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W228826

Sigma-Aldrich

trans-Cinnamic acid

greener alternative

natural, ≥99%, FCC, FG

Synonym(s):

trans-3-Phenylacrylic acid, Cinnamic acid

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About This Item

Linear Formula:
C6H5CH=CHCOOH
CAS Number:
Molecular Weight:
148.16
FEMA Number:
2288
Beilstein/REAXYS Number:
1905952
EC Number:
Council of Europe no.:
22c
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
8.022
NACRES:
NA.21

grade

FG
Fragrance grade
Halal
Kosher
natural

Quality Level

agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 117

assay

≥99%

greener alternative product characteristics

Less Hazardous Chemical Syntheses
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

bp

300 °C (lit.)

mp

132-135 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

greener alternative category

organoleptic

cinnamon; honey; spicy; floral; sweet

SMILES string

OC(=O)\C=C\c1ccccc1

InChI

1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+

InChI key

WBYWAXJHAXSJNI-VOTSOKGWSA-N

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General description

trans-Cinnamic acid is an α,β-unsaturated aromatic acid that can be used as a flavoring agent. It is mainly used to prepare ester derivatives that are used in perfume industry. trans-Cinnamic acid is the key volatile components of cinnamon essential oil.
We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product is a Biobased products, showing key improvements in Green Chemistry Principles “Less Hazardous Chemical Syntheses” and “Use of Renewable Feedstock”.

Application


  • Single-Cell Oral Delivery Platform for Enhanced Acid Resistance and Intestinal Adhesion.: This research utilizes trans-cinnamic acid in developing a novel oral delivery system that enhances acid resistance and intestinal adhesion, offering significant advancements in pharmaceutical and biomedical applications (Wei et al., 2024).

  • The evaluation of L-arginine solution as a solvent for propolis extraction: The phenolic profile, antioxidant, antibacterial activity, and in vitro bioaccessibility.: Highlighting the solvent properties of trans-cinnamic acid, this study provides insights into its use in extracting bioactive compounds from natural sources, contributing to advancements in food science and nutraceuticals (Mergen Duymaz et al., 2024).

  • Characterization of cinnamate 4-hydroxylase (CYP73A) and p-coumaroyl 3′-hydroxylase (CYP98A) from Leucojum aestivum, a source of Amaryllidaceae alkaloids.: This research uses trans-cinnamic acid to study enzyme activity in plant biosynthesis pathways, providing valuable information for the development of bioengineering strategies to synthesize natural products (Karimzadegan et al., 2024).

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 1

flash_point_f

320.0 °F - closed cup

flash_point_c

160 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Analysis of the trans-Cinnamic Acid Content in Cinnamomum spp. and Commercial Cinnamon Powder Using HPLC
Lee J, et al
Journal of Agricultural Chemistry and Environment, 4(04), 102-102 (2015)
Aqueous solubility of some natural phenolic compounds
Mota FL, et al
Industrial & Engineering Chemistry Research, 47(15), 5182-5189 (2008)
Encyclopedia of Food and Color Additives, 1, 592-593 (1997)
Feng Yang et al.
Molecular pharmaceutics, 9(11), 3259-3265 (2012-09-27)
Owing to advantageous biochemical and pharmacological properties of human serum albumin (HSA), HSA-based drug carrier is playing an increasing role in the clinical setting. Since the IIA subdomain of HSA is a big hydrophobic cavity, we proposed that HSA delivers
Andrew M Lauer et al.
Organic letters, 14(19), 5138-5141 (2012-09-25)
A highly regioselective, Pd-catalyzed allylic fluorination of phosphorothioate esters is reported. This chemistry addresses several limitations of previously reported methods in which elimination and lack of reactivity were problematic. Preliminary mechanistic investigations reveal that these reactions are stereospecific and provide

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