Geraniol
- CAS No.
- 106-24-1
- Chemical Name:
- Geraniol
- Synonyms
- (E)-3,7-DiMethylocta-2,6-dien-1-ol;trans-Geraniol;3,7-DIMETHYL-2,6-OCTADIEN-1-OL;GERANIOL 60;(E)-3,7-DIMETHYL-2,6-OCTADIEN-1-OL;(E)-geraniol;2,6-Octadien-1-ol;LEMONOL;Meranol;TRANS-NEROL
- CBNumber:
- CB1275768
- Molecular Formula:
- C10H18O
- Molecular Weight:
- 154.25
- MOL File:
- 106-24-1.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/8/21 22:41:43
| Melting point | -15 °C |
|---|---|
| Boiling point | 229-230 °C (lit.) |
| Density | 0.879 g/mL at 20 °C (lit.) |
| vapor density | 5.31 (vs air) |
| vapor pressure | ~0.2 mm Hg ( 20 °C) |
| refractive index |
n |
| FEMA | 2507 | GERANIOL |
| Flash point | 216 °F |
| storage temp. | 2-8°C |
| solubility | water: soluble0.1g/L at 25°C |
| form | Liquid |
| pka | 14.45±0.10(Predicted) |
| Specific Gravity | 0.878～0.885 (20/4℃) |
| color | Clear colorless to pale yellow |
| Odor | at 100.00 %. sweet floral fruity rose waxy citrus |
| Odor Type | floral |
| Water Solubility | PRACTICALLY INSOLUBLE |
| JECFA Number | 1223 |
| Merck | 14,4403 |
| BRN | 1722456 |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents. |
| InChIKey | GLZPCOQZEFWAFX-JXMROGBWSA-N |
| LogP | 2.6 at 25℃ |
| CAS DataBase Reference | 106-24-1(CAS DataBase Reference) |
| NIST Chemistry Reference | 2,6-Octadien-1-ol, 3,7-dimethyl-, (E)-(106-24-1) |
| EPA Substance Registry System | trans-Geraniol (106-24-1) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS05,GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H315-H317-H318 | |||||||||
| Precautionary statements | P261-P264-P272-P280-P302+P352-P305+P351+P338 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38-43-41-36-52/53-38 | |||||||||
| Safety Statements | 26-36-24/25-36/37-61-36/37/39 | |||||||||
| RIDADR | UN1230 - class 3 - PG 2 - Methanol, solution | |||||||||
| WGK Germany | 1 | |||||||||
| RTECS | RG5830000 | |||||||||
| Hazard Note | Irritant | |||||||||
| TSCA | Yes | |||||||||
| HS Code | 29052900 | |||||||||
| Toxicity | The acute oral LD50 value in rats was reported as 3.6 g/kg (Jenner, Hagan, Taylor, Cook & Fitzhugh, 1964) and as 4.8 g/kg, while the iv UD 50 in rabbits was reported as 50 mg/kg (Yamawkai, 1962). The acute dermal LD50 value in rabbits was reported as > 5 g/kg (Moreno, 1972). | |||||||||
| NFPA 704 |
|
Geraniol price More Price(18)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | W250716 | Geraniol natural, ≥97%, FG | 106-24-1 | 1SAMPLE-K | ₹5347.55 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | W250716 | Geraniol natural, ≥97%, FG | 106-24-1 | 1KG | ₹16670.5 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | W250716 | Geraniol natural, ≥97%, FG | 106-24-1 | 4KG | ₹59277.7 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | W250716 | Geraniol natural, ≥97%, FG | 106-24-1 | 9KG | ₹127247.88 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | W250708 | Geraniol ≥97%, FCC, FG | 106-24-1 | 1SAMPLE-K | ₹5141.88 | 2022-06-14 | Buy |
Geraniol Chemical Properties,Uses,Production
Description
Geraniol has a characteristic rose-like odor. Geraniol may be prepared by fractional distillation from those essential oils rich in geraniol, or synthetically from myrcene; commercial geraniol cannot be classified according to its alcohol content, as most of the recurring impurities are alcoholic in nature (nerol, citronellol, tetrahydrogeraniol). Gas-chromatography techniques may be usefully employed to determine the geraniol content in a product.
Chemical Properties
Geraniol occurs in nearly
all terpene-containing essential oils, frequently as an ester. Palmarosa oil contains
70–85% geraniol; geranium oils and rose oils also contain large quantities. Geraniol
is a colorless liquid, with a floral, rose-like odor.
Since geraniol is an acyclic, doubly unsaturated alcohol, it can undergo a number
of reactions, such as rearrangement and cyclization. Rearrangement in the
presence of copper catalysts yields citronellal. In the presence of mineral acids, it
cyclizes to form monocyclic terpene hydrocarbons, cyclogeraniol being obtained
if the hydroxy function is protected. Partial hydrogenation leads to citronellol,
and complete hydrogenation of the double bonds yields 3,7-dimethyloctan-l-ol
(tetrahydrogeraniol). Citral may be obtained from geraniol by oxidation or by
catalytic dehydrogenation. Geranyl esters are prepared by esterification.
Geraniol is one of the most frequently used terpenoid fragrance materials.
It can be used in all floral, rose-like compositions and does not discolor soaps. In
flavor compositions, geraniol is used in small quantities to accentuate citrus notes.
It is an important intermediate in the manufacture of geranyl esters, citronellol,
and citral.
Occurrence
The presence of geraniol in nature has been reported in more than 160 essential oils: ginger grass, lemongrass, Ceylon and Java citronella, tuberose, oak musk, orris, champaca, ylang-ylang, mace, nutmeg, sassafras, Cayenne Bois-de-Rose, Acacia farnesiana, geramium clary sage, spike, lavandin, lavender, jasmine, coriander, carrot, myrrh, eucalyptus, lime, mandarin petitgrain, bergamot petitgrain, bergamot, lemon, orange and others The essential oils of palmarosa and Cymbopogon winterianus contain the highest levels of geraniol (approx 80 to 95%) Also reported in numerous other sources including apple juice, citrus peel oils and juices, bilberry, cranberry, other berries, guava, papaya, cinnamon, ginger, corn mint oil, mustard, nutmeg, mace, milk, coffee, tea, whiskey, honey, passion fruit, plums, mushrooms, mango, starfruit, cardamom, coriander leaf and seeds, litchi, Ocimum basilicum, myrtle leaf, rosemary, clary sage, Spanish sage and chamomile oil
Uses
Geraniol is used in the synthesis of insect repellant. It is also used in the synthesis of Angelicoin A and Herecinone J, which inhibit collagen-induced platelet aggregation.
Definition
ChEBI: A monoterpenoid consisting of two prenyl units linked head-to-tail and functionalised with a hydroxy group at its tail end.
General Description
Colorless to pale yellow oily liquid with a sweet rose odor.
Reactivity Profile
An unsaturated aliphatic hydrocarbon and an alcohol. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides.
Anticancer Research
Starting from antitumor activity against several cell lines by an arrest occurring atthe G0/G1 cell cycle and ultimately with an increase of apoptosis, this molecule wasfound to interfere with the mevalonic cycle enzyme. Suppression of prenylation ofproteins leads to the inhibition of DNA synthesis, and the suppression of 3-hydroxy-3-methylglutaryl-CoA (HMG-CoA) leads to a reduction of the mevalonate pool andthus limits protein isoprenylation. In the same way, a reduction of cholesterol biodisponibilitywas controlled (Pattanayak et al. 2009; Ni et al. 2012; Dahham et al.2016).
Safety Profile
Poison by intravenous route. Moderately toxic by ingestion, subcutaneous, and intramuscular routes. A severe human skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.
Metabolism
Geraniol is metabolized in the rabbit by ω-oxidation and by reduction of an α β-unsaturated bond (Parke, 1968). The products of geraniol metabolism are 'Hildebrandt acid' and 7-carboxy-3-methylocta-6-enoic acid. The latter acid is optically active (Williams, 1959).
Purification Methods
Purify geraniol by ascending chromatography or by thin layer chromatography on plates of kieselguhr G with acetone/water/liquid paraffin (130:70:1) as solvent system. Hexane/ethyl acetate (1:4) is also suitable. Also purify it by GLC on a silicone-treated column of Carbowax 20M (10%) on Chromosorb W (60-80 mesh). [Porter Pure Appl Chem 20 499 1969.] Store it in full, tightly sealed containers in the cool and protect from light. It has a pleasant odour. [cf p 681, Beilstein 1 IV 2277.]
Geraniol Preparation Products And Raw materials
Raw materials
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chevron_right| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Jayshree Aromatics Pvt.Ltd. | +91-9925031256 +91-9925031256 | Gujarat, India | 89 | 58 | Inquiry |
| Nagar Haveli Perfumes & Aromatics | +917506551149 | Mumbai, India | 230 | 58 | Inquiry |
| JSK Chemicals | +919879767970 | Gujarat, India | 3756 | 58 | Inquiry |
| Neeru Menthol Pvt Ltd | +91-8884114465 +91-9837322285 | New Delhi, India | 70 | 58 | Inquiry |
| D D Shah Essential Oil Co | +91-2222850577 +91-2222850577 | Maharashtra, India | 34 | 58 | Inquiry |
| HRV Global Life Sciences | +91-9820219686 +91-9820219686 | Telangana, India | 379 | 58 | Inquiry |
| Ghaziabad Aromatics | +91-9811327736 +91-9654012346 | Uttar Pradesh, India | 80 | 58 | Inquiry |
| Suru Chemicals And Pharmaceuticals Pvt Ltd | +91-2267353637 +91-2267353637 | Maharashtra, India | 11 | 58 | Inquiry |
| JD Chem India | +91-9899117932 +91-9555260045 | New Delhi, India | 41 | 58 | Inquiry |
| Silverline Chemicals | +91-9810339289 +91-9810339289 | Haryana, India | 71 | 58 | Inquiry |
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