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Key Documents

108197

Sigma-Aldrich

Cinnamyl alcohol

98%

Sinonimo/i:

3-Phenyl-2-propen-1-ol

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About This Item

Formula condensata:
C6H5CH=CHCH2OH
Numero CAS:
Peso molecolare:
134.18
Beilstein:
1903999
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

Densità del vapore

4.6 (vs air)

Tensione di vapore

<0.01 mmHg ( 25 °C)

Saggio

98%

Forma fisica

liquid

P. eboll.

250 °C (lit.)

Punto di fusione

30-33 °C (lit.)

Solubilità

H2O: soluble
alcohol: freely soluble
diethyl ether: freely soluble
glycerol: soluble
organic solvents: freely soluble

Densità

1.044 g/mL at 25 °C (lit.)

Gruppo funzionale

hydroxyl

Stringa SMILE

OC\C=C\c1ccccc1

InChI

1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-7,10H,8H2/b7-4+
OOCCDEMITAIZTP-QPJJXVBHSA-N

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Descrizione generale

Cinnamyl alcohol is an organic building block used as a chain transfer agent in polymerization. Cinnamyl alcohol causes Friedel Crafts alkylation of bulky aromatic compound 2,4-di-tert-butylphenol using mesoporous aluminosilicate as catalyst. It undergoes partial oxidation in air to form cinnamaldehyde over a series of Bi-Pt/alumina catalysts. It is also used in perfumery and in deodorant compositions.

Applicazioni

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.

Pittogrammi

Exclamation markEnvironment

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Oral - Aquatic Chronic 2 - Skin Sens. 1

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

258.8 °F - closed cup

Punto d’infiammabilità (°C)

126 °C - closed cup

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Mesoporous aluminosilicate MCM-41 as a convenient acid catalyst for Friedel-Crafts alkylation of a bulky aromatic compound with cinnamyl alcohol.
Armengol E, et al.
Journal of the Chemical Society. Chemical Communications, 5, 519-520 (1995)
Hydrothermal stability and catalytic activity of aluminum-containing mesoporous ethane-silicas.
Yang Q, et al.
The Journal of Physical Chemistry B, 108(23), 7934-7937 (2004)
Selective oxidation of cinnamyl alcohol to cinnamaldehyde with air over Bi-Pt/alumina catalysts.
Mallat T, et al.
J. Catal., 153(1), 131-143 (1995)
Formation of imines by selective gold-catalysed aerobic oxidative coupling of alcohols and amines under ambient conditions.
Kegnaes S, et al.
Green Chemistry, 12(8), 1437-1441 (2010)
Laura Fitzpatrick et al.
Journal of oral pathology & medicine : official publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology, 40(1), 10-13 (2010-10-26)
Food-associated allergies, especially to benzoates and cinnamon-related compounds, have been associated with orofacial granulomatosis and both standard and urticarial patch testing have been used to detect such allergies. Elimination diets have also been shown to be effective in some patients.

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