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| CAS No.: | 106-24-1 |
|---|---|
| Name: | Geraniol |
| Molecular Structure: | |
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|
|
| Formula: | C10H18O |
| Molecular Weight: | 154.252 |
| Synonyms: | 3,7-Dimethyl-trans-2, 6-octadien-1-ol;2,6-Dimethyl-trans-2, 6-octadien-8-ol;trans-Geraniol;Geraniol alcohol;Guaniol;(E)-3,7-dimethylocta-2,6-dien-1-ol;Lemonol;2,6-Octadien-1-ol,3,7-dimethyl-,(2E)-;Geranyl alcohol;Geraniol extra;trans-3,7-Dimethyl-2,6-octadien-1-ol;Nerol;Geraniol;2,6-Dimethyl-2,6-octadien-8-ol; |
| EINECS: | 203-377-1 |
| Density: | 0.867 g/cm3 |
| Melting Point: | -15 °C |
| Boiling Point: | 229.499 °C at 760 mmHg |
| Flash Point: | 76.667 °C |
| Solubility: | practically insoluble in water |
| Appearance: | colourless to pale yellow liquid with an odour of roses |
| Hazard Symbols: |
 Xi
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| Risk Codes: | 36/37/38 |
| Safety: | 26-36-24/25 |
| PSA: | 20.23000 |
| LogP: | 2.67140 |
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| Conditions | Yield |
|---|---|
| With phosphotungstic acid; sodium tetrahydroborate In methanol | 100% |
| With sodium tetrahydroborate; sodium hydroxide In water at 35℃; for 0.416667h; pH=12; Reagent/catalyst; Green chemistry; | 99% |
| antimony(III) chloride; aluminium In water; N,N-dimethyl-formamide for 1h; Ambient temperature; | 98% |
- 16409-44-2
3,7-dimethylocta-2,6-dien-1-yl ethanoate
- 106-24-1
Geraniol
| Conditions | Yield |
|---|---|
| With potassium carbonate In methanol Inert atmosphere; | 100% |
| Conditions | Yield |
|---|---|
| With potassium carbonate In methanol at 25℃; for 0.166667h; | 99% |
| With methanol at 80℃; for 6h; Inert atmosphere; Schlenk technique; | 99% |
| With methanol; oxo[hexa(trifluoroacetato)]tetrazinc for 12h; Reflux; Inert atmosphere; | 96% |
- 92464-82-9
(2E)-3,7-dimethyl-1-triphenylmethoxy-2,6-octadiene
- 106-24-1
Geraniol
| Conditions | Yield |
|---|---|
| With naphthalene; lithium In tetrahydrofuran at -78℃; for 1.5h; | 99% |
- 59632-99-4
geranyl 2-tetrahydropyranyl ether
- 106-24-1
Geraniol
| Conditions | Yield |
|---|---|
| With dimethylbromosulphonium bromide In methanol; dichloromethane at 20℃; for 2h; | 98% |
| Nafion-H In methanol for 6h; | 97% |
| With lithium perchlorate at 55℃; Product distribution; acid catalyst generated by electrolysis; | 96% |
- 80873-81-0
geraniol tert-butyldimethylsilyl ether
- 106-24-1
Geraniol
| Conditions | Yield |
|---|---|
| With Decaborane In tetrahydrofuran; methanol at 20℃; for 1h; | 98% |
| With iron(III) chloride In methanol at 20℃; for 0.5h; | 96% |
| With iron(III) p-toluenesulfonate hexahydrate In methanol at 20℃; for 2.25h; chemoselective reaction; | 86% |
- 160882-63-3
{[(2E)-3.7-dimethyl-2,6-octadien-1-yl]oxy}(triethyl)silane
- 106-24-1
Geraniol
| Conditions | Yield |
|---|---|
| 10percent Pd/C In methanol at 20℃; for 2h; | 98% |
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C25H32O3
- 106-24-1
Geraniol
| Conditions | Yield |
|---|---|
| With ethanol; copper(ll) bromide at 20℃; for 0.5h; | 98% |
- 72106-90-2
O-(trans-3,7-dimethylocta-2,6-dien-1-yl)trimethylsilane
- 106-24-1
Geraniol
| Conditions | Yield |
|---|---|
| Tetrabutyl-1,3-diisothiocyanato-distannoxane In methanol for 16h; Ambient temperature; | 95% |
| 1,3-di(NCS)-tetrabutyldistannoxane In methanol for 16h; Ambient temperature; Deprotection of silyl ethers; | 95% |
| With water; aluminium In hexane for 0.0833333h; Ambient temperature; | 90% |
- 106-24-1
Geraniol
| Conditions | Yield |
|---|---|
| With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.5h; | 95% |
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Consensus Reports
Specification
Geraniol, with the CAS registry number 106-24-1, is also named as 3,7-Dimethyl-trans-2,6-octadien-1-ol. The product's categories are Acyclic Monoterpenes; Biochemistry; Terpenes, and the other registry number is 8007-13-4. Besides, it is colourless to pale yellow liquid with an odour of roses, which should be sealed in brown glass bottles in cool and dark place at 2-8 °C. It can react with oxoacids and carboxylic acids to form esters plus water. In addition, it is stable and incompatible with strong oxidizing agents.
Physical properties about Geraniol are: (1)ACD/LogP: 3.279; (2)ACD/LogD (pH 5.5): 3.28; (3)ACD/LogD (pH 7.4): 3.28; (4)ACD/BCF (pH 5.5): 182.88; (5)ACD/BCF (pH 7.4): 182.88; (6)ACD/KOC (pH 5.5): 1448.34; (7)ACD/KOC (pH 7.4): 1448.34; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 5; (11)Index of Refraction: 1.471; (12)Molar Refractivity: 49.714 cm3; (13)Molar Volume: 177.941 cm3; (14)Polarizability: 19.708 10-24cm3; (15)Surface Tension: 29.1669998168945 dyne/cm; (16)Density: 0.867 g/cm3; (17)Flash Point: 76.667 °C; (18)Enthalpy of Vaporization: 54.187 kJ/mol; (19)Boiling Point: 229.499 °C at 760 mmHg; (20)Vapour Pressure: 0.0130000002682209 mmHg at 25°C;
Preparation of Geraniol: It can be obtained by separation of the plant essential oil. Additionally, this chemical can be prepared by 3,7-Dimethyl-octa-2,6-dienal.
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This reaction needs BER and Methanol at temperature of 25 °C. The reaction time is 3 hours. The yield is 90 %.
Uses of Geraniol: This chemical is commonly used in perfumes. It is also used in flavors such as peach, raspberry, grapefruit, red apple, plum, lime, orange, lemon, watermelon, pineapple, and blueberry. And it is used as one of the 599 additives to cigarettes to improve their flavor. Besides, it is an effective plant-based mosquito repellent. Furthermore, it can be used to produce Neryl benzyl ether.
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This reaction needs NaH and Tetrahydrofuran at ambient temperature for 6 hours. The yield is 70 %.
When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing. Moreover, you should avoid contact with skin and eyes.
People can use the following data to convert to the molecule structure.
(1)InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7+;
(2)InChIKey=GLZPCOQZEFWAFX-JXMROGBWSA-N;
(3)SmilesC(\CC\C=C(\C)C)(=C\CO)C;
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intramuscular | 4gm/kg (4000mg/kg) | Journal of Scientific and Industrial Research, Section C: Biological Sciences. Vol. 21, Pg. 342, 1962. | |
| mouse | LD50 | subcutaneous | 1090mg/kg (1090mg/kg) | PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE | Sapporo Igaku Zasshi. Sapporo Medical Journal. Vol. 3, Pg. 73, 1952. |
| rabbit | LD50 | skin | > 5gm/kg (5000mg/kg) | Food and Cosmetics Toxicology. Vol. 12, Pg. 881, 1974. | |
| rabbit | LDLo | intravenous | 50mg/kg (50mg/kg) | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 58, Pg. 394, 1962. | |
| rat | LD50 | oral | 3600mg/kg (3600mg/kg) | SKIN AND APPENDAGES (SKIN): HAIR: OTHER BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: COMA | Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964. |