| Identification | More | [Name]
9-DECEN-1-OL | [CAS]
13019-22-2 | [Synonyms]
9-DECEN-1-OL 9-DECENOL-1 ROSALVA 1-Decen-10-ol 9-Decenol Dec-9-en-1-ol Decylenic alcohol decylenicalcohol omega-Decen-1-ol omega-Decenol Decenoltech 9-DECEN-1-OL, TECH., 90% 9-DECEN-1-OL 93+% 9-DECEN-1-OL 95+% 9-DECEN-1-OL 99% 9-Decen-1-ol, 90+% | [EINECS(EC#)]
235-878-6 | [Molecular Formula]
C10H20O | [MDL Number]
MFCD00002992 | [Molecular Weight]
156.27 | [MOL File]
13019-22-2.mol |
| Chemical Properties | Back Directory | [Appearance]
colourless liquid | [Melting point ]
-13 °C
| [Boiling point ]
234-238 °C(lit.)
| [density ]
0.876 g/mL at 25 °C(lit.)
| [vapor pressure ]
5Pa at 20℃ | [refractive index ]
n20/D 1.447(lit.)
| [Fp ]
210 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform | [form ]
Liquid | [pka]
15.20±0.10(Predicted) | [color ]
Orange-red to red | [Odor]
at 10.00 % in dipropylene glycol. dewy rose waxy fresh clean aldehydic | [Stability:]
Stable. Combustible. Incompatible with strong oxidizing agents. | [Odor Type]
floral | [Water Solubility ]
Soluble in water at 20°C 0.16g/L. Soluble in alcohol, dipropylene glycol, paraffin oil. | [BRN ]
1750928 | [Cosmetics Ingredients Functions]
FRAGRANCE PERFUMING | [LogP]
3.9 at 40℃ | [CAS DataBase Reference]
13019-22-2(CAS DataBase Reference) | [EPA Substance Registry System]
9-Decen-1-ol (13019-22-2) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . | [WGK Germany ]
2
| [RTECS ]
HE2095000
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HS Code ]
2905299090 |
| Hazard Information | Back Directory | [Chemical Properties]
9-Decen-1 (cipher)-ol has been identified as a trace
constituent of cognac. It is a colorless liquid with a fresh, dewy, rose note that can
be prepared by partial dehydration of 1,10-decanediol. It is used in rosy, floral soap
perfumes. | [Chemical Properties]
colourless liquid | [Physical properties]
9-DECEN-1-OL is colorless oily Iiquid.
Practically insoluble in water, soluble in
alcohol and oils. | [Occurrence]
Apparently has not been reported to occur in nature. | [Uses]
9-Decen-1-ol was used in the preparation of semifluorinated acids required for the synthesis of poly(styrene-b-semifluorinated isoprene) block copolymers with -CF2H-terminated side groups. | [Uses]
It finds it uses in a wide range of fragrances, especially in fine fragrances and soaps, in floral, rose petal or herbal fragrances. 9-Decen-1-ol is used in the preparation of semifluorinated acids required for the synthesis of poly(styrene-b-semi fluorinated isoprene) block copolymers with -CF2H-terminated side groups. | [Definition]
ChEBI: 9-Decen-1-ol is an aliphatic alcohol. | [Preparation]
From 1,10-decamethylene glycol (Arctander, 1969). | [General Description]
9-Decen-1-ol undergoes oxidation to give 9-decenoic in aqueous media (dioxane–water mixtures) in the presence of supported palladium or platinum catalysts. | [Trade name]
Rosalva (IFF), Trepanol® (Takasago). | [Synthesis]
The synthesis of 9-decenol was
conducted in three phases, and undecylenic
acid was used as initial substance in
this synthetic procedure. The key phase in
this synthesis is the oxidative
decarboxylation of undecylenic acidup
to 9-decyl-chloride, as shown on the
scheme.
 In a round flask of 50ml, equipped with reverse condenser and a magnetic mixer, 1.9g (0.01mol) of 9-decenyl-acetate is placed, 0.56g (0.01 mol) of potassiumhydroxide, 3ml H2O and 2ml of methanol. The mixture is heated and left to boil for 1- 2 hours on the oil bath. After the completion of the reaction, the solution is cooled down, 3ml of water is added and the then it is acidified with diluted hydrochloric acid. The organic layer is extracted with ether and left to dry with anhydrous sodium-sulfate. Ether and methanol are separated with normal pressure distillation, and the rest of the solution is distilled under the lowered pressure. Unsaturated alcohol, 9-decenol (4) is distilled at T=155℃ or at 120℃ under the pressure of 533.289 Pa. The obtained 9-decenol is 1.575g (86%) in comparison to the used ether, that is 30.48% in comparison to the initial undecylenic acid.[1] | [References]
[1] SUNCICA JOVIC Lidija J S. Synthesis of 9-decen-1-ol[J]. Journal of Process Management New Technologies, 2018, 6 1: 27-31. DOI:10.5937/JOUPROMAN6-16258. |
| Questions And Answer | Back Directory | [Aroma]
Powerful, fatty-oily, waxy-rosy odor of considerable tenacity. The rosy notes are particularly conspicuous in dilutions, best at 1%
or lower, while higher concentrations bring
about more waxy-oily notes. |
|
|