3,3,5-Trimethylcyclohexanol
Synonym(s):3,3,5-Trimethylcyclohexanol;Homomenthol, Dihydroisophorol
- CAS NO.：116-02-9
- Empirical Formula: C9H18O
- Molecular Weight: 142.24
- MDL number: MFCD00019378
- EINECS: 204-122-7
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-06-27 11:49:20
What is 3,3,5-Trimethylcyclohexanol?
Chemical properties
WHITE CRYSTALLINE MASS. Soluble in most organic solvents, hydrocarbons, oils; insoluble in water. Combustible.
Chemical properties
3,3,5-Trimethyl cyclohexanol has a menthol-like camphorous odor.
Occurrence
Has apparently not been reported to occur in nature.
The Uses of 3,3,5-Trimethylcyclohexanol
Menthol and camphor substitute, antifoaming agent, hydraulic fluids and textile soaps, odor masking, esterification agent, pharmaceuticals,wax additive, printing inks.
Definition
ChEBI: A secondary alcohol that is cyclohexanol substituted by two methyl groups at the 3-position and one methyl group at the 5-position. It exhibits inhibitory activity against HMG-CoA reductase ( EC 1.1.1.34/EC 1.1.1.88).
Preparation
By complete hydrogenation of isophorone (Arctander, 1969).
Synthesis Reference(s)
Tetrahedron, 37, p. 1171, 1981 DOI: 10.1016/S0040-4020(01)92046-0
Hazard
Toxic by inhalation, strong irritant.
Synthesis
Trimethyl cyclohexanol is synthesized by complete hydrogenation of isoPhorone. Dehydration of the title material with Zinc chloride yields alpha-Cyclogeraniolene.
Properties of 3,3,5-Trimethylcyclohexanol
| Melting point: | 30-32 °C |
| Boiling point: | 193-196 °C |
| Density | 0.86 |
| vapor pressure | 1 hPa (50 °C) |
| refractive index | 1.4559 (estimate) |
| FEMA | 3962 | 3,5,5-TRIMETHYLCYCLOHEXANOL |
| Flash point: | 81 °C |
| storage temp. | Store below +30°C. |
| form | powder to lump to clear liquid |
| pka | 15.35±0.60(Predicted) |
| color | A translucent, colourless, fused mass or crystals with a powerful menthol-like odour |
| PH | 7 (1.8g/l, H2O, 20°C) |
| Odor | at 100.00 %. mint cool mentholic musty spicy |
| explosive limit | 1.5%(V) |
| Water Solubility | 1.8 g/L (20 ºC) |
| JECFA Number | 1099 |
| CAS DataBase Reference | 116-02-9(CAS DataBase Reference) |
| NIST Chemistry Reference | Cyclohexanol, 3,3,5-trimethyl-(116-02-9) |
| EPA Substance Registry System | Cyclohexanol, 3,3,5-trimethyl- (116-02-9) |
Safety information for 3,3,5-Trimethylcyclohexanol
| Signal word | Danger |
| Pictogram(s) |
 Corrosion Corrosives GHS05 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H318:Serious eye damage/eye irritation |
| Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P332+P313:IF SKIN irritation occurs: Get medical advice/attention. |
Computed Descriptors for 3,3,5-Trimethylcyclohexanol
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product: 116-02-9 3,3,5 -Trimethyl cyclohexanol 99%
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product: 3,3,5 -Trimethyl cyclohexanol 116-02-9 99%
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