Zimtalkohol

Bezeichnung:Zimtalkohol

CAS-Nr104-54-1

Englisch Name:Cinnamyl alcohol

CBNumberCB5771763

SummenformelC9H10O

Molgewicht134.18

MOL-Datei104-54-1.mol

Synonyma

Cinnamylalkohol

Zimtalkohol

Zimtalkohol physikalisch-chemischer Eigenschaften

Schmelzpunkt	30-33 °C (lit.)
Siedepunkt	250 °C (lit.)
Dichte	1.044 g/mL at 25 °C (lit.)
Dampfdichte	4.6 (vs air)
Dampfdruck	<0.01 mm Hg ( 25 °C)
Brechungsindex	1.5819
FEMA	2294 \| CINNAMYL ALCOHOL
Flammpunkt	>230 °F
storage temp.	-20°C
Löslichkeit	H2O: soluble
Aggregatzustand	Fused Low Melting Crystalline Solid
pka	0.852[at 20 ℃]
Wichte	1.044
Farbe	White
Geruch (Odor)	at 100.00 %. sweet balsam hyacinth spicy green powdery cinnamic
Geruchsart	balsamic
Biologische Quelle	synthetic
Wasserlöslichkeit	1.8 g/L (20 ºC)
Merck	14,2302
JECFA Number	647
BRN	1903999
Stabilität	Stable. Incompatible with strong oxidizing agents.
Kosmetik-Inhaltsstoffe Funktionen	FLAVOURING PERFUMING
InChI	1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-7,10H,8H2/b7-4+
InChIKey	OOCCDEMITAIZTP-QPJJXVBHSA-N
SMILES	OC\C=C\c1ccccc1
LogP	1.452 at 25℃
CAS Datenbank	104-54-1(CAS DataBase Reference)
NIST chemische Informationen	2-Propen-1-ol, 3-phenyl-(104-54-1)
EPA chemische Informationen	3-Phenyl-2-propen-1-ol (104-54-1)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22-36/38-43-36
S-Sätze:	26-36/37-37/39-24-24/25
RIDADR	2811
WGK Germany	2
RTECS-Nr.	GE2200000
F	10-23
TSCA	TSCA listed
HS Code	29062990
Speicherklasse	10 - Combustible liquids
Hazard Classifications	Acute Tox. 4 Oral Aquatic Chronic 2 Skin Sens. 1
Giftige Stoffe Daten	104-54-1(Hazardous Substances Data)
Toxizität	LD50 (g/kg): 2.0 orally in rats; >5.0 dermally in rabbits (Letizia)

Gefahreninformationscode (GHS)

Cinnamyl alcohol Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36/38:Reizt die Augen und die Haut.
R43:Sensibilisierung durch Hautkontakt möglich.
R36:Reizt die Augen.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S24:Berührung mit der Haut vermeiden.
Beschreibung
Occupational cases of contact dermatitis were reported in the perfurne industry. Patch tests can also be positive in food handlers. Cinnamic alcohol is contained in the "fragrance mix".
Chemische Eigenschaften
Cinnamyl alcohol can exist in (Z)-[4510-34-3] and (E)-[4407-36-7] forms. Although both isomers occur in nature, the (E)-isomer is far more abundant and is present, for example, in styrax oil. (E)-Cinnamyl alcohol is a colorless, crystalline solid with a hyacinth-like balsamic odor.
Cinnamyl alcohol can be dehydrogenated to give cinnamaldehyde and oxidized to give cinnamic acid. Hydrogenation yields 3-phenylpropanol and/or 3-cyclohexylpropanol. Reaction with carboxylic acids or carboxylic acid derivatives results in the formation of cinnamyl esters, some of which are used as fragrance materials.
Chemische Eigenschaften
Cinnamyl alcohol has a pleasant, floral odor and bitter taste.
Occurrence
Occurring as an ester or in the free state in hyacinth, Aristolochia clematis, Xanthorrhoea hastilis and in the essence of daffodil flowers. It is also reported found in guava fruit and peel, lemon peel oil, cassia leaf, Bourbon vanilla and cinnamon bark, leaf and root.
Verwenden
Cinnamic alcohol is a component in perfumed cosmetic products and deodorants; some perfumery uses (cinnamon; daffodil; hyacinth; jasmine); natural occurrence (cinnamon).
Verwenden
cinnamyl alcohol is naturally occurring in cinnamon bark, it can also be synthetically manufactured. It is used in cosmetics as a fragrance or flavoring agent.In perfumery; as deodorant in 12.5% solution in glycerol.
Verwenden
Cinnamyl alcohol was used to study the alkylation of 2,4-di-tert-butylphenol by cinnamyl alcohol using aluminum-containing mesoporous ethane-silica catalyst. It was used to study gold nanoparticles supported on titanium dioxide catalysed oxidative coupling of alcohols and amines to form the corresponding imines.
Definition
ChEBI: A primary alcohol comprising an allyl core with a hydroxy substituent at the 1-position and a phenyl substituent at the 3-position (geometry of the C2C bond unspecified).
synthetische
By reduction of cinnamic aldehyde.
Aroma threshold values
Detection: 1 ppm; cis- form, 81 ppb; trans- form, 2.8 ppm
Taste threshold values
Taste characteristics at 20 ppm: green, floral, spicy and honey with a fermented yeasty nuance.
Synthesis Reference(s)
Chemistry Letters, 5, p. 581, 1976
The Journal of Organic Chemistry, 59, p. 6378, 1994 DOI: 10.1021/jo00100a046
Tetrahedron Letters, 34, p. 257, 1993 DOI: 10.1016/S0040-4039(00)60561-0
Flammability and Explosibility
Not classified
Kontakt-Allergie
Cinnamyl alcohol occurs (in esterified form) in storax, Myroxylon pereirae, cinnamon leaves, and hyacinth oil. It is obtained by the alkaline hydrolysis of storax and prepared synthetically by reducing cinnamal diacetate with iron filings and acetic acid, and from cinnamaldehyde by Meerwein-Ponndorf reduction with aluminum isopropoxide. Cinnamyl alcohol is contained in the “fragrance mix.” As a fragrance allergen, it has to be mentioned by name in cosmetics within the EU. Occupational cases of contact dermatitis were reported in perfume industry. Patch tests can be positive in food handlers.
Synthese
Obtained originally by saponification of extraction from storax; synthetically, by reduction of cinnamaldehyde with sodium or potassium hydroxide.
läuterung methode
Crystallise the alcohol from diethyl ether/pentane. [Beilstein 6 I 281.]

Cinnamyl alcohol Upstream-Materialien And Downstream Produkte

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