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Key Documents

W228605

Sigma-Aldrich

trans-Cinnamaldehyde

FCC, FG

Synonym(s):

(E)-Cinnamaldehyde, Cinnamic aldehyde, trans-3-Phenyl-2-propenal

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About This Item

Linear Formula:
C6H5CH=CHCHO
CAS Number:
Molecular Weight:
132.16
FEMA Number:
2286
Beilstein:
1071571
Council of Europe no.:
102
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
5.014
NACRES:
NA.21

biological source

synthetic

Quality Level

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

Signal Word

Warning

Hazard Statements

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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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)
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
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)
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)
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

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