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ChemicalBook--->CAS DataBase List--->104-55-2

104-55-2

104-55-2 Structure

104-55-2 Structure
IdentificationMore
[Name]

Cinnamaldehyde
[CAS]

104-55-2
[Synonyms]

3-PHENYL-2-PROPENAL
3-PHENYLPROPENAL
AKOS B004060
AKOS BBS-00003207
CINNAMALDEHYDE
CINNAMALDEHYDE, TRANS-
CINNAMIC ALDEHYDE
FEMA 2286
LABOTEST-BB LT00939010
STYRONE
TRANS-3-PHENYL-2-PROPEN-1-AL
TRANS-3-PHENYL-2-PROPENAL
TRANS-ALPHA CINNAMALDEHYDE
TRANS-CINNAMAL
TRANS-CINNAMALDEHYDE
TRANS-CINNAMIC ALDEHYDE
TRANS-PHENYLACROLEIN
TRANS-PHENYLACRYLALDEHYDE
2-Propenal, 3-phenyl-
2-propenal,3-phenyl-
[EINECS(EC#)]

203-213-9
[Molecular Formula]

C9H8O
[MDL Number]

MFCD00007000
[Molecular Weight]

132.16
[MOL File]

104-55-2.mol
Chemical PropertiesBack Directory
[Appearance]

Combustible, yellowish, oily liquid (thickens on exposure to air). Strong pungent, spicy, cinnamon odor.
[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)
[FEMA ]

2286
[refractive index ]

n20/D 1.622(lit.)
[Fp ]

160 °F
[storage temp. ]

Store below +30°C.
[solubility ]

1g/l soluble
[form ]

Liquid
[pka]

0[at 20 ℃]
[color ]

Clear yellow
[Specific Gravity]

1.05
[Odor]

Strong odor of cinnamon
[Stability:]

Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.
[Odor Type]

spicy
[Water Solubility ]

Slightly soluble
[JECFA Number]

656
[Merck ]

13,2319
[Dielectric constant]

16.9(24℃)
[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.
[InChIKey]

KJPRLNWUNMBNBZ-QPJJXVBHSA-N
[LogP]

1.83-2.1 at 25-27℃
[CAS DataBase Reference]

104-55-2(CAS DataBase Reference)
[NIST Chemistry Reference]

Cinnamylaldehyde(104-55-2)
[EPA Substance Registry System]

104-55-2(EPA Substance)
Hazard InformationBack Directory
[Chemical Properties]

yellow liquid with an odour of cinnamon
[Uses]

In the flavor and perfume industry.
[General Description]

Yellow oily liquid with a cinnamon odor and sweet taste.
[Reactivity Profile]

CINNAMALDEHYDE(104-55-2) reacts with sodium hydroxide owing to aerobic oxidation.
[Air & Water Reactions]

Thickens on exposure to air. May be unstable to prolonged exposure to air. Slightly water soluble .
[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.
[Fire Hazard]

This chemical is combustible.
[First aid]

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions) if breathing has stopped, and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.
[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
[Description]

Cinnamic aldehyde is used as a flavoring agent, ingredient of fragrance in soft drinks, ice creams, dentifrices, pastries, chewing-gum, etc. It can induce both contact urticaria and delayed-type reactions. It can be implicated in contact dermatitis in those who work in the perfume industry or food handlers. Cinnamic aldehyde is contained in the "fragrance mix".
[Waste Disposal]

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

Reported found in celery seed, cinnamon, cinnamon leaf, cassia leaf, clove stem and lemon balm.
[Definition]

ChEBI: (E)-cinnamaldehyde is the E (trans) stereoisomer of cinnamaldehyde, the parent of the class of cinnamaldehydes. It has a role as a hypoglycemic agent, an EC 4.3.1.24 (phenylalanine ammonia-lyase) inhibitor, a vasodilator agent, an antifungal agent, a flavouring agent, a plant metabolite and a sensitiser. It is a 3-phenylprop-2-enal and a member of cinnamaldehydes.
[Aroma threshold values]

Detection at 50 to 750 ppb.
[Taste threshold values]

Taste characteristics at 0.5 ppm: spicy, cinnamon and cinnamon bark.
[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.
[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
[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).
[Synthesis]

By isolation from natural sources; synthetically, by condensation of benzaldehyde with acetaldehyde in the presence of sodium or calcium hydroxide.
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
R43:May cause sensitization by skin contact.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
[RIDADR ]

UN8027
[WGK Germany ]

3
[RTECS ]

GD6476000
[F ]

10-23
[HS Code ]

29122900
[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.
[Hazardous Substances Data]

104-55-2(Hazardous Substances Data)
[Toxicity]

LD50 in rats (mg/kg): 2220 orally (Jenner)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Benzaldehyde-->Sulfurous Acid-->trans-Cinnamaldehyde-->Cinnamon oil
[Preparation Products]

Cinnamyl alcohol-->trans-Cinnamaldehyde-->Epalrestat-->α-Bromocinnamaldehyde-->Toremifene-->1,4-DIPHENYLBUTADIYNE-->1-Hydroxy-3-phenyl-1,3-propanedisulfonic acid disodium salt-->METHYL BIPHENYL-2-CARBOXYLATE-->Cyclohexanepropionic acid-->4,6-DIPHENYL-2-PYRONE-->CINNAMONITRILE-->CINNAMALDEHYDE DIETHYL ACETAL
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Cinnamaldehyde(104-55-2).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Cinnamaldehyde(104-55-2)MS
Cinnamaldehyde(104-55-2)1HNMR
Cinnamaldehyde(104-55-2)IR1
Cinnamaldehyde(104-55-2)Raman
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

104-55-2(sigmaaldrich)
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