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106-22-9

Basic Information
CAS No.: 106-22-9
Name: 6-Octen-1-ol,3,7-dimethyl-
Molecular Structure:
Molecular Structure of 106-22-9 (6-Octen-1-ol,3,7-dimethyl-)
Formula: C10H20O
Molecular Weight: 156.27
Synonyms: 2,3-Dihydrogeraniol;2,6-Dimethyl-2-octen-8-ol;3,7-Dimethyl-6-octen-1-ol;Cephrol;Citronellol 950;Dihydrogeraniol;Rodinol;
EINECS: 203-375-0
Density: 0.845 g/cm3
Melting Point: 77-83 °C(lit.)
Boiling Point: 224.499 °C at 760 mmHg
Flash Point: 98.333 °C
Solubility: slightly soluble in water
Appearance: colourless liquid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-24/25
Transport Information:
PSA: 20.23000
LogP: 2.75130
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  • Citronellol

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    Citronellol

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  • 6-Octen-1-ol,3,7-dimethyl-

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    106-22-9

    6-Octen-1-ol,3,7-dimethyl-

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  • (-)-beta-citronellol

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    106-22-9

    (-)-beta-citronellol

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  • Citronello

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    106-22-9

    Citronello

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  • Citronellol

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    106-22-9

    Citronellol

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  • Citronellol

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    106-22-9

    Citronellol

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    FEMA 2309

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Consensus Reports

Citronellol (106-22-9) is reported in EPA TSCA Inventory.

Specification

The Citronellol, with the CAS registry number 106-22-9, is also known as 2,3-Dihydrogeraniol. It belongs to the product categories of Acyclic Monoterpenes; Biochemistry; Terpenes; Alphabetical Listings; C-D; Flavors and Fragrances; Acyclic; Alcohols; Alkenes; Building Blocks; C9 to C10; Chemical Synthesis; Organic Building Blocks; Oxygen Compounds. Its EINECS registry number is 203-375-0. This chemical's molecular formula is C10H20O and molecular weight is 156.27. What's more, both its IUPAC name and systematic name are the same which is called 3,7-Dimethyloct-6-en-1-ol. It should be stored in a cool, dry and well-ventilated place.

Physical properties about Citronellol are: (1)ACD/LogP: 3.382; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.38; (4)ACD/LogD (pH 7.4): 3.38; (5)ACD/BCF (pH 5.5): 218.92; (6)ACD/BCF (pH 7.4): 218.92; (7)ACD/KOC (pH 5.5): 1647.35; (8)ACD/KOC (pH 7.4): 1647.35; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 20.23 Å2; (13)Index of Refraction: 1.45; (14)Molar Refractivity: 49.772 cm3; (15)Molar Volume: 184.902 cm3; (16)Polarizability: 19.731×10-24cm3; (17)Surface Tension: 28.578 dyne/cm; (18)Density: 0.845 g/cm3; (19)Flash Point: 98.333 °C; (20)Enthalpy of Vaporization: 53.601 kJ/mol; (21)Boiling Point: 224.499 °C at 760 mmHg; (22)Vapour Pressure: 0.018 mmHg at 25 °C.

Preparation of Citronellol: this chemical can be prepared by 8-allyloxy-2,6-dimethyl-oct-2-ene. This reaction needs reagents Li, ROMP gel supported naphthalene and solvents tetrahydrofuran, methanol at temperature of -78 °C. The reaction time is 40 hours. The yield is 86 %.

Citronellol can be prepared by 8-allyloxy-2,6-dimethyl-oct-2-ene.

Uses of Citronellol: (1) it is can be used for the production of paint desiccant, dyeing mordant, glass and steel curing accelerator, and invisible ink and so on; (2) it is used to produce other chemicals. For example, it can react with propionic acid methyl ester to get (S)-citronellyl propionate. The reaction occurs with reagent 0.1 M phosphate buffer and other condition of ambient temperature for 96 hours. The yield is 58 %.

 Citronellol can react with propionic acid methyl ester to get (S)-citronellyl propionate.

When you are dealing with this chemical, you should be very careful. This chemical may cause inflammation to the skin or other mucous membranes. And it is irritating to eyes, respiratory system and skin. Therefore, you should wear suitable protective clothing and avoid contacting with skin and eyes. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: C\C(C)=C\CCC(C)CCO
(2) InChI: InChI=1S/C10H20O/c1-9(2)5-4-6-10(3)7-8-11/h5,10-11H,4,6-8H2,1-3H3
(3) InChIKey: QMVPMAAFGQKVCJ-UHFFFAOYSA-N

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 880mg/kg (880mg/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 2650mg/kg (2650mg/kg)   Food and Cosmetics Toxicology. Vol. 13, Pg. 757, 1975.
rat LD50 oral 3450mg/kg (3450mg/kg)   Food and Cosmetics Toxicology. Vol. 13, Pg. 757, 1975.