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W228605

Sigma-Aldrich

trans-Cinnamaldehyde

FCC, FG

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Synonym(s):
(E)-Cinnamaldehyde, Cinnamic aldehyde, trans-3-Phenyl-2-propenal
Linear Formula:
C6H5CH=CHCHO
CAS Number:
14371-10-9
Molecular Weight:
132.16
FEMA Number:
2286
Beilstein:
1071571
Council of Europe no.:
102
MDL number:
MFCD00007000
PubChem Substance ID:
24900953
Flavis number:
5.014
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Halal
Kosher

reg. compliance

EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 117

vapor density

4.6 (vs air)

Assay

98%

refractive index

n20/D 1.622 (lit.)

bp

250-252 °C (lit.)

mp

−9-−4 °C (lit.)

density

1.05 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

cinnamon; spicy; sweet; warm

SMILES string

[H]C(=O)\C=C\c1ccccc1

InChI

1S/C9H8O/c10-8-4-7-9-5-2-1-3-6-9/h1-8H/b7-4+

InChI key

KJPRLNWUNMBNBZ-QPJJXVBHSA-N

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General description

trans-Cinnamaldehyde is a cinnamon flavored compound mainly found in cinnamon bark. It may act as a potential antimicrobial agent against Escherichia coli O157:H7 in apple juice and cider.

Application

Buildingblock - Cinnamaldehyde is an unsaturated aldehyde so it can easily react to many different compounds to be used in a wide range of fragrance compositions. It is also a building block for several agrochemicals (miticides) or for derivatives like cinnamic alcohol, 3-phenylpropanol, cinnamonitrile, 3-phenylpropionylaldehyde (fragrances and as an alternative to enalapril, lisinopril and ramipril).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H317 - H319 - H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

159.8 °F - closed cup

Flash Point(C)

71 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Kakuyou Ogawa et al.
Journal of natural medicines, 73(3), 513-522 (2019-03-29)
Nutmeg (Myristica fragrans) is widely used to flavour sweet and savoury foods and has been used as a herbal medicine to enhance appetite in Asian countries. Nutmeg oil contains compounds such as myristicin and methyl eugenol. Previously, we found that
Inactivation of Escherichia coli O157: H7 in apple juice and apple cider by trans-cinnamaldehyde
Baskaran SA, et al
International Journal of Food Microbiology, 141(1), 126-129 (2010)
Phillip W Clapp et al.
American journal of physiology. Lung cellular and molecular physiology, 316(3), L470-L486 (2019-01-04)
Aldehydes in cigarette smoke (CS) impair mitochondrial function and reduce ciliary beat frequency (CBF), leading to diminished mucociliary clearance (MCC). However, the effects of aldehyde e-cigarette flavorings on CBF are unknown. The purpose of this study was to investigate whether
Inactivation of Enterobacter sakazakii in reconstituted infant formula by trans-cinnamaldehyde
Amalaradjou MAR, et al
International Journal of Food Microbiology, 129(2), 146-149 (2009)
Cinnamaldehyde content in foods determined by gas chromatography? mass spectrometry
Friedman M, et al.
Journal of Agricultural and Food Chemistry, 48(11), 5702-5709 (2000)
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