and reactivity in various solvents and chemical reactions.