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13019-22-2

13019-22-2 Structure

13019-22-2 Structure
IdentificationMore
[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 PropertiesBack 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
[InChI]

1S/C10H20O/c1-2-3-4-5-6-7-8-9-10-11/h2,11H,1,3-10H2
[InChIKey]

QGFSQVPRCWJZQK-UHFFFAOYSA-N
[SMILES]

OCCCCCCCCC=C
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[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
[REACH Registrations]

Active
[HS Code ]

2905299090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

2H-Pyran, 2-(9-decenyloxy)tetrahydro--->Benzene, [(9-decen-1-yloxy)methyl]--->9-Decenoic acid, methyl ester-->1,10-Decanediol-->9-Decenoic acid, ethyl ester
[Preparation Products]

CIS-4-DECENAL-->TRANS-2-DECENAL-->Acetic acid 9-decen-1-yl ester-->1,9-Decadiene-->9-Hydroxynonanoic acid-->9-Decenoic acid
Hazard InformationBack 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.
9-DECEN-1-OL
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 AnswerBack 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.
Spectrum DetailBack Directory
[Spectrum Detail]

9-DECEN-1-OL(13019-22-2)MS
9-DECEN-1-OL(13019-22-2)1HNMR
9-DECEN-1-OL(13019-22-2)13CNMR
9-DECEN-1-OL(13019-22-2)IR1
9-DECEN-1-OL(13019-22-2)Raman
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

9-Decen-1-ol, 90+%(13019-22-2)
[Sigma Aldrich]

13019-22-2(sigmaaldrich)
[TCI AMERICA]

9-Decen-1-ol,>95.0%(GC)(13019-22-2)
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