Citronellol

Bezeichnung:Citronellol

CAS-Nr106-22-9

Englisch Name:Citronellol

CBNumberCB0377986

SummenformelC10H20O

Molgewicht156.27

MOL-Datei106-22-9.mol

Synonyma

Citronellol

Citronellol physikalisch-chemischer Eigenschaften

Schmelzpunkt	77-83 °C(lit.)
Siedepunkt	225 °C(lit.)
alpha	-0.3～+0.3°(D/20℃)(neat)
Dichte	0.857 g/mL at 25 °C(lit.)
Dampfdichte	5.4 (vs air)
Dampfdruck	~0.02 mm Hg ( 25 °C)
Brechungsindex	n20/D 1.456(lit.)
FEMA	2309 \| DL-CITRONELLOL
Flammpunkt	209 °F
storage temp.	2-8°C
Löslichkeit	Chloroform, Methanol (Sparingly)
pka	15.13±0.10(Predicted)
Aggregatzustand	Liquid
Farbe	Clear almost colorless
Geruch (Odor)	at 100.00 %. floral leather waxy rose bud citrus
Geruchsart	floral
Wasserlöslichkeit	SLIGHTLY SOLUBLE
Merck	14,2330
JECFA Number	1219
BRN	1721507
Stabilität	Stable. Incompatible with oxidizing agents.
InChIKey	QMVPMAAFGQKVCJ-UHFFFAOYSA-N
LogP	3.41 at 25℃
CAS Datenbank	106-22-9(CAS DataBase Reference)
NIST chemische Informationen	6-Octen-1-ol, 3,7-dimethyl-(106-22-9)
EPA chemische Informationen	Citronellol (106-22-9)

Sicherheit

Kennzeichnung gefährlicher	Xi,N
R-Sätze:	36/37/38-51/53-43-36/38
S-Sätze:	26-36-24/25-61-37-24
WGK Germany	1
RTECS-Nr.	RH3400000
Hazard Note	Irritant
TSCA	Yes
HS Code	29052220
Giftige Stoffe Daten	106-22-9(Hazardous Substances Data)
Toxizität	The acute oral LD₅₀ value in rats was reported as 3.45 g/kg (3.21-3.69 g/kg) (Moreno, 1973). The acute dermal LE>50 value in rabbits was reported as 2.65 g/kg (1.78-3.52 g/kg) (Moreno, 1973). The im LD₅₀ value in mice was reported as 4 g/kg (Northover & Verghese, 1962).

Gefahreninformationscode (GHS)

Citronellol Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Beschreibung
Citronellol is a kind of natural occurring acyclic monoterpenoid which can be found in citronella oils such as Cymbopogon nardus ((+)-citronellol) and rose oils and Pelargonium geraniums ((-)-citronellol). In addition to be extracted from natural oils, it can also be manufactured by the hydrogenation of geraniol or nerol. It is mainly used in perfumes and insects repellents as well as being used as a mite attractant. It should be noted that it is an excellent mosquito repellent at short distances. Combination with beta-cyclodextrin can make it has an average duration time of 1.5 hour against the mosquitoes. It can also be used for the manufacture of rose oxide. One of its most common applications is for adding floral and citrus notes to perfumes, soaps and cosmetics.
Chemische Eigenschaften
Citronellol has a characteristic rose-like odor. Because odor plays such an important part in selecting this material, there may be special grades of citronellol that do not meet the Essential Oil Association specification. These limits have been broadened enough to include best qualities of commercial citronellol and chemically pure citronellol. l-Citronellol has a sweet, peach-like flavor; d-citronellol has a bitter taste.
Chemische Eigenschaften
colourless liquid with a characteristic, rose-like, smell
Occurrence
l-Citronellol has been found in the plants of the Rosaceae family; d- and dl-citronellol have been identified in Verbenaceae, Labiatae, Rutaceae, Geraniaceae and others; citronellol has been reported in about 70 essential oils and in the oil of Rosa bourbonia; the Bulgarian rose oil has been reported to contain more than 50% l-citronellol, whereas East African geranium contains more than 80% of the d-isomer; the natural product is always optically active. Reported found in guava fruit, orange, bilberry, blackcurrant, nutmeg, ginger, corn mint oil (Mentha arvensis L. var. piperascens), mustard, pennyroyal oil (Mentha pulegium L.), hop oil, tea, coriander seed, cardamom, beer, rum, and apple juice.
Verwenden
Perfumery, flavoring agent.
Verwenden
rac-Citronellol is a monoterpene found in the essential oil of various plants with antihypertensive properties. It possesses hypotensive actions due to its vasodilator abilities and is a phytochemical used in perfumes and insect repellents.
Verwenden
citronellol is a constituent of plant essential oils. Found abundantly in eucalyptus oil. It is used for masking odor or providing a fragrance component to a cosmetic product.
synthetische
By reduction of citronellal or geraniol or by fractional distillation of such essential oils as geranium and citronella (Bedoukian, 1967).
Definition
ChEBI: A monoterpenoid that is oct-6-ene substituted by a hydroxy group at position 1 and methyl groups at positions 3 and 7.
Aroma threshold values
Detection at 11 ppb to 2.2 ppm; l-form, 40 ppb
Taste threshold values
Taste characteristics at 20 ppm: floral, rose, sweet and green with fruity citrus nuances.
Synthesis Reference(s)
The Journal of Organic Chemistry, 60, p. 2260, 1995 DOI: 10.1021/jo00112a056
Synthesis, p. 391, 1976
Tetrahedron Letters, 30, p. 5677, 1989 DOI: 10.1016/S0040-4039(00)76168-5
Allgemeine Beschreibung
Citronellol is a volatile monoterpenic primary alcohol mainly found in the essential oil of plants such as Pelargonium graveolens, Cymbopogon winterianus and Rosa damascena. It is also one of the glycosidically bound aroma compounds in ginger.
Flammability and Explosibility
Non flammable
Sicherheitsprofil
Poison by intravenous route. Moderately toxic by ingestion, skin contact, and intramuscular routes. A severe skin irritant. A combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALCOHOLS.
Synthese
It is generally accepted to distinguish rhodinol as the product isolated from geranium consisting of a mixture of l-citronellol and geraniol, whereas the name l-citronellol should be used to indicate the corresponding synthetic product with the highest level of purity; dl-citronellol can be prepared by catalytic hydrogenation of geraniol or by oxidation of allo-cyrnene; l-citronellol is prepared from (+) d-pinene via (+) cis-pinene to (+) 2,6-dimethyl-2,7-octadiene and, finally, isolating l-citronellol by hydrolysis of the aluminum-organo compound.
läuterung methode
Purify them bydistillation through a cannon packed (Ni) column and the main cut collected at 84o/14mm and redistilled. Also purify via the benzoate. [IR: Eschenazi J Org Chem 26 3072 1961, Naves Bull Soc Chim Fr 505 1951, Beilstein 1 IV 2188.]
Einzelnachweise
https://eic.rsc.org/magnificent-molecules/citronellol/2000020.article
https://en.wikipedia.org/wiki/Citronellol

Citronellol Upstream-Materialien And Downstream Produkte

Citronellol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

106-22-9, Citronellol Verwandte Suche:

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