Natural Cinnamic Aldehyde

Product Name:

Natural cinnamic aldehyde

Synonyms:

3-phenyl-2-propena;3-Phenyl-2-propenaldehyde;3-phenyl-acrolei;3-Phenylacrolein;3-Phenylacrylaldehyde;Abion CA;abionca;Acrolein, 3-phenyl-

CAS:

104-55-2

MF:

C9H8O

MW:

132.16

EINECS:

203-213-9

Product Categories:

Pharmaceutical Intermediates;Aromatic Aldehydes & Derivatives (substituted);Alphabetical Listings;C-DFlavors and Fragrances;Certified Natural Products;Flavors and Fragrances;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Cosmetics

Mol File:

104-55-2.mol

Melting point 

−9-−4 °C(lit.)

Boiling point 

250-252 °C(lit.)

density 

1.05 g/mL at 25 °C(lit.)

vapor density 

4.6 (vs air)

vapor pressure 

<0.1 hPa (20 °C)

refractive index 

n20/D 1.622(lit.)

FEMA 

2286 | CINNAMALDEHYDE

Fp 

160 °F

storage temp. 

Store below +30°C.

solubility 

1g/l soluble

Specific Gravity

1.05

Water Solubility 

Slightly soluble

JECFA Number

656

Merck 

13,2319

Stability:

Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.

InChIKey

KJPRLNWUNMBNBZ-QPJJXVBHSA-N

CAS DataBase Reference

104-55-2(CAS DataBase Reference)

NIST Chemistry Reference

Cinnamylaldehyde(104-55-2)

EPA Substance Registry System

Cinnamaldehyde (104-55-2)

Hazard Codes 

Xi

Risk Statements 

36/37/38-43

Safety Statements 

26-36/37

RIDADR 

UN8027

WGK Germany 

3

RTECS 

GD6476000

F 

10-23

HS Code 

29122900

Hazardous Substances Data

104-55-2(Hazardous Substances Data)

Toxicity

LD50 in rats (mg/kg): 2220 orally (Jenner)

Uses

Cinnamaldehyde is used in flavor and perfumes.It occurs in cinnamon oils.

Uses

In the flavor and perfume industry.

Aroma threshold values

Detection at 50 to 750 ppb.

Taste threshold values

Taste characteristics at 0.5 ppm: spicy, cinnamon and cinnamon bark.

General Description

Yellow oily liquid with a cinnamon odor and sweet taste.

Air & Water Reactions

Thickens on exposure to air. May be unstable to prolonged exposure to air. Slightly water soluble .

Reactivity Profile

Cinnamaldehyde reacts with sodium hydroxide owing to aerobic oxidation.

Health Hazard

Cinnamaldehyde can cause moderate to severeskin irritation. Exposure to 40 mg in48 hours produced a severe irritation effecton human skin. The toxicity of this compoundwas low to moderate on test subjects,depending on the species and the toxicroutes. However, when given by oral routein large amounts, its poisoning effect wassevere. Amounts greater than 1500 mg/kghave produced a wide range of toxic effectsin rats, mice, and guinea pigs. The symptomswere respiratory stimulation, somnolence,convulsion, ataxia, coma, hypermotility, anddiarrhea.
LD50 value, oral (guinea pigs): 1150 mg/kg
Cinnamaldehyde is a mutagen. Its carcinogeniceffect is not established.

Fire Hazard

Cinnamaldehyde is combustible.

Agricultural Uses

Fungicide, Insecticide: Used as an antifungal agent, corn rootworm attractant, and dog and cat repellent. Can be used on soil casing for mushrooms, row crops, turf and all food commodities. Not listed for use in EU countries.

Trade name

ADIOS®; ZIMTALDEHYDE®; ZIMTALDEHYDE® LIGHT

Contact allergens

This perfumed molecule is used as a fragrance in perfumes, a flavoring agent in soft drinks, ice creams, dentifrices, pastries, chewing-gum, etc. It can induce both contact urticaria and delayed-type reactions. It can be responsible for dermatitis in the perfume industry or in food handlers. Cinnamic aldehyde is contained in “fragrance mix.” As a fragrance allergen, it has to be mentioned by name in cosmetics within the EU.

Anticancer Research

This is promising in antitumor activity against NSCLC cells. The cells were inducedin apoptosis and also the epithelial-mesenchymal transition was reversed affectingthe Wnt/b-catenin pathway (Bouyahya et al. 2016).

Safety Profile

Poison by intravenous and parenteral routes. Moderately toxic by ingestion and intraperitoneal routes. A severe human skin irritant. Mutation data reported. Combustible liquid. May ipte after a delay period in contact with NaOH. When heated to decomposition it emits acrid smoke and fumes. See also ALDEHYDES.

Chemical Synthesis

By isolation from natural sources; synthetically, by condensation of benzaldehyde with acetaldehyde in the presence of sodium or calcium hydroxide.

Potential Exposure

Botanical fungicide and insecticide. Used as an antifungal agent, corn rootworm attractant, and dog and cat repellent. Can be used on soil casing for mushrooms, row crops, turf, and all food commodities. Not listed for use in EU countries.

Shipping

UN1989 Aldehydes, n.o.s., Hazard Class: 3; Labels: 3-Flammable liquid

Incompatibilities

Aldehydes are frequently involved in selfcondensation or polymerization reactions. These reactions are exothermic; they are often catalyzed by acid. Aldehydes are readily oxidized to give carboxylic acids. Flammable and/or toxic gases are generated by the combination of aldehydes with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Aldehydes can react with air to give first peroxo acids, and ultimately carboxylic acids. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction). The addition of stabilizers (antioxidants) to shipments of aldehydes retards autoxidation. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, ketones, azo dyes, caustics, boranes, hydrazines

Waste Disposal

Incineration. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers.